Events in Staunton, IL

● Listings verified — Friday, October 2 · every listing checked against its source by our Staunton editors

29This week
102Next 30 days
3Free this week
88Venues tracked

This weekend in Staunton

The ones worth planning around. All 14 weekend events →

Free events in Staunton

3 of this week's 29 events cost nothing. A few standouts:

  • Fri 6pm

    Handmade & Homegrown Exchange

    2398 Huette Rd, Bunker Hill · verified Sep 27
    Free

    An evening to grow, create, and share celebrates the creativity and abundance of the community. This free gathering invites participants to bring 10 handmade or homegrown items to exchange with others. The focus is on sharing what you love, discovering something new, and connecting with fellow makers and growers rather than aiming for equal trades. Items that fit the exchange include fresh or dried flowers, garden produce, farm eggs, seeds or plant starts, herbs, homemade baked goods, jams or other preserved foods, handmade soaps or candles, and crocheted, sewn, or other handcrafted pieces. There is no cost to attend, and registration is requested to help plan for attendance. Children are welcome when attending with an adult. The event takes place on a farm.

    Event website ↗
  • Sat 7pm

    Backstage at the Lake-Holiday Shores

    Backstage at the Lake - Holiday Shores, IL, 4 Oak Hill Dr, Edwardsville · verified Sep 27
    Free

    Tony G returns to Backstage at the Lake in Holiday Shores with an energetic acoustic set by the water. Admission is free, with food options and gaming available, and the focus is on upbeat tunes from start to finish.

    Event website ↗
  • Mon 10am

    Library Story Time

    Tri-Township Public Library, 209 S Main St, Troy · verified Sep 27
    Free

    Designed for ages 0 to 5, this story time aims to spark imagination and foster a love of learning. Children will sing, dance, and enjoy stories, followed by free play in activity centers. It also offers time for little ones to socialize while parents connect with other families.

    Event website ↗

Live music in Staunton

9 shows this week — see the full live-music calendar →

  • Fri 5pm

    Jaimi Keys

    Copper Dock Winery, 515 White Oak Ln, Pocahontas · verified Sep 27
    See details

    Enjoy a live performance by Jaimi Keys on the patio.

    Event website ↗
  • Fri 5:30pm

    Sniffy Beagle

    Collinsville American Legion Post 365, 1022 Vandalia St, Collinsville · verified Sep 27
    See details

    Sniffy Beagle serves up a playful dose of rock and roll at the American Legion fish fry. The music takes place outdoors beneath the pavilion, offering a family friendly start to the weekend.

    Event website ↗
  • Sat 3pm

    Spencer McDole

    Copper Dock, 515 White Oak Ln, Pocahontas · verified Sep 27
    See details

    Spencer McDole brings a broad mix of favorites to Copper Dock, spanning decades with songs by artists such as Tom Petty, The Beatles, John Prine, Johnny Cash, Sublime, Red Hot Chili Peppers, Jim Croce, Stone Temple Pilots, The Cure, Jason Isbell, Elvis, and more.

    Event website ↗
  • Sat 3pm

    Spencer McDole

    Copper Dock Winery, 515 White Oak Ln, Pocahontas · verified Sep 27
    See details

    Spencer McDole performs a live set on the patio.

    Event website ↗

All upcoming events, day by day

Every event we track in Staunton this week, in order. After one kind of thing? Live music and family events have their own calendars.

Friday, October 2 4 events
  • 5pm

    Jaimi Keys

    Copper Dock Winery, 515 White Oak Ln, Pocahontas · verified Sep 27
    See details

    Enjoy a live performance by Jaimi Keys on the patio.

    Event website ↗
  • 5:30pm

    Sniffy Beagle

    Collinsville American Legion Post 365, 1022 Vandalia St, Collinsville · verified Sep 27
    See details

    Sniffy Beagle serves up a playful dose of rock and roll at the American Legion fish fry. The music takes place outdoors beneath the pavilion, offering a family friendly start to the weekend.

    Event website ↗
  • 6pm

    Handmade & Homegrown Exchange

    2398 Huette Rd, Bunker Hill · verified Sep 27
    Free

    An evening to grow, create, and share celebrates the creativity and abundance of the community. This free gathering invites participants to bring 10 handmade or homegrown items to exchange with others. The focus is on sharing what you love, discovering something new, and connecting with fellow makers and growers rather than aiming for equal trades. Items that fit the exchange include fresh or dried flowers, garden produce, farm eggs, seeds or plant starts, herbs, homemade baked goods, jams or other preserved foods, handmade soaps or candles, and crocheted, sewn, or other handcrafted pieces. There is no cost to attend, and registration is requested to help plan for attendance. Children are welcome when attending with an adult. The event takes place on a farm.

    Event website ↗
  • 6pm

    Friday Night Socials

    SoCal Soul, 301 N Main St, Edwardsville · verified Sep 27
    See details

    A fresh option for Friday nights, this monthly after-hours social transforms the plant-filled shop at SoCal Soul into a welcoming hangout. Attend with friends or come solo and connect with new people. The atmosphere is flexible, whether you want to browse for plants and chat or settle in with a laptop for some quiet time surrounded by lush greenery. Outside food and drinks are welcome, and some guests choose to bring items to share, though it is entirely optional. Staff are available for lively plant talk, conversation about recent concerts, or simply a supportive ear. The space offers a soothing green backdrop for whatever kind of evening you need.

    Event website ↗
Saturday, October 3 13 events
  • 6:30am

    Mileage Makers - Long Run

    RunWell, 6120 Shoger Drive, Ste D, Edwardsville, IL 62025, 6120 Shoger Dr, Edwardsville · verified Sep 27
    See details

    Set out for a friendly long run on the shaded MCT trail, beginning from the Trace Parkway location. Choose an approximately 8 mile loop with options to add distance, opt for a 5 mile loop, or go out and back for any mileage. All paces are welcome, and participants can tailor the run to their comfort level. Pack a dry shirt and a little cash for a post run stop at Goshen Coffee Roasters for coffee and food.

    Event website ↗
  • 8am

    Edwardsville Book Festival

    City Park, 112 S Kansas St, Edwardsville · verified Sep 27
    See details

    This outdoor gathering by the library at City Park features regional authors, opportunities to browse and buy both new and pre-owned books, and activities designed for children. The Land of Goshen Community Market will also be set up around City Park, adding to the bustle of the day. It is open to all ages. For questions, email eplbookfest@gmail.com.

    Event website ↗
  • 9am

    Greenville, IL Bond County Farmers Market

    Bond County Farmers Market, 116 N 2nd St, Greenville · verified Sep 27
    See details

    Plants With Peradotti brings a diverse selection of healthy plants to the Bond County Farmers Market in Greenville, IL, with a special nod to the 250th anniversary of the United States. Browse favorites such as alocasias, monsteras, philodendrons, and hoyas, along with other varieties. Quantities of specific plants are limited, so particular finds may sell out. In honor of the Fourth of July, the booth features notable price reductions across the inventory. Look for the setup in front of Abstract & Title Insurance, just northeast of the courthouse, and discover something green to brighten your space.

    Event website ↗
  • 9am

    13th Annual Illinois Sam Biggs Bike Show and Poker Run

    Parker’s Bar and Grill, 129 E Warren St, Bunker Hill · verified Sep 27
    See details

    The 13th Annual Illinois Sam Biggs Bike Show and Poker Run benefits the Sam Biggs Memorial Foundation and takes place at Parker’s Bar and Grill in Bunker Hill, Illinois. Highlights include a bike show and poker run, event T-shirts, and numerous raffles. Food and drinks will be available at Reds and at Parker’s Bar and Grill. More details will be announced.

    Event website ↗
  • 9am

    2026 Olde Tyme Arts Conference

    920 W Breckenridge St, Carlinville · verified Sep 27
    See details

    Founded in 2025, the Olde Tyme Arts Conference shares time honored crafts and trades that risk fading in a digital age. In addition to broom making, the schedule includes wood working, blacksmithing, canning and other traditional kitchen skills, wheat weaving, needle arts, and more. Those interested in broom work can dive deep over the weekend with multiple sessions, including a beginner class, rooster tail techniques with Sabine Rose and Christine Dennison, broom corn dyeing with Carvel Morgan of Carvel Brooms, kickwinder broom making with Carvel Morgan of Carvel Brooms and Tony Campbell, and instruction on handles and broom stitching. Registration is managed by the historical society.

    Event website ↗
  • 9am

    Southwestern Electric E-Waste Event

    10031 Ellis Rd, St Jacob · verified Sep 27
    See details

    CJD E-Cycling is partnering with Southwestern Electric to host an electronic waste collection for residents. Items with power cords and metal materials are welcome, including servers, switches, PC towers, printers, landline phones, cable boxes, cell phones, wireless modems, audio and video equipment, holiday lights, home electronics, additional telecommunications devices, and lead acid batteries. Televisions and computer monitors of all kinds are accepted, such as CRT, console, projection, plasma, and flat screen models, along with dehumidifiers and refrigerators. Some items are not accepted, including radioactive or hazardous materials like oil, antifreeze, and paint, alkaline batteries, light bulbs, household smoke detectors, flammable materials, pesticides, oil filters, airbags, lead, mercury switches, fluorescent lights, explosives, firearms, ammunition, and shells. Non-electronic items such as tires, wood, asbestos, office waste, furniture, fiberglass, insulation, roofing, and dirt are also not accepted, and media like DVDs, CDs, cassette tapes, and VHS tapes will not be taken. Most drop-offs are free, with fees applying only to CRT televisions and refrigerators.

    Event website ↗
  • 9am

    October Saturday Sale

    Holly's House of Hope, 1000 Zschokke St, Highland · verified Sep 27
    See details

    Shop the Saturday sale at Holly’s House of Hope, where clients have carefully sorted, labeled, and hung a refreshed mix of gently used and new items. Explore clothing in a wide range of sizes along with various miscellaneous finds. This is a thrift store that welcomes all shoppers. Payments are accepted by cash or card, with a small fee for card transactions. Donations will also be accepted during the sale.

    Event website ↗
  • 9:15am

    Movin' & Groovin

    Tri-Township Public Library, 209 S Main St, Troy · verified Sep 27
    See details

    Move to favorite oldies in a gentle, low impact dance aerobics class. The class includes a warmup and cool down, balance work, and stretching for a complete session. It is designed for people who enjoy dancing, like oldies, or want to get more fit.

    Event website ↗
  • 3pm

    Spencer McDole

    Copper Dock, 515 White Oak Ln, Pocahontas · verified Sep 27
    See details

    Spencer McDole brings a broad mix of favorites to Copper Dock, spanning decades with songs by artists such as Tom Petty, The Beatles, John Prine, Johnny Cash, Sublime, Red Hot Chili Peppers, Jim Croce, Stone Temple Pilots, The Cure, Jason Isbell, Elvis, and more.

    Event website ↗
  • 3pm

    Spencer McDole

    Copper Dock Winery, 515 White Oak Ln, Pocahontas · verified Sep 27
    See details

    Spencer McDole performs a live set on the patio.

    Event website ↗
  • 6pm

    Chosen To Shine’s 2nd Annual Gala

    The LECLAIRE ROOM, 600 Troy Rd, Edwardsville · verified Sep 27
    See details

    Chosen To Shine presents its 2nd Annual Gala, a 1920s themed evening where period attire is welcome but not required. The program features live music, a silent auction, and a dinner catered by Bella Milano. This gathering aims to raise $30,000 in memory of Connor Cunningham to support the second phase of a church building project in Honduras that began in January, continuing work made possible by last year’s donations. Proceeds will help provide a safe, welcoming place for the community to come together, deepen faith, and worship for years ahead.

    Event website ↗
  • 7pm

    Backstage at the Lake-Holiday Shores

    Backstage at the Lake - Holiday Shores, IL, 4 Oak Hill Dr, Edwardsville · verified Sep 27
    Free

    Tony G returns to Backstage at the Lake in Holiday Shores with an energetic acoustic set by the water. Admission is free, with food options and gaming available, and the focus is on upbeat tunes from start to finish.

    Event website ↗
  • 8pm

    Black Magic

    The Wildey Theatre, 252 N Main St, Edwardsville · verified Sep 27
    See details

    At The Wildey Theatre, Black Magic, a Santana tribute featuring veteran St. Louis musicians, presents a night of Latin rock, blues, and fusion. The set spans favorites from across Santana’s catalog, delivered with tight musicianship and vibrant stage energy that reflect the spirit of the original recordings and live shows. The program celebrates the band’s lasting impact while showcasing the rhythms and melodies that helped define its sound.

    Event website ↗
Sunday, October 4 1 event
  • 1pm

    Madison Jackson

    Edley's Bar-B-Que, 2392 S State Route 157, Glen Carbon · verified Sep 27
    See details

    Edley’s Midwest sets the scene for a laid-back gathering with a live set, a soul-tinged Southern vibe, hearty barbecue, and chilled beverages. Order a plate, sip something refreshing, and stick around as the music sets an easygoing mood.

    Event website ↗
Monday, October 5 3 events
  • 10am

    Library Story Time

    Tri-Township Public Library, 209 S Main St, Troy · verified Sep 27
    Free

    Designed for ages 0 to 5, this story time aims to spark imagination and foster a love of learning. Children will sing, dance, and enjoy stories, followed by free play in activity centers. It also offers time for little ones to socialize while parents connect with other families.

    Event website ↗
  • 5:30pm

    Movin' & Groovin'

    Tri-Township Public Library, 209 S Main St, Troy · verified Oct 2
    See details

    An exercise class offering low impact aerobic dance with a warm-up, cooldown, balance work, and stretching. It is suited for anyone who enjoys oldies music and dancing or is looking to improve fitness.

    Event website ↗
  • 7pm

    BINGO

    American Legion Post 199, 58 S State Route 157, Edwardsville · verified Oct 2
    See details

    Enjoy bingo at American Legion Post 199 Edwardsville in Edwardsville, Illinois. Bring a favorite good luck charm and get ready for a fun time.

    Event website ↗
Tuesday, October 6 3 events
  • 9am

    Number 9 Networking Edwardsville meeting

    Madison County Farm Bureau, Edwardsville · verified Sep 27
    See details

    Meet local business owners and fellow entrepreneurs through Number 9 Networking in Edwardsville. The focus is on building relationships, collaborating, and exchanging referrals to support business growth. Guests are welcome, and bringing positive energy is encouraged. This meeting takes place at Madison County Farm Bureau in Edwardsville, Illinois.

    Event website ↗
  • 6pm

    Children's Etiquette Dinner

    1818 Chophouse, 6170 Bennett Dr, Edwardsville · verified Sep 27
    See details

    An engaging Children’s Etiquette Dinner at 1818 Chophouse features local realtor Tara Riggs. A professional etiquette instructor guides young guests through the meal, covering practical table manners, confidence building, and social skills in a relaxed, attractive setting. The experience is designed to help kids develop habits they can carry into everyday life. Additional details, including how to purchase tickets, will be shared as the date approaches.

    Event website ↗
  • 7:30pm

    Rocky Horror Picture Show Spooktacular Tour

    The Fabulous Fox, 527 N Grand Blvd, St. Louis · verified Sep 27
    See details

    Three of the original film’s stars appear for a hosted screening of the movie, presented in a newly restored 4K version with a live shadow cast and interactive audience moments. Guests include the original Brad Majors, Barry Bostwick, the original Columbia, Nell Campbell, and the original Magenta, Patricia Quinn. The evening also features a memorabilia display, a VIP meet and greet, a costume contest, and other offerings.

    Event website ↗
Wednesday, October 7 4 events
  • 10am

    Reflections Group

    Prairie Counseling Center, 1520 S 4th St, Greenville · verified Sep 27
    See details

    A welcoming, judgment-free group where people facing mental health challenges can connect, share experiences, and find encouragement. Conversations focus on emotional support, practical coping tools, stress reduction, and overall well-being through open dialogue and peer-to-peer connection. Attendees can talk about current hurdles, celebrate progress, and set personal goals while practicing healthy strategies and strengthening their support network. This gathering is suited for individuals experiencing anxiety, depression, stress, life changes, or other mental health concerns who value regular support and meaningful connection.

    Event website ↗
  • 3:30pm

    LEGO Club

    Tri-Township Public Library, 209 S Main St, Troy · verified Oct 2
    See details

    Designed for ages 3 to 12, this club introduces a fresh theme each month. Participants build original creations using Legos supplied by the library, and finished projects are then placed on view in a case.

    Event website ↗
  • 8pm

    Voodoo Marshall Tucker Band

    Atomic By Jamo, 4140 Manchester Ave, St. Louis · verified Sep 27
    See details

    Atomic By Jamo hosts the first full-length show from Voodoo Marshall Tucker Band, blending Southern rock with psychedelic improvisation for a lively night of music. Expect nods to songs like Can't You See and This Ol Cowboy. The Voodoo Players lineup features Sean Canan, Danny Liston, and Gary Hunt on guitars, Tom Denman on keys, Josip Capan on bass, and Joe Meyer on drums. This performance has been rescheduled from its original date.

    Event website ↗
  • 8pm

    Psycho (1960)

    Arkadin Cinema & Bar, 5228 Gravois Ave, St. Louis · verified Sep 27
    See details

    Alfred Hitchcock’s landmark thriller screens outdoors on the backlot patio. Frequently copied and, at times, curtailed by censors, this 1960 classic reshaped horror cinema. Drawing on Robert Bloch’s novel, which echoed aspects of the Ed Gein case, the tale starts as a tense crime drama about a young woman, played by Janet Leigh, who escapes with $40,000, then shifts into a nerve-tightening portrait of Norman Bates, portrayed by Anthony Perkins. Praised by Roger Ebert for the way it speaks to primal fears, and featuring the legendary shower sequence, Psycho still chills more than six decades later.

    Event website ↗
Thursday, October 8 1 event
  • 10am

    Play Group

    Tri-Township Public Library, 209 S Main St, Troy · verified Oct 2
    See details

    Begin the morning with 20 minutes of songs, rhymes, and dance, then continue with 40 minutes of open play across age friendly activity areas. Young children can explore, learn, and meet peers, while caregivers have time to connect with fellow families.

    Event website ↗

All upcoming events106 more events through Dec 20

Everything else on Staunton's calendar over the next 30 days, in order.

Friday, October 9 7 events
  • —

    City Nights: Costume Ball (21+)

    City Museum, 750 North 16th Street St. Louis, MO 63103, St. Louis · verified Oct 2
    See details

    Kick off spooky season at a 21+ costume ball inside City Museum. Dress to the nines or get fully costumed and mingle with enigmatic vampires, fun loving bats, and a few suspiciously glowing spiders. Wander through the caves, grab photos with the skeletons, and make time for the sideshow performance for a bizarre and unforgettable experience.

    Event website ↗
  • 10am

    Monthly Sip and Strategize

    Thrive Holistic Co-Working Community, 25 Glen Ed Professional Park, Glen Carbon · verified Sep 27
    See details

    Monthly Sip and Strategize creates a welcoming setting to articulate your business goals, stay accountable, and keep moving forward with supportive guidance. Connect with values-aligned professionals and creatives at Thrive Holistic Co-Working Community. Use code FRIEND22 for a buy one, get one free offer.

    Event website ↗
  • 4pm

    After-Dark On The Mother Road

    The Macoupin Art Collective, 115 E Main St, Staunton · verified Oct 2
    See details

    Presented by The MAC as part of the Last 100 Miles Festival celebrating the 100th anniversary of Route 66, this Neon, Black Light and Glow-in-the-Dark art exhibition transforms the gallery into an immersive world of luminous color. Under UV light, works by local and regional artists shift and reveal new dimensions that reflect the history, spirit, and energy of the open road. Inspired by classic neon signs, roadside attractions, and Route 66 nostalgia, the show features fluorescent paintings, illuminated sign pieces, glowing installations, and black light creations. Visitors can experience the legendary Mother Road through light focused art that highlights a century of stories and imagination. An opening reception marks the start of the exhibition.

    Event website ↗
  • 6pm

    Ink. Impact. Infinity

    EXO Lounge, 2 157 Ctr, Edwardsville · verified Sep 27
    See details

    Dynamic Image Publications marks two decades of storytelling, creativity, and community with a weekend celebration focused on the power of independent voices. The festivities open with Ink & Influence, an evening mixer that brings together authors, readers, creatives, and supporters for conversation, networking, inspiration, and a celebratory toast to the impact of words. The momentum continues with the DIP Shop, a showcase of independent authors from across the community where attendees can discover new books, meet potential favorite writers, and support indie publishing in an engaging atmosphere. This milestone honors stories that matter and the voices that continue to inspire across generations.

    Event website ↗
  • 7pm

    4 Doom Duos

    Fubar , 13210 Tesson Ferry Rd., St. Louis · verified Oct 2
    See details

    A lineup of four heavy two-piece bands takes the stage at Fubar Saint Louis. Aseptic Technique from Viburnum, Missouri makes its live debut as the opener. Monolithic Architecture travels in from Detroit, followed by Belmura from Kansas City, Missouri. St. Louis instrumental doom duo Granite Goliath closes the night.

    Event website ↗
  • 7:30pm

    Vanessa Collier

    Blue Strawberry, 364 N Boyle Ave, St. Louis · verified Oct 2
    See details

    Vanessa Collier brings a vibrant fusion of funk, soul, rock, and blues to Blue Strawberry STL in St. Louis, showcasing soulful vocals, expressive saxophone, and inventive songwriting. A graduate of Berklee College of Music, she has earned four Blues Music Awards with additional nominations, released four well received albums, and reached the top of the Billboard Blues Albums chart. Her artistry has drawn wide recognition, with Buddy Guy praising her onstage sax work, AXS.com predicting more awards in her future, Rolling Stone highlighting her rising status, and Elmore Magazine commending the impact of her tenor sax solos.

    Event website ↗
  • 9:30pm

    Phil's Karaoke

    Blue Strawberry, 364 N Boyle Ave, St. Louis · verified Oct 2
    Free

    Phil's Karaoke brings a late-night singalong to Blue Strawberry STL, hosted by Phil Evans. Guests can take the microphone and perform beloved hits and timeless classics alongside friends and newcomers. There is no cover charge.

    Event website ↗
Saturday, October 10 17 events
  • 6:30am

    Mileage Makers - Long Run

    RunWell, 6120 Shoger Drive, Ste D, Edwardsville, IL 62025, 6120 Shoger Dr, Edwardsville · verified Sep 27
    See details

    Enjoy a friendly long run on the shaded MCT trail with route choices for every goal. Pick an 8 mile loop with room to add distance, a 5 mile loop, or head out and back for any mileage that feels right. Runners of every pace are welcome. These Saturday morning gatherings set out from the Trace Parkway location. Bring a dry shirt and some cash for coffee and food afterward at Goshen Coffee Roasters.

    Event website ↗
  • 8am

    October Vaccine & Microchip Clinic

    Metro East Humane Society, 508 W Monroe St, Highland · verified Sep 27
    See details

    Everyone is welcome at this vaccine and microchip clinic. Payment is accepted by cash or check only. For any questions, please email info@mehs.org.

    Event website ↗
  • 8am

    The Land of Goshen Community Market

    City Park, 174 S Kansas St, Edwardsville · verified Sep 27
    See details

    The Land of Goshen Community Market arrives for the summer season at City Park, just behind the Edwardsville Public Library. Explore a lively mix of familiar favorites and new vendors offering farm-fresh produce, cut flowers, baked treats, eggs, meats, art, and more. Enjoy live music, free children’s activities at Market Sprouts, and browse the latest Goshen Market merchandise.

    Event website ↗
  • 9am

    Fall Into Wellness Farmers Market

    Glen Carbon · verified Sep 27
    See details

    The Fall Into Wellness Farmers Market in Glen Carbon brings together about 50 vendors offering health and wellness goods, handmade and artisan items, farm fresh selections, and other specialty products. Shoppers can browse a variety of locally crafted and wellness-focused offerings in a welcoming market setting. Vendors interested in participating can contact Tara Hurst at 618-823-3309. The fee is $25 for each 8 foot spot.

    Event website ↗
  • 9:15am

    Movin' & Groovin

    Tri-Township Public Library, 209 S Main St, Troy · verified Oct 2
    See details

    An upbeat exercise class featuring low impact aerobic dance set to classic oldies. It includes a guided warmup, balance-focused movements, and a complete cooldown with stretching. Suitable for anyone who enjoys dancing or is looking for a gentle way to build fitness.

    Event website ↗
  • 10am

    Southern Illinois Webbed Feet Weekend

    Brittany Shooting Park, Bunker Hill · verified Oct 2
    See details

    The second annual Waterfowl Party features a raffle with 30 firearms, a silent auction, and a range of waterfowl and hunting packages. In total, more than 50 guns will be given away along with thousands of dollars in decoys and gear. A boat will also be given away courtesy of Southern Mud.

    Event website ↗
  • 10am

    Litchfield 100 Years on Rt. 66 Skyview Celebration

    Rt 66 Skyview Drive-In, 1500 N Old Route 66, Litchfield · verified Oct 2
    See details

    This celebration honors Litchfield’s 100 years on Route 66 with a vendor fair, refreshments at the concession stand, a car show, and a special double feature. Businesses of any size may participate as vendors, and car owners can register their vehicles for the show. There is no fee to sign up.

    Event website ↗
  • 10am

    Cow Pie Bingo

    Madison County Fairgrounds, 2025 Park Hill Dr, Highland · verified Sep 27
    See details

    Enjoy a day filled with music, food, and games while exploring vendors. The highlight is Goat Yoga, adding a playful centerpiece to the celebration.

    Event website ↗
  • 10:30am

    Story Hour

    The Freckled Page, 110 N 2nd St, Greenville · verified Sep 27
    See details

    Foster Kairos leads a story hour at The Freckled Page featuring stories that highlight good mental and emotional health for children. The reading time centers on themes that support kids' well being.

    Event website ↗
  • 11am

    Pot It Forward || Plant & Seed Swap

    The Macoupin Art Collective, 115 E Main St, Staunton · verified Oct 2
    See details

    As part of the Last 100 Miles Festival, The MAC hosts a friendly plant exchange where gardeners and houseplant fans can trade and shop for greenery. Participants may bring houseplants, bulbs, seeds, or garden starts to swap with others, or browse a selection available for purchase. It is a relaxed way to exchange cuttings, discover new additions for the garden, and connect with fellow plant enthusiasts. Proceeds from plant sales support The Macoupin Art Collective and its community arts programs. Tied to the Route 66 celebration, it pairs well with exploring downtown Staunton and heading home with something green.

    Event website ↗
  • 11am

    Edwardsville Petco Adoption Event

    Petco Edwardsville, 6631 Edwardsville Crossing Drive, Edwardsville, IL, 6631 Edwardsville Xing Dr, Edwardsville · verified Sep 27
    See details

    Adoptable dogs will be on site at Petco Edwardsville for an in-store adoption event where visitors can meet pets and learn about the adoption process. Details about available animals and the option to submit an adoption request are provided online for anyone who prefers to get started from home. If attending is not possible, MEHS also offers regular walk-in hours during the week to meet pets at its locations.

    Event website ↗
  • 12pm

    Route 66: The Haunted Hundred Festival

    Pink Elephant Antique Mall, 902 Veterans Memorial Dr, Livingston · verified Sep 27
    See details

    Route 66: The Haunted Hundred turns the Mother Road into a seasonal adventure as part of The Last 100 Miles Festival, a multi community celebration honoring 100 years of travel along the final stretch of the highway in Illinois. Throughout the weekend, travelers make their way from stop to stop to collect exclusive trading cards from participating communities and businesses, building a full set while discovering classic Route 66 sights. At the Pink Elephant campus, the atmosphere blends family fun, fall activities, and spooky highway lore. Saturday includes complimentary bounce houses, a gentle haunted experience created for younger guests that supports the Livingston Park Association Holiday Basket program, a flashlight egg hunt for ages 0 to 20, and the Area 66 Haunted School for those ready for a full scare. Sunday brings more free bounce houses, a haunted vendors market with Halloween creations, fall goods, crafts, and Route 66 themed items from local makers, plus free horse drawn carriage rides. While exploring the campus, visitors can browse the Pink Elephant Antique Mall, grab a bite at Twistee Treat Diner, satisfy a sweet tooth at Mother Road Fudge and Candy Shop, and snap photos with roadside icons. An exclusive trading card tied to this stop is available as part of the festival road trip.

    Event website ↗
  • 4pm

    Pumpkin Glow 2026

    Watershed Nature Center, 1571 Tower Ave, Edwardsville · verified Sep 27
    See details

    The Nature Preserve Foundation presents a magical evening of glowing pumpkin trails at the Watershed. Community-carved pumpkins illuminate the nature trails for the annual Pumpkin Glow, creating a family friendly atmosphere with autumn activities and photo opportunities throughout the event. Details about pumpkin carving registration and free pumpkin pick up and drop off will be shared closer to the event.

    Event website ↗
  • 5pm

    Recovery Game Night

    Sacred Grounds Cafe, Edwardsville · verified Oct 2
    See details

    Head to Sacred Grounds Cafe for a welcoming game night that fosters a healthy, community-centered atmosphere. A selection of games will be available, and guests are encouraged to bring their favorites to share. The setting is kid friendly and open to those in recovery. Enjoy coffee, pizza, and pastries from the cafe while spending time with friends, family, and others who share lived experience. This gathering takes place on the second Saturday of each month.

    Event website ↗
  • 5:30pm

    Phillip Russo

    The Gramophone, 4243 Manchester Ave, St. Louis · verified Oct 2
    See details

    Phillip Russo performs at The Gramophone in the Grove, offering distinct interpretations across a broad mix of songs suited to many tastes. Presented from a snug corner of the venue, the show emphasizes warmth and variety in an intimate setting.

    Event website ↗
  • 7pm

    Live Music

    Wine for the Win, 300 Jarvis Court, Troy · verified Oct 2
    See details

    Wine for the Win offers music alongside wine and cocktails.

    Event website ↗
  • 8pm

    Karaoke Party

    Phyl's Chet & Roses Tavern, 204 N Duncan St, Marine · verified Oct 2
    See details

    Phyl's Chet & Roses Tavern presents a karaoke party with DJ-RYD'L, featuring a mix of favorite songs. Enjoy a laid-back night of music, drinks, and plenty of chances to sing along in Marine.

    Event website ↗
Sunday, October 11 5 events
  • 8am

    Litchfield Pickers Market

    Downtown Litchfield, 400 N State St, Litchfield · verified Oct 2
    See details

    Experience a well known regional market that combines a curated antiques sale with live music throughout the day and a generous selection of street food. Explore the nearby Monroe Street area for handcrafted goods and farm-fresh items from artisans and growers, then stop into downtown businesses that will be open for additional shopping. With food, music, and finds for all ages, it makes for a full day out.

    Event website ↗
  • 8am

    Briar Pickens

    The Briar Rose, 216 N State St, Litchfield · verified Oct 2
    See details

    Browse antiques, primitive pieces, offerings from local artisans, clothing, furniture, and more as vendors line the street outside the Briar Rose. The Litchfield Pickers Market unfolds directly out front and brings together over 300 vendors with antiques from before 1985, along with crafts, food, and entertainment.

    Event website ↗
  • 9am

    Annual 2026 Roar-In Car Show

    St. Jacob Activity Center, 112 E Greenberg Ln, St Jacob · verified Sep 28
    Free

    This annual car show supports the Illinois Lions Foundation and its work for children with vision impairments and other needs. Stroll among the showcased vehicles while a DJ provides music, visit the craft fair, and pick up refreshments from food vendors. Registered participants receive a dash plaque, and the Top 10 will be recognized with Best in Show awards. Admission is free, and donations are welcome to help advance the cause.

    Event website ↗
  • 1pm

    Broommaking -- October Class

    920 W Breckenridge St, Carlinville · verified Sep 27
    See details

    This broommaking class is part of a multi-month program where each session builds on the last. Each class is capped at 20 participants, and RSVPs for the full series are requested. Participants are expected to include beginners, intermediate students, and advanced broommakers from the club, offering a chance to develop skills alongside a range of experience levels.

    Event website ↗
  • 2pm

    Copperdock

    Copper Dock, 498 White Oak Ln, Pocahontas · verified Oct 2
    See details

    TGNY Acoustic returns to Copper Dock with a live acoustic set performed under the gazebo.

    Event website ↗
Monday, October 12 2 events
  • 5pm

    2026 Drive-Thru Dinners

    HSHS St. Francis Hospital, Litchfield · verified Oct 2
    See details

    Each month until October 2026, the HSHS St. Francis Auxiliary will hold a drive-thru dinner to benefit the hospital's Family Maternity Center. This recurring series pairs a to-go meal with support for the center.

    Event website ↗
  • 6pm

    Tech Talk

    Tri-Township Public Library, 209 S Main St, Troy · verified Sep 27
    See details

    Hosted by Repair-O-Tech, this tech talk brings together tech-minded adults ages 20 to 50+ to explore the latest gadgets, troubleshoot technology issues, and share knowledge. Participants can discuss questions, compare experiences, and connect with others who are interested in technology. Whether you are a seasoned pro or just starting your tech journey, attendance is open to all within the suggested age range.

    Event website ↗
Tuesday, October 13 3 events
  • 1pm

    Clothing Closet & Food Pantry (Every 2nd & 4th Tuesday)

    Collinsville-Troy Church of Christ, Collinsville · verified Oct 2
    Free

    Collinsville-Troy church of Christ offers a Clothing Closet that is open to the public without a reservation twice a month in Collinsville. Guests may also visit the food pantry on the same days. Please plan to pick up for only one household. If another day or time is needed, contact the church office at 618-667-6708 to connect with the coordinator and schedule a visit.

    Event website ↗
  • 6pm

    Soft Slab Caldron Mugs

    The Macoupin Art Collective, 115 E Main St, Staunton · verified Oct 2
    See details

    For ages 15 and up, this witchy-themed pottery class teaches how to craft a cauldron-style drinking mug using clay and the soft slab technique. Participants will roll out clay, use templates to shape their mugs, and then glaze their pieces. Finished creations will be ready for pickup in two weeks.

    Event website ↗
  • 6pm

    The Scrappy Junk Journal Club

    Tri-Township Public Library, 209 S Main St, Troy · verified Oct 2
    See details

    Explore the art of junk journaling in a hands-on gathering suggested for ages 20 to 50 and older. A junk journal is a handmade book created from recycled and found materials and ephemera. Use the pages for writing, drawing, painting, or capturing memories, thoughts, ideas, and inspiration. The finished journal can take any form you choose. Participants should bring their own supplies.

    Event website ↗
Wednesday, October 14 1 event
  • 7:30pm

    Albert Cummings

    The Wildey Theatre, 252 N Main St, Edwardsville · verified Sep 27
    See details

    Albert Cummings brings a powerful mix of blues and rock to The Wildey Theatre, uniting soulful vocals with blazing guitar. Known for passionate, high-energy performances, he fills the stage with raw emotion. This show features one of today’s notable blues artists live.

    Event website ↗
Thursday, October 15 2 events
  • 6pm

    High Octane/Hillbilly Custom Cycles Bike Night

    High Octane Bar & Lounge, 2025 S 4th St, Greenville · verified Oct 2
    See details

    Bike Night takes place at High Octane Bar & Lounge on the third Thursday of each month from April through October. Expect food trucks, a DJ, a 50/50 drawing, attendance prizes, and drink specials, along with blacktop parking for bikes. Friends are welcome and the vibe is leave-the-attitude-at-home.

    Event website ↗
  • 7pm

    Thursday night Taravia

    The Hall, 7132 Marine Rd, Edwardsville · verified Sep 27
    Free

    This event features five rounds of general trivia, each with a music bonus. Players also get three chances in speed challenges to win a pitcher of beer. The winner receives a gift card, and it is free to play.

    Event website ↗
Friday, October 16 4 events
  • 5pm

    Amanda Wick

    The Greenhouse Florist & Gift Shop, 1619 Papin St, Highland · verified Oct 2
    See details

    An early autumn gathering at The Greenhouse pairs wine with a relaxed mix of acoustic classics. Expect musical jams, the listening kind rather than something from a jar.

    Event website ↗
  • 6pm

    Country Vibes Trunk or Treat

    Country Vibes Vendors and More, 511 N Washington St, Bunker Hill · verified Oct 2
    See details

    Celebrate Halloween at the 5th annual Trunk or Treat taking place at Country Vibes Vendors and More. Families are encouraged to arrive in costume for a safe, family friendly evening filled with candy, activities, and community fun. Children of all ages are welcome. Highlights include up to 25 decorated vehicles handing out treats, a property filled with festive inflatables and themed decorations, and complimentary Halloween crafts for kids. Each child will receive three free raffle tickets for chances to win basket prizes displayed inside the store. Shoppers can explore more than 40 locally owned vendor booths offering gifts, home décor, handmade goods, and seasonal finds. Attendees can vote for the Best Decorated Trunk, with Country Vibes gift cards awarded for first place at $50, second at $25, and third at $10. The Find My Ambition coffee trailer will be on site serving coffee and hot chocolate.

    Event website ↗
  • 7:30pm

    Carrie the Musical

    Third Baptist Church, 620 N Grand Blvd, St. Louis · verified Oct 2
    See details

    Carrie: The Musical tells the story of Carrie White, a teen outsider who aches to belong. Bullied by the popular crowd and overlooked by most others at school, she returns home to a mother whose devotion comes with stifling control. Carrie has just uncovered a special ability of her own, and when pushed too far she is ready to use it. Set in present day Chamberlain, a small town in Maine, the production includes a book by Lawrence D. Cohen, who wrote the film adaptation’s screenplay, music by Oscar winner Michael Gore, known for Fame and Terms of Endearment, and lyrics by Oscar winner Dean Pitchford, known for Fame and Footloose.

    Event website ↗
  • 8pm

    SABBATH "Long Live OZZY"

    The Wildey Theatre, 252 N Main St, Edwardsville · verified Sep 27
    See details

    Experience a recreation of Ozzy Osbourne and Black Sabbath at The Wildey Theatre in Edwardsville, Illinois.

    Event website ↗
Saturday, October 17 7 events
  • 8am

    Madison County E-Waste Event

    CJD E-Cycling, 5257 N State Route 157, Edwardsville · verified Oct 2
    See details

    CJD E-Cycling teams up with Madison County for an easy electronics recycling drop-off that helps clear out old tech and metal items responsibly. Most items with a plug or made of metal are accepted, including servers, network switches, desktop towers, printers, landline phones, cable boxes, cell phones, wireless modems, audio and video equipment, holiday lights, household electronics, telecommunication devices, and lead acid batteries. Televisions of many types are welcome, such as CRT, console, projection, plasma, and flat screen models, along with computer monitors. Dehumidifiers and refrigerators are also accepted. Some materials are not allowed. Please do not bring radioactive or flammable items, hazardous materials like oil, antifreeze, paint, pesticides, or oil filters, airbags, loose lead, mercury switches, fluorescent lights, alkaline batteries, light bulbs, household smoke detectors, explosives including firearms, ammunition, or shells, non-electronic debris such as tires, wood, asbestos, office waste, furniture, fiberglass, insulation, roofing, or dirt, or media like DVDs, CDs, cassette tapes, and VHS tapes.

    Event website ↗
  • 8am

    Mississippi River Cruise

    Riverboat Twilight, 1003 N Main St, Edwardsville · verified Sep 27
    See details

    A short, laid-back cruise on the Mississippi River focused on comfort and ease. Expect to be pampered throughout while enjoying plentiful food, lively entertainment, and sweeping river views.

    Event website ↗
  • 10am

    3rd Annual Newt Scoot

    Miner Park, 192 S Main St, Glen Carbon · verified Oct 2
    See details

    Now in its third year, this community ride honors Newt, whose story begins with Metro East Humane Society. The inaugural event, created with MCT Trails and the Metro East Park and Recreation District, welcomed more than 250 riders and included the dedication of a permanent bench at his favorite napping spot. The tradition continues as participants bring a splash of orange back to the MCT Trails in his memory. Early registration is $45 and includes a T-shirt and Woofstock registration. Same-day signups will be offered, though shirts may be limited. On site, expect local vendors and food trucks, plus raffles and giveaways, with more details to come. All ages are welcome. After the ride, Woofstock at Miner Park celebrates peace, love, and pets, and riders who add Woofstock during Newt Scoot registration receive a discount on Woofstock tickets.

    Event website ↗
  • 11am

    Woofstock 2026

    Miner Park, 194 S Main St, Glen Carbon, IL 62034, USA, 192 S Main St, Glen Carbon · verified Sep 27
    See details

    A groovy celebration of peace, love, and pets returns as an annual, family friendly festival at Glen Carbon’s Miner Park. Expect live music by HOOKiE, a variety of vendors, caricatures, adoptable dogs, and more. Tickets are available now, priced at $20 for an individual and $40 for a family pass covering up to two adults and three kids, with additional children at $10. For sponsorship or vendor opportunities, email developmentmgr@mehs.org.

    Event website ↗
  • 11am

    STL Books by the Arch 2026

    Hyatt Regency At The Arch, St. Louis · verified Oct 2
    See details

    Readers and writers come together at the Hyatt Regency At The Arch in St. Louis for the fifth annual Books By The Arch, a lively celebration of storytelling and the people who bring books to life. Attendees can meet authors, discover new favorites, pick up signed copies, and take part in prize giveaways. It is a welcoming setting to connect with fellow book lovers, explore fresh worlds on the page, and share in a love of reading.

    Event website ↗
  • 5pm

    Happy hour at Stagger Inn with 10SD

    Stagger Inn Again, 104 E Vandalia St, Edwardsville · verified Sep 27
    See details

    After some time away from Stagger Inn, the group returns eager to share a set of happy hour jams.

    Event website ↗
  • 6pm

    Curt Copeland

    Canton Inn, 700 Elm St, Hillsboro · verified Oct 2
    See details

    Curt Copeland returns to The Blue Note lounge at Canton Inn in Schram City for an evening of live music. Enjoy dinner alongside a selection of adult beverages while the set unfolds in this cozy lounge setting.

    Event website ↗
Sunday, October 18 3 events
  • 11am

    Jethro Makes 3+Paul

    Highland Square, 1115 Broadway, Highland · verified Oct 2
    See details

    Tres Acousticans + Paul are back at the square in Highland for the annual Moose Chili Cook-off and car show. They will be on site as part of the event.

    Event website ↗
  • 1pm

    Sheafor & Simes

    Copper Dock Winery, 515 White Oak Ln, Pocahontas · verified Oct 2
    See details

    Sheafor & Simes bring live music to the patio for an outdoor performance.

    Event website ↗
  • 2pm

    Saxophonics Concert

    Tri-Township Park District, 410 Wickliffe St, Troy · verified Oct 2
    See details

    The Saxophonics bring a spirited concert to the Tri-Township Park gazebo, featuring jazz, rock and pop selections alongside transcriptions of movie themes and classical favorites. The group creates its own arrangements of familiar songs to highlight the strengths of each musician. In case of inclement weather, the performance will be held in the sanctuary at St. Paul's Church in Troy, IL. The concert is free and welcoming to children.

    Event website ↗
Monday, October 19 1 event
  • 6pm

    shED Talk: Where the Wild Things Grow - Native Planting to Support Biodiversity

    1571 Tower Ave, Edwardsville · verified Sep 27
    Free

    A free shED Talk at the Watershed Nature Center explores how native plants help butterflies, bees, and birds, with practical ideas for boosting biodiversity in any space, from containers and balconies to full yards. Presenters Tamar Albrecht, Master Gardener, and Jennifer Ward, a children’s author and habitat advocate, share guidance on choosing native species that benefit wildlife year-round and on preparing gardens for the winter season. The program is held inside the Watershed Welcome Center. Some demonstrations may include optional outdoor activities if weather allows. Seating is limited to 20, and all ages are welcome.

    Event website ↗
Tuesday, October 20 1 event
  • 6pm

    Ladies Dinner Club - Monthly

    The Kitchen Project +, 188 Woodcrest Dr, Highland · verified Oct 2
    See details

    Settle into an intimate, lounge-style setting for a leisurely three-hour dining experience built around five chef-curated courses. Each course highlights the season and is presented with care, creating a warm, sophisticated backdrop for meaningful conversation without any need to rush or plan. This monthly gathering takes place on the third Tuesday each month, encouraging a little dress-up, complete unwinding, and the pleasure of savoring both food and connection. Attendance can be arranged through several options. The Founders Early Bird offers three experiences for $210. The Signature Membership includes three experiences for $225. A limited number of drop-in seats are also available at $125 per evening. More than a meal, it is a ritual... a place to feel celebrated, nourished, and connected.

    Event website ↗
Wednesday, October 21 1 event
  • 5:30pm

    Anime Club

    Tri-Township Public Library, 209 S Main St, Troy · verified Sep 27
    See details

    Anime Club is a community for ages 11 to 18 to explore and appreciate Japanese animation, culture, and storytelling. Participants can watch anime or spend time reading and drawing Japanese artwork, and snacks are available.

    Event website ↗
Thursday, October 22 1 event
  • 6:30pm

    Book Club

    Louis Latzer Memorial Library, 1001 9th St, Highland · verified Oct 2
    See details

    This monthly book club is open to everyone, including first-timers.

    Event website ↗
Friday, October 23 4 events
  • 6pm

    Fabulous Freebirds

    1818 Chophouse, 6170 Bennett Dr, Edwardsville · verified Oct 2
    See details

    The Fabulous Freebirds take the stage at 1818 Chophouse in Edwardsville, Illinois for a live performance.

    Event website ↗
  • 7pm

    Tom O DJ

    Hard Dog Cafe, 902 Veterans Memorial Dr, Livingston · verified Oct 2
    See details

    At Hard Dog Cafe, Tom O DJ will spin requests for songs found on the internet. Karaoke should be available. If you can find a track on your smartphone, he can play it.

    Event website ↗
  • 7pm

    The Rocky Horror Picture Show

    City Museum, 750 North 16th Street St. Louis, MO 63103, St. Louis · verified Oct 2
    See details

    Experience a rooftop screening of The Rocky Horror Picture Show with live shadowcast Flustered Mustard at City Museum. Expect a spirited, interactive night that invites audience participation, from shouting classic lines to tossing approved props that mirror the action on screen. Costumes are encouraged, so break out the corsets, lipstick, and fishnets to amplify the fun. Each ticket includes an official prop bag with everything needed for the show, and outside prop bags are not permitted. Bag checks will take place at entry and unsafe items will be turned away. The event features a live pre-show followed by the film, with plenty of time before and after to enjoy the rooftop setting. Food and drinks will be available for purchase. Seating is first come, first served. Merchandise from the cast, including t-shirts, stickers, and buttons, will be for sale. Admission is restricted to guests 18 and older with valid ID.

    Event website ↗
  • 9pm

    Wonkywilla: Wonking on Sunshine Tour

    Mississippi Underground, 1441 North 2nd St, St. Louis · verified Oct 2
    See details

    Bass-heavy color and momentum take over Mississippi Underground as the WONKING ON SUNSHINE tour arrives in St. Louis. Florida based producer and DJ WonkyWilla, a fast-rising name in experimental bass known for imaginative sound design and a playful aesthetic, brings a run of fan favorites including Orgasmic, WOOK DANCER, and Is U Rollin (VIP). Expect pounding low end, catchy grooves, and an atmosphere built to keep the dancefloor moving from the first track to the last. Also on the lineup is smith., priming the room for fans who like their beats weird, memorable, and impossible to stand still to. The setting is Mississippi Underground’s immersive warehouse environment with powerful sound, cutting edge production, and one of the most dedicated dance communities in the Midwest.

    Event website ↗
Saturday, October 24 4 events
  • 9am

    Fall Pop Up Shop at Wild Birds Unlimited

    Wild Birds Unlimited (Edwardsville, IL), 2216 Troy Rd, Edwardsville · verified Sep 27
    See details

    Queen Beedz returns to Wild Birds Unlimited with an autumn pop-up full of shimmering seasonal accessories. Explore earrings celebrating football teams, festive Halloween-themed pieces, and plenty of other fall-ready sparkles.

    Event website ↗
  • 10am

    Kindermusik

    Tri-Township Public Library, 209 S Main St, Troy · verified Oct 2
    See details

    Designed for children from birth to age 5, this Kindermusik class builds learning through music. Little ones explore through songs, movement, instrument play, and story listening in a warm and playful setting.

    Event website ↗
  • 5pm

    Equipping the Called Trivia Night Fundraiser

    VFW Post 5691, 1234 Vandalia St, Collinsville · verified Oct 2
    See details

    A movie-themed trivia night combines friendly competition with an auction and raffles to power the mission of Equipping The Called, a 501(c)3 charitable organization. This annual fundraiser is one of the organization’s key efforts, with proceeds helping keep the resource closet stocked and operations running so hundreds of local children and families receive support. Funds raised help ensure that when a child enters care, they are met with dignity, comfort, and essential items to help them thrive. Ways to take part include purchasing a table, becoming a sponsor, or donating to the auction and raffles. Play with purpose and bid to make a difference while supporting foster and kinship families through an evening of fun and meaningful impact.

    Event website ↗
  • 8pm

    Unbroken

    Chapps, 119 W Edwards St, Litchfield · verified Oct 2
    See details

    UNBROKEN returns to Chapps for a party.

    Event website ↗
Sunday, October 25 1 event
  • 1pm

    Jesse & Alex

    Copper Dock, 515 White Oak Ln, Pocahontas · verified Oct 2
    See details

    Settle in at the dock for live tunes and beverages in a relaxed setting.

    Event website ↗
Monday, October 26 1 event
  • 9pm

    ACOTAR 6 Midnight Release Party

    Andre's Banquet Center, 13366 W Watson Rd, St. Louis · verified Oct 2
    See details

    In collaboration with Night Owl Books in Troy, this cozy evening leads up to midnight as ACOTAR fans gather for a relaxed night of creativity and countdown fun. Enjoy crafting, door prizes, and a lively game of Bookish Bingo. Attendees can arrive in comfy clothes, low key fandom touches, or full Night Court flair. Snacks and unlimited faerie wine will be available, along with other beverages, and there will be plenty of time to chat, laugh, and trade theories before the clock strikes twelve. When the new book is released, the celebration continues and everyone heads home with their copy, ready to read. If you have already pre-ordered a print, e-book, or audiobook, you are welcome to take part purely for the experience.

    Event website ↗
Tuesday, October 27 2 events
  • 5:30pm

    How Do I Sell My Home?

    Highland Area Senior Center, 187 Woodcrest Dr, Highland · verified Sep 27
    Free

    A complimentary, in-person seminar presented by Sheila Riggs, REALTOR, offers practical guidance for homeowners considering a sale within the next year or already preparing. The session walks through the full journey from listing to closing, explains how to select the right agent, outlines effective marketing approaches, and clarifies seller rights such as contracts and disclosures. It also sets expectations for showings, offers, inspections, and the steps that follow. Attendees can expect to leave with a clear plan and greater confidence for the selling process. Seating is limited.

    Event website ↗
  • 6:30pm

    Share Anderson Pregnancy Loss Support Group Meeting

    6800 State Route 162, Maryville · verified Sep 27
    See details

    A support group for those affected by pregnancy or infant loss is offered through Share Anderson Hospital. The gathering is held downstairs in the Education classroom located in the physician office building at the front of the hospital.

    Event website ↗
Thursday, October 29 1 event
  • 7pm

    Thursday night Taravia

    The Hall at 7132 Marine Road, 7132 Marine Rd, Edwardsville · verified Sep 27
    Free

    This trivia night features five rounds of general knowledge, each with a music bonus. Three speed challenges put a pitcher of beer up for grabs, and the trivia winner earns a gift card. It is free to play, with multiple prize opportunities. Put your smarticles to the test.

    Event website ↗
Saturday, October 31 5 events
  • 9am

    Halloween Block Party & Parade

    Litchfield Public Library District, 1205 S State St, Litchfield · verified Oct 2
    Free

    A beloved Litchfield Halloween tradition brings a day of community fun with a lively block party, a festive parade, and trick-or-treating to cap it off. Kick things off with the street celebration, then watch the parade make its way through town and wrap up at the Moose. After the parade, continue the festivities with neighborhood candy hunting into the evening. Costumes are encouraged, and friends and families are welcome. Pre-registration is available by scanning the QR code.

    Event website ↗
  • 5pm

    Crusin on the Square

    Highland Square, Highland · verified Oct 2
    Free

    Classic and custom vehicles gather as Rusty Rodz Car Club hosts a cruise-in at the town square in Highland. There is no entry fee, and participants may bring a car to show or simply visit to see the displays. The only optional cost is a 50/50. Highlights include dash plaques, music, and attendance prizes. The organizers will never request private messages for registration or payment. This event is free to all and does not require registration. For questions, contact Rusty Rodz Car Club on Facebook Messenger. Anyone asking for a direct message to register is not affiliated with the show and may be attempting a scam.

    Event website ↗
  • 6pm

    Halloween Party

    Canton Inn , 303 22nd St, Hillsboro · verified Oct 2
    See details

    Celebrate Halloween with a festive evening featuring a meal, music, and time to mingle. The costume contest offers a $100 prize for first place. Reservations are highly recommended.

    Event website ↗
  • 7pm

    Psychedelic Symphony Plays Halloween

    Hard Dog Cafe, 902 Veterans Memorial Dr, Livingston · verified Oct 2
    See details

    Psychedelic Symphony brings a Halloween performance to Hard Dog Cafe, setting a playful, spooky vibe with groovy ghoul energy.

    Event website ↗
  • 8pm

    3rd Annual Halloween Party

    Corner Keg, 1300 Main St., Highland · verified Oct 2
    See details

    Dark Horse brings its third annual Halloween party to Corner Keg in Highland. The night features music, prizes, and plenty of creative costumes.

    Event website ↗
Monday, November 2 1 event
  • 3pm

    Dine to Donate at Texas Roadhouse Edwardsville

    Texas Roadhouse (Edwardsville, IL - 6640 Edwardsville Crossing Drive), 6640 Edwardsville Crossing Drive, Edwardsville · verified Sep 27
    See details

    Enjoy a meal at Texas Roadhouse in Edwardsville, Illinois and help support Treehouse Wildlife Center. During this restaurant give-back fundraiser, Texas Roadhouse will contribute 10% of your bill to the center when you mention the event or show the flyer.

    Event website ↗
Wednesday, November 4 1 event
  • 8pm

    Voodoo Halloween

    Atomic By Jamo, 4140 Manchester Ave, St. Louis · verified Oct 2
    See details

    An annual Halloween tradition returns to Atomic By Jamo in St. Louis with two sets celebrating classics from Gener and Deaner, highlighted by a start to finish performance of the Mollusk album. The Garage turns brown for the night as the Voodoo Players deliver the show. The lineup features Cree Rider as Gener and Sean Canan as Deaner, with Brian Kasmarzik on keys, Kevin Buckley on guitar and fiddle, John Hussung on bass, and Dave Clark on drums.

    Event website ↗
Thursday, November 5 3 events
  • 6:45pm

    HCWC Monthly Meeting -

    Hope Lutheran Church Highland, 2745 Broadway, Highland · verified Oct 2
    See details

    The Highland Civic Woman’s Club hosts its monthly meeting at Hope Lutheran Church Highland, with conversation centered on plans for a fun and meaningful fall. Expect collaborative discussion on upcoming initiatives, creative ways to welcome new members, and ideas to expand the club’s impact in the community. Participants can enter the monthly purse raffle for a chance to win a designer bag, and anyone who brings a guest will be entered into a special drawing. The Highland Civic Woman’s Club is a local service organization dedicated to strengthening the community through volunteerism, education, and civic engagement. Women of all ages are welcome, and first-time visitors attend free.

    Event website ↗
  • 7pm

    Thursday night Taravia

    The Hall at 7132 Marine Road, 7132 Marine Rd, Edwardsville · verified Sep 27
    Free

    Enjoy five rounds of general trivia, each with a music bonus to keep things lively. Three speed challenges offer chances to win a pitcher of beer for the fastest correct response. The top trivia scorer earns a gift card. Participation is free, so bring your best brainpower and have fun.

    Event website ↗
  • 7:30pm

    Funnybone

    Funny Bone, 614 Westport Plz, St. Louis · verified Oct 2
    See details

    Stand-up comic Heather Shaw takes the mic with the humor that has built a large social media following and an often-noted resemblance to Jim Carrey. Her credits include appearances on The Today Show and The Tamron Hall Show, and she has worked with Mark Normand, Eric Andre, and Fortune Feimster. Beyond the stage, she hosts the weekly podcast Heather Shaw is Kidding, where she riffs on current events from pop culture, politics, and more.

    Event website ↗
Friday, November 6 1 event
  • 6pm

    DIY Home: Ceramic Napkin Rings and Place Cards

    The Macoupin Art Collective, 115 E Main St, Staunton · verified Oct 2
    See details

    Design a personalized table setting by hand-building ceramic napkin rings and reusable place cards, then add your own patterns, textures, and colors. With guidance from Miss Ruthie, participants learn beginner-friendly slab construction and stamping techniques, explore a variety of clay tools, and build a basic understanding of how clay behaves. Each person creates at least four napkin rings and four place cards, with the option to make more if time permits. Pieces are glazed and decorated during the session so they are ready for a single firing. Bringing snacks or drinks is welcome to keep the creative time comfortable and relaxed.

    Event website ↗
Saturday, November 7 4 events
  • 2am

    Hobnob Holiday Market 2026

    Illinois State Fairgrounds, 1199 S State St, Litchfield · verified Oct 2
    See details

    Explore a cheerful holiday marketplace inside the historic Expo Building at the Illinois State Fairgrounds. Discover more than 130 carefully selected vintage, handmade, and boutique vendors, and enjoy food, wine, and seasonal cocktails as you shop. Live piano music adds to the festive atmosphere during the market. Earlybird entry is $10 in advance or $15 at the door, and children 12 and under are free. General admission is $5 at the door or free with a market selfie, with children 12 and under admitted free. A very limited number of vendor spaces remain. Interested sellers can text (213) 218-5017, the preferred method, or email vfapply@gmail.com. Space is first come, first served.

    Event website ↗
  • 9am

    November Saturday Sale- Holly’s House of Hope

    Holly's House of Hope, 1000 Zschokke St, Highland · verified Oct 2
    See details

    Holly’s House of Hope is holding a Saturday Sale at its thrift store, offering new and gently used inventory that has been carefully prepared by clients who sorted, labeled, and hung items for easy browsing. Expect clothing in many sizes along with a variety of miscellaneous items, and all shoppers are welcome. Payment is accepted by cash or card, with a small fee for card transactions. Donations will be accepted during the sale.

    Event website ↗
  • 10am

    Shoal Creek ABATE Toy and Food shopping

    ALDI, 20 Litchfield Plaza, Litchfield · verified Oct 2
    See details

    This year, the plan is to shop in Vandalia, starting at Aldi and then heading to Dollar General to purchase toys.

    Event website ↗
  • 11am

    Soup on the Square

    Downtown Highland Square, Highland · verified Sep 27
    Free

    Soup on the Square returns for its second year as a welcoming community gathering centered on a complimentary warm meal and time together. Families and neighbors can enjoy bounce houses, live music, food trucks, a variety of vendors, a vendor area for kids, and activities for all ages. A coat and blanket swap invites attendees to donate items or pick up something they need from the donation tent. Bringing something is optional, and anyone may take an item that feels right. Proceeds help fund next year's Soup on the Square, and donations are appreciated but not required. Hosted by Highland Community Closet, an organization that provides essentials to those in need.

    Event website ↗
Sunday, November 8 1 event
  • 7:30pm

    Stewart Copeland - Have I Said Too Much

    Wildey Theatre, 252 N Main St, Edwardsville · verified Oct 2
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    Stewart Copeland, an internationally celebrated drummer, founder of The Police, the most successful rock band of the 1980s, and a composer for films, video games and operas, brings his first American spoken word tour to the Wildey Theatre. A multiple Grammy winner, Rock and Roll Hall of Fame inductee, author and filmmaker, he will share stories across his career with his trademark humor, sharp intelligence and singular style. The evening centers on Have I Said Too Much, with conversation supported by photos and video, plus a Q&A. A special pre-show meet and greet is available with select green seats in the first three rows, or as an add-on through the Wildey website. It includes a personal photograph and two autographed personal items. The meet and greet add-on does not include a show ticket, and a show ticket is required to attend the meet and greet.

    Event website ↗
Friday, November 13 3 events
  • 4pm

    Litchfield Festival of Trees

    Litchfield Community Center, 1100 S State St, Litchfield · verified Oct 2
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    A cherished Litchfield tradition invites the community to celebrate the season with a festival of creatively decorated trees. Participants can design a tree that reflects a business, an organization, or a family tradition. Each tree will be showcased during the event, and auction proceeds benefit a charity chosen by the decorator. Space is limited, and registration is handled via QR code. The focus is on holiday cheer and a strong sense of community spirit.

    Event website ↗
  • 7pm

    MEHS Music Trivia Night 2026

    Veterans Of Foreign Wars Post 5691, 1234 Vandalia St, Collinsville · verified Oct 2
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    Enjoy an evening of music trivia hosted by Trivia Riot at Veterans of Foreign Wars Post 5691 in Collinsville. Questions will span multiple genres and decades to create a family friendly experience. A cash bar will be available, and outside food and nonalcoholic beverages are welcome. Proceeds help MEHS save more animals in the Metro East. Tickets are $30 per person or $200 for a table of eight, and seating is limited. Tickets are expected to go on sale in Summer 2026. Fundraising activities will include a silent auction and a barrel of booze raffle, along with additional ways to support MEHS. Round and event sponsorships are available; for details, contact developmentmgr@mehs.org.

    Event website ↗
  • 8:30pm

    ShortMist

    Good Times Tavern, 2110 Miller Ave, Hillsboro · verified Oct 2
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    Returning due to popular demand, ShortMist brings a lively night packed with music and fun.

    Event website ↗
Saturday, November 14 1 event
  • 6pm

    Litchfield Lighted Christmas Parade

    Litchfield Public Library District, 1205 S State St, Litchfield · verified Oct 2
    Free

    The Litchfield Lighted Christmas Parade brings a festive glow to town, celebrating the season with lights and community spirit. Illuminated floats move along the route as holiday music fills the air, local groups take part, and Santa makes a special appearance. Event materials include a QR code for those registering a float, vehicle, or group.

    Event website ↗
Sunday, November 15 1 event
  • 10am

    Triad Band Mattress Fundraiser

    Triad High School, 703 E US Highway 40, Troy · verified Sep 27
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    The 10th annual Triad Band Mattress Fundraiser takes place at Triad High School with a showroom of name brands like Purple, Therapedic, Helix, and Infinity massage chairs, all priced below retail. It is a one day opportunity to explore the selection and make a purchase that helps the band. Mention the Facebook event to receive $50 off any mattress purchase over $499.

    Event website ↗
Monday, November 16 1 event
  • 6pm

    shED Talk: Watersheds and Waterways

    1571 Tower Ave, Edwardsville · verified Sep 27
    Free

    An engaging shED Talk with Jessica Mohlman of the National Great Rivers Research and Education Center explores the watersheds and waterways that shape the region. The presentation explains what a watershed is, why it matters in daily life, and how water connects communities, landscapes, and ecosystems. Admission is free, seating is limited to 20, and all ages are welcome. The talk takes place at the Watershed Nature Center inside the Watershed Welcome Center, and some demonstrations may include optional outdoor elements if weather allows.

    Event website ↗
Thursday, November 19 1 event
  • 7pm

    Thursday Night Taravia

    The Hall at 7132 Marine Road, 7132 Marine Rd, Edwardsville · verified Sep 27
    Free

    Expect five rounds of general trivia, each with a music bonus. There are three speed challenges where the quickest correct answer wins a pitcher of beer. The top scorer earns a gift card. Participation is free, making it a fun way to put your knowledge to the test.

    Event website ↗
Saturday, November 21 2 events
  • 10am

    Fall Artisan Market

    Highland High School, 12760 Troxler Ave, Highland · verified Sep 27
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    The Fall Artisan Market returns to Highland High School with its largest lineup yet. It showcases work from more than 100 local crafters, artists, and makers and supports the entire district music program.

    Event website ↗
  • 6pm

    Canton Inn

    Canton Inn, 303 22nd St, Hillsboro · verified Sep 29
    Free

    A return to a favorite hangout sets the scene for an evening with no cover charge, tasty food, friendly company, gaming, and plenty of music. A selection of spirits and liquors is available, bringing everything for a fun night in one place.

    Event website ↗
Wednesday, November 25 1 event
  • 8pm

    Poor Dirty Astronauts live at Samm’s Last Chance Saloon

    Samm's Last Chance Saloon, 1013 N Main St, Edwardsville · verified Sep 27
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    A festive jam at Samm’s brings a casual holiday celebration on Thanksgiving Eve, offering a music-filled evening that sets the tone for the holiday ahead.

    Event website ↗
Friday, November 27 1 event
  • 6:30pm

    Highland Chamber of Commerce Lighted Christmas Parade

    Highland Square, Highland · verified Sep 27
    Free

    This annual lighted parade from the Chamber of Commerce honors 250 years of America with a Star Spangled Christmas theme at Highland Square. Illuminated entries will showcase patriotic decorations, and the procession concludes on the square with a lighting ceremony. Highland Machine is recognized as the Christmas sponsor. Additional information, including entry forms, the parade route, and Santa’s hours, will be available on the event website.

    Event website ↗
Saturday, November 28 2 events
  • 9am

    Small Business Saturday

    216 N State St, Litchfield · verified Sep 27
    See details

    Small Business Saturday features a variety of pop-up small businesses, sales, and more to explore. Discover what participating pop-ups have on offer and find marked-down items.

    Event website ↗
  • 9am

    Small Business Saturday - Caught in the Act

    Highland, IL Chamber of Commerce, 1008 Laurel St, Highland · verified Sep 27
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    Small Business Saturday in Highland brings a cheerful twist to shopping local. Throughout the day, Chamber representatives will visit neighborhood shops and reward customers who are spotted supporting small businesses with a $50 certificate from the Chamber. Choose local this season and watch for announcements about additional activities and deals happening around Highland for Small Business Saturday.

    Event website ↗
Monday, November 30 1 event
  • 7am

    Christmas Around the World in Omaha

    1003 N Main St, Edwardsville · verified Sep 27
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    Christmas Around the World in Omaha offers a 4-day, 3-night holiday journey that explores how different cultures celebrate the season. The schedule includes Irish festivities at Boys Town, an Americana Christmas at the General Crook House, a visit to the Czech Museum, a Christmas in Germany presentation with a meal, a tour of Joslyn Castle, and a Greek holiday presentation with a meal. Festive attractions, seasonal dining, and time set aside for holiday shopping add to the experience, with opportunities to find special gifts and treasures. The price is $1,600 per person, based on double occupancy.

    Event website ↗
Thursday, December 3 2 events
  • 12am

    Gateway Dirt Nationals - 3 Day Pass

    America's Center & The Dome, 701 Convention Plaza, St. Louis · verified Sep 27
    See details

    Gateway Dirt Nationals is an annual indoor racing showcase in Downtown St. Louis, bringing full-size racecars to a 1/5-mile semi-banked dirt track inside The Dome at America's Center. Competitors, crews, and fans from coast to coast converge for one of the most action packed indoor racing events. This edition marks the 10th year of the spectacle.

    Event website ↗
  • 7pm

    Thursday night Taravia

    The Hall at 7132 Marine Road, 7132 Marine Rd, Edwardsville · verified Sep 27
    Free

    Expect five rounds of general trivia, each featuring a music bonus question. There are also three speed challenges with a pitcher of beer on the line. The overall winner receives a gift card. Entry is free.

    Event website ↗
Saturday, December 5 3 events
  • 9am

    December Saturday Sale- Holly’s House of Hope

    Holly's House of Hope, 1000 Zschokke St, Highland · verified Sep 27
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    Explore a mix of new items and gently used finds at this thrift store sale, with clothing available in a wide range of sizes along with assorted miscellaneous goods. Clients have carefully sorted, labeled, and hung the inventory to make browsing simple. All shoppers are welcome. Cash is accepted, and card payments are also accepted with a small fee applied. Donations will be accepted during the event.

    Event website ↗
  • 12pm

    ARTEAST 2026

    The Edwardsville Arts Center, 6165 Center Grove Rd, Edwardsville · verified Sep 27
    See details

    Celebrate the Metro East’s creative spirit with ArtEast, a community-wide arts event that transforms surprising places into showcases for local talent. Explore a series of pop-up shows, special events, and creative experiences that connect artists with businesses and community spaces. Expect exhibitions and demonstrations by regional creators, with original works available for purchase. Art fills galleries, storefronts, cafes, and studios, bringing creativity into local businesses and across the community. Whether you collect, enjoy discovering new art, or are searching for a meaningful holiday gift, this experience offers an easy and welcoming way to engage with the arts. Admission is free and all are welcome to explore, support local artists, and see Edwardsville through a fresh creative lens.

    Event website ↗
  • 8pm

    🎄 Christmas Kickoff Party with R5 at Time Out

    Time Out Sports Bar & Grill, 111 W Market St, Troy · verified Sep 27
    See details

    December has arrived and the holidays are officially underway at Time Out Sports Bar. Settle in for a Saturday night of live music, festive vibes, and a touch of holiday cheer. Ugly sweaters, Santa hats, and plenty of Christmas spirit are encouraged as the most wonderful... and busiest... time of year kicks off. Enjoy a night out before the parties, shopping, and wrapping take over, and let the season begin.

    Event website ↗
Friday, December 11 1 event
  • 7pm

    Drunken Reindeer Ball at the Moose

    Edwardsville Moose Lodge, 7371 Marine Rd, Edwardsville · verified Sep 27
    See details

    At Edwardsville Moose Lodge, the Drunken Reindeer Ball at the Moose brings 10-String Trio together with merry visitors from the North Pole and WhoVille for a lively holiday celebration. Expect playful antics and a spirited atmosphere, with the chance that some guests may be a little tipsy. Word is that Santa could swing by with quirky gifts for both the nice and the naughty.

    Event website ↗
Thursday, December 17 1 event
  • 7pm

    Thursday Night Taravia.

    The Hall at 7132 Marine Road, 7132 Marine Rd, Edwardsville · verified Sep 27
    Free

    Settle in for five rounds of general trivia, each paired with a music bonus. Three timed challenges offer quick thinkers a chance to win a pitcher of beer, and a gift card goes to the overall winner. Participation is free, so bring your best trivia skills and put your brainpower to the test.

    Event website ↗
Sunday, December 20 1 event
  • 9am

    Mindfulness in Nature: Winter Solstice at Watershed

    1571 Tower Ave, Edwardsville · verified Sep 27
    Free

    Honor the Winter Solstice with a free mindfulness gathering that encourages slowing down, deep breathing, and reconnection with the natural world. Mindfulness Coach Meg Krejci, a certified Level 2 Mindful Outdoor Leadership Guide with decades of experience, leads an approachable practice shaped by the quiet of winter, offering simple exercises that show how nature supports presence and well-being. The program welcomes the elements with optional time outdoors, so weather-appropriate clothing is recommended, and it meets inside the Watershed Nature Center. Open to all ages, capacity is limited to 20 participants. Meg’s background includes Accounting and International Business, completion of Jon Kabat-Zinn’s Mindfulness-Based Stress Reduction training at the Center for Mindfulness at UMass Medical School, and two decades of guiding people and organizations in stress reduction through Masterpeace Studios, a nonprofit in St. Louis.

    Event website ↗

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