Events in Highland, IL

A play time for little ones and their caregivers. It begins with 20 minutes of music, rhymes, and dancing, then continues with 40 minutes of free play in age-appropriate activity centers. Children can explore, learn, and socialize, and caregivers can connect with other families.

Readers gather for a monthly book club on the fourth Thursday from January through October. All are invited to take part.

Poor Dirty Astronauts take the stage at Stagger Inn Again for a live jam that leans into grooves and improvisation. Expect an upbeat set from the band.

Hot Rods For Hope returns for its third year with a car glow lighting up 1st Street in downtown O'Fallon. Registration is open and sponsor commitments are underway. AD Rowntree from the KSHE 95 Morning Show will be on site, with live music from the Scott Keller Band. Food will be available from 1st Street Lounge and O'Fallon Moose BBQ. Proceeds support Glow For Hope.

JUMP, America’s Van Halen Experience, delivers a high energy celebration of the David Lee Roth years with a two hour set. Recognized as one of the leading Van Halen tributes, the band has sold out venues across the United States, Canada, and Australia. The show pairs a stage look that channels the group’s prime with a sound full of Eddie-style shredding, a tight rhythm section, and soaring two tone vocal wails that echo Roth’s signature voice. This performance features their breakthrough debut album played from start to finish, followed by a range of hits and deep cuts from the rest of the Van Halen catalog.

Edwardsville City Park transforms into a lively outdoor arts destination as the fair fills the grounds with original work by artists from across the country. Visitors can explore and purchase pieces from more than 100 juried exhibitors, enjoy local food and drink, and experience ongoing live music and performances. Families will discover a gallery tailored for young collectors along with a hands-on makers area offering creative activities and demonstrations. Whether building a collection or simply taking in the scene, guests of all ages can enjoy a welcoming celebration of creativity and community. Admission is free and the event is open to all.

An acoustic performance returns to Syberg's (O'Fallon), bringing live songs back to a favorite local spot. Pair the music with tasty food and a cold drink, and enjoy the friendly atmosphere and good company throughout the night.

COUGARFEST launches SIUE Homecoming and Family Weekend with an evening on the Stratton Quad featuring live music by Jackson & Mars, interactive activities, and festival fun for all ages. Food trucks will be on site with food and drinks available for purchase. A Route 66 themed drone show provided by the Route 66 Centennial Commission Grant will send hundreds of illuminated drones across the sky in a choreographed display that celebrates adventure, nostalgia, and Cougar pride. Admission is free. Free parking is available on the SIUE campus. Registration is strongly encouraged.

Fresh from acclaimed, sold-out runs at the Edinburgh Fringe Festival and Adelaide Fringe, along with sellouts across the UK and the US that included The Wildey Theatre, this production returns to celebrate the songs and stories of Carole King and James Taylor. It follows the milestones of King, a holder of six Grammy Awards with twenty-times platinum success, and Taylor, a five-time Grammy recipient known for his folk roots. Signature hits such as Fire and Rain, Sweet Baby James, I Feel the Earth Move, Natural Woman, and You’ve Got a Friend are performed by Phoebe Katis and Dan Clews, both established artists, with many more favorites included.

Poor Dirty Astronauts hit the stage at Samm's Last Chance Saloon for a lively jam. Sip something cold and enjoy tasty food while the band plays, creating a relaxed night centered on the music.

Saturday mornings feature a relaxed long run on the shaded MCT Trail, starting from the Trace Parkway location. Routes include an 8 mile loop and a 5 mile loop, with the option to go longer or choose an out and back at any distance. All paces and mileage preferences are welcome. Bring a dry shirt and some cash for coffee and food afterward at Goshen Coffee Roasters.

The Land of Goshen Community Market pops up for summer in City Park behind the Edwardsville Public Library. Shoppers will find a blend of returning and new vendors offering fresh fruits and vegetables, flower bouquets, sweet treats and baked goods, eggs, meats, artwork, and more. Live music sets the tone, Market Sprouts features free activities for children, and new Goshen Market merchandise will be available.

New Baden welcomes back a touch of Moonbird magic with a free outdoor yoga flow woven into the energy of the New Baden Farmers Market. Practice in the open air as the market comes to life around you, with sunshine, grass beneath your feet, and a spacious setting that invites steady breath and smooth movement. Expect mindful pacing, welcoming faces, and the added perk of fresh market finds just steps away. Bring a mat and anything you need for comfort, then follow the signs to New Baden Village Park to settle in. Registration is complimentary. Reserve a spot online or through the Moonbird Yoga app by selecting the Free Area Yoga option under the Breese location, or arrive in person and complete a quick sign in on site.

Gear up for SIUE’s Homecoming and Family Weekend with a community run and pancake breakfast at SIUE Stratton Quad, held in recognition of the Route 66 centennial. Runners can choose a 10K, 5K, or Fun Run, making it a fit for both competitive athletes and anyone who wants to enjoy a festive morning. The event welcomes alumni, students, faculty, staff, and the entire community. SIUE alumni receive a $5 discount, and current students can register at a reduced rate. Participation supports the SIUE Alumni Association Scholarship and Programs, which provide over $20,000 each year in student scholarships and alumni programming. After crossing the finish line, enjoy a complimentary pancake breakfast from Chris Cakes, and for those 21 and older, a post run beer from Global Brew. Dogs are welcome. Race timing is provided by Final Lap Racing, and net proceeds may support alumni operations, current Alumni Association scholarships, or permanently endowed scholarship funds.

Get moving with a low impact aerobic dance class for anyone who enjoys oldies music, likes to dance, or wants to improve fitness. The class includes a warm up, a cool down, balance work, and stretching for a complete workout.

ECM presents a Day of Play sponsored by Nickelodeon. Tackle a scavenger hunt of activities set throughout ECM’s exhibits, with slime in the mix. Finish the game to choose a prize. Attendance is free for members and available to nonmembers with paid admission.

At Karma On Main, a permanent jewelry party offers a full day of shopping and stackable styles. For this event only, permanent jewelry is buy one, get another for 50 percent off. Attendees can choose matching bracelets with a friend, add a new piece to an existing stack, or pick out the piece they have been considering. The more you stack, the more personalized your look becomes.

Enjoy a friendly chili cook-off, a showcase of craft homebrews, a bustling vendor market, and live music. Inflatable play areas and a petting zoo add hands-on fun, and an array of tractors and cars will be on display. The event also features games and plenty more.

Suggested for ages 20 to 50 and up, this club focuses on creating a junk journal, a handmade book assembled from recycled materials, found items, and other ephemera. Fill the pages with writing, sketches, painting, or notes that capture memories, thoughts, ideas, and sparks of inspiration. The finished journal can take any direction you choose. Please bring your own supplies.

An additional matinee has been scheduled in response to demand as this production returns following acclaimed, sold-out engagements at the Edinburgh Fringe, Adelaide Fringe, and venues across the UK and US, including The Wildey Theatre. The show charts the songs and stories of Carole King, a six-time Grammy winner with twenty platinum hits, and James Taylor, a five-time Grammy winner known for his roots in American folk. Signature numbers such as Fire and Rain, Sweet Baby James, I Feel the Earth Move, Natural Woman, You’ve Got a Friend, and more are performed with care and authenticity by Phoebe Katis and Dan Clews, both established artists.

Cougar Fan Zone brings SIUE Homecoming and Family Weekend to Korte Stadium with live music, food, and family friendly activities before the SIUE Men’s Soccer game. Enjoy a performance by Shut Up Mark, explore the Paws on Route 66 Car Show featuring classic and specialty vehicles, visit the Alumni and Friends Tent to reconnect with fellow Cougars, and look for giveaways. The Family Fun Zone offers inflatables and activities, and food trucks will have food and beverages available for purchase. After the celebration, SIUE Men’s Soccer faces the University of Southern Indiana. There is no cost to attend the fan zone or the soccer game.

A special evening features entertainment, beverages, and delicious food, all focused on helping adults with disabilities thrive and lead full and abundant lives.

Crusin on the Square, presented by Rusty Rodz Car Club, is a free community car gathering where participants can bring a vehicle to display or stop by to check out the cars on show. There is no cost to enter and no registration is required. Highlights include music, dash plaques, attendance prizes, and an optional 50/50 drawing, which is the only paid activity for those who choose to take part. The host states they will never ask anyone to send private messages for registration or payment. Anyone requesting direct messages for sign-ups is not affiliated with this event and may be attempting a scam.

Step into the Los Angeles sound of the late 60s and 70s with an immersive celebration of the era when neighboring musical legends shaped the course of music we know today. Dan Clews and cast guide the audience through classic songs threaded with music history and a sense of nostalgia. The performance highlights hits by The Mamas and The Papas, Eagles, Joni Mitchell, Neil Young, Linda Ronstatd, The Byrds, and Crosby, Stills, Nash & Young, along with many more favorites from that influential period.

Explore fresh produce, homemade canned goods, baked treats, crafts, and more at the Mascoutah Farmers Market held at the Mascoutah Sportsmen's Club. The market takes place rain or shine. Plan to bring cash, since bar and food purchases are cash only, and many vendors prefer cash as well. There is no ATM on site. To comply with health regulations for the club’s working kitchen, pets are not allowed inside the market. Service animals are welcome.

This kids bingo session is designed for young participants. All school age children are welcome at no cost, and the recommended ages are 3 to 10.

A Hollywood-themed ladies night out supports breast cancer awareness and education. Attendees can shop with local vendors, enjoy chances to win prizes, take photos in a Hollywood-style booth, visit a bar with drinks available for purchase, and enjoy light refreshments. Information and resources about breast cancer will be available. Admission is free and advance registration is not required. Anderson Healthcare is the host, and the setting is the Edwardsville Moose Lodge. It suits a casual evening with friends or an early start on holiday shopping while supporting a meaningful cause.

The October meeting of the Highland Civic Woman’s Club takes place at Hope Lutheran Church Highland and focuses on shaping a lively, purposeful fall season. Plans for upcoming activities will be discussed, with time devoted to creative strategies for inviting new members and sharing ideas that strengthen the club’s impact in the community. A monthly purse raffle offers a chance to win a designer handbag, and anyone who brings a guest will be entered into an additional drawing. The Highland Civic Woman’s Club is a local service organization committed to community improvement through volunteer service, education, and civic engagement, welcoming women of all ages who want to make a difference and build lasting friendships. First-time visitors may attend at no cost.

Enjoy five rounds of general trivia, each featuring a music bonus. Three fast-paced challenges offer chances to win a pitcher of beer, and the overall winner earns a gift card. Play is free for all participants.

Catch Jaimi Keys performing live on the patio at Copper Dock. Enjoy live music in an outdoor setting.

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.

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.

Dylan presents a booth featuring 3D printed fidgets, keepsakes, and sports memorabilia inspired by holidays, food, pop culture, and everyday favorites. Each piece is created to add a bit of personality and creativity to daily life, with a mix of seasonal releases and custom options that keep the collection fresh. This display is part of the Lebanon Fall Festival.

Explore a thrift sale featuring new and gently used inventory. Clients have been hard at work preparing the racks, sorting, labeling, and hanging a wide variety of items, with clothing in all sizes plus other miscellaneous finds. Open to all shoppers. Cash is accepted, and card payments are available with a small fee. Donations will be accepted during the sale.

Spencer McDole brings a wide ranging set to Copper Dock, performing hits that span multiple decades. The music features favorites by Tom Petty, the Beatles, John Prine, Johnny Cash, Sublime, RHCP, Jim Croce, STP, The Cure, Jason Isbell, Elvis, and many more.

BFDA returns with its third annual trivia night, transformed for the season with a full Halloween theme. Expect immersive décor, spooky fun, and a costume contest that rewards the best dressed team. Past editions have sold out, so early table reservations are recommended. Reserve a table by calling or texting (618) 210-1157. The event takes place at Amer Legion Post 1227.

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.

Enjoy live rock music with Thursday’s Hazy.

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.

A lively party is on tap at The Corner Keg Pub, celebrated as a favorite spot to perform. Expect upbeat energy and a fun atmosphere all night.

Look forward to a high-energy night at Speed Bump's Tavern in St. Rose, Illinois.

TGNY Acoustic returns to Gridiron Grill for a live acoustic performance, bringing its unplugged sound back to the venue.

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.

Share a warm community meal with the church family and friends of First Baptist Church of Mascoutah. Expect good food, meaningful conversation, and fellowship centered on faith and gratitude. All are welcome, and no RSVP is required. Bring yourself and a spirit of community, and feel free to invite a neighbor or friend, there is always room at the table.

Music in the Park wraps up for the season with Jazz Tonite performing at the Community Park Amphitheater. This local group brings smooth, mellow jazz for a laid-back fall evening. Concession and vendor stands will be available. Bring a lawn chair or picnic blanket for comfortable seating.

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.

The MHS Marching Band performs during the game and takes the field for a halftime show.

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.

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.

The second year of the Mike Fix Memorial Golf Tournament takes place at Bent Oak Golf Course, featuring a four-person scramble that blends friendly competition with a meaningful purpose. The team entry fee is $400, and lunch is included for all golfers. Proceeds support the Greg Holthaus Memorial Fund.

This clinic is open to everyone. Payment is accepted by cash or check only. For questions, contact info@mehs.org.

At O'Fallon Police Department, a 5K charity run and walk brings the community together to support people rebuilding their lives after domestic violence. Whether running, walking, or cheering from the sidelines, every show of support affirms that survivors are not alone. Registration fees and event proceeds power vital services, including emergency shelter with crisis response, counseling and advocacy, legal assistance paired with safety planning, and education and prevention efforts. The impact is immediate and meaningful... greater safety, stability, and hope for adults and children starting over. All paces are welcome, and lending encouragement from the course also helps build a safer, stronger community.

CJD E-Cycling partners with the Troy, Maryville, St. Jacob, and Marine Chamber of Commerce to host a community electronics recycling drop-off for local residents. Most items with a cord and most metal items are accepted, including servers, switches, desktop towers, printers, audio and video equipment, landline phones, cable boxes, cell phones, wireless modems, holiday lights, home electronics, additional telecommunications gear, and lead acid batteries. Televisions and computer monitors of all types are welcome, such as CRT, console, projection, plasma, and flat screens, along with dehumidifiers and refrigerators. Some materials cannot be taken. Excluded items include radioactive materials, alkaline batteries, light bulbs, household smoke detectors, hazardous materials like oil, antifreeze, and paint, flammables, explosives including firearms, ammunition, and shells, and non-electronic items such as tires, wood, asbestos, office waste, furniture, fiberglass, insulation, roofing, and dirt. Other prohibited items include pesticides, oil filters, air bags, lead, mercury switches, fluorescent lights, and media such as DVDs, CDs, cassette tapes, and VHS tapes.

A full day of music, food, and games unfolds at Madison County Fairgrounds, with vendors to explore and Goat Yoga as the main attraction.

A standard show is planned, beginning with a class featuring costumes, then continuing with the remaining classes.

Route 66: The Haunted Hundred brings spooky fun and Mother Road lore to the Pink Elephant campus as part of The Last 100 Miles Festival, a multi community celebration of 100 years of Route 66 along the final stretch in Illinois. Road trippers can visit participating communities and businesses to collect exclusive trading cards and see the highway in a whole new way. Across the weekend, expect family friendly activities mixed with eerie thrills. Highlights include complimentary bounce houses, a gentle daytime haunted house tailored for younger visitors that supports the Livingston Park Association Holiday Basket program, a flashlight egg haunt for ages 0 to 20, and the Area 66 Haunted School for those ready for a full scare. A haunted vendors market showcases Halloween creations, fall goods, crafts, and Route 66 themed items from local sellers, and free horse drawn carriage rides add a classic touch. While exploring the Pink Elephant campus, pop into the Pink Elephant Antique Mall, enjoy the Twistee Treat Diner, satisfy a sweet tooth at Mother Road Fudge and Candy Shop, and capture photos with roadside icons. Do not forget to pick up the site’s exclusive trading card as part of the Last 100 Miles Festival road trip.

Auditions are being held at the Avon Theatre for The Man Who Came to Dinner, a classic comedy about a notoriously sharp-tongued radio star who overstays a visit and upends a household. The production features snappy repartee and wild predicaments as the story spirals through one mishap after another. Performances will also take place at the Avon Theatre. The director will post details on roles and audition materials in the weeks ahead.

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.

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.

Enjoy a relaxed night of live music that spans blues, classic rock, classic country, pop, and catchy originals. Martini flights are served at the table, and Zac's grillers offer hearty bites while the musicians perform. It is a comfortable setting for unwinding with friends and taking in the tunes.

Wine for the Win offers music alongside wine and cocktails.

TGNY Acoustic returns to Copper Dock for a live acoustic set under the gazebo. The artist is excited to be back at a spot they love and will be laying down tunes for everyone to enjoy.

The Ides of March featuring Jim Peterik perform at The Wildey Theatre.

O'Fallon Sports Park hosts soccer pop up camps designed for boys and girls in U8–U10 and U11–U14. The Footskills and Finishing camp concentrates on attacking play, building the ball control that creates chances and refining the techniques needed to score. Participants leave with a stronger grasp of finishing and added confidence on the ball. Club experience is required for this camp. The Goalkeeper Academy pop up camp runs for two focused hours, starting with coaching from Goalkeeper Academy staff and finishing with live play alongside field players working on their finishing. Training covers footwork, ball handling, safe and effective diving, distribution, and positional awareness, then puts those skills to immediate use in game-like action. The fee is $45.

Explorer Post 3500 offers a pathway for teens and young adults ages 14 to 20 to explore the fire service. Participants build practical, hands-on skills and take part in activities that support the community. For more information, call 618-566-2970.

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.

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.

An early autumn evening at The Greenhouse brings wine alongside live performances of acoustic favorites, offering a relaxed setting focused on familiar tunes.

The MHS Marching Band will perform both during the game and at halftime at Mascoutah High School Alumni Field for the home football game.

This final Family Movie Night in the Park features a screening of Toy Story 5, rated G with a 102-minute runtime. Before the film, there will be yard games, family-friendly activities, and concessions, with the movie starting later in the evening. In this adventure, Woody, Buzz, Jessie, and the rest of the gang face a new challenge when electronics threaten the spirit of playtime.

SABBATH delivers a tribute to Black Sabbath and Ozzy Osbourne that goes beyond simple covers. The group honors Ozzy’s legacy and the roots of heavy metal, reviving searing guitar riffs, haunting vocals, and the intense emotion that shaped the classics from the band and from Ozzy’s solo years. It is a performance centered on the music’s power and presence, celebrating the sound that defined an era.

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.

A family farm in Lebanon, Illinois hosts a seasonal celebration featuring local vendors, live music, hay rides, pumpkin painting, and a small petting zoo presented by the local 4-H club. The focus is a full day of fun at the farm for all ages. Those interested in becoming a vendor can contact Rachael Terry or The Farm Stand for application 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.

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.

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

Naughty Habits Band takes the stage at Speed Bump’s Tavern in St Rose, IL with a set packed with 80s rock favorites. The performance features covers of Bad Company, Poison, Bryan Adams, Pat Benatar, Fleetwood Mac, Quarterflash, Van Halen, Journey, Boston, Dire Straits, Great White and more.

Your Tres Acousticans + Paul return to The Square in Highland for the Moose Chili Cook-off and car show, back again to be part of this tradition.

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.

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

At Hard Dog Cafe, Tom O DJ focuses on audience requests sourced from the internet. Karaoke is expected to be available, and if you can pull up a song on your smartphone, it can be played.

The Lebanon Beekeepers Club meets at Tarsha Homestead for a relaxed gathering with a hot dog cookout. Beekeepers and anyone curious about beekeeping are welcome to take part. Bring a lawn chair and your preferred drink for comfort.

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.

Take in live tunes while sipping drinks right on the dock.

Speed Bumps Tavern features TGNY Acoustic in St. Rose for an acoustic performance. Expect live music along with food, gaming, and friendly company.

Homeowners considering a sale in the next year can get practical guidance at this free, in person seminar led by Sheila Riggs, REALTOR. The program outlines why people choose to sell and how to plan for success. It walks through each step from listing to closing, explains how to select the right agent, and shares effective marketing approaches. It also covers seller rights, including contracts and disclosures, and sets expectations for showings, offers, inspections, and what follows so the process is easier to navigate.

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.

Break out your best costume for a festive night at The Corner Keg Pub. This costume-themed celebration offers a lively party atmosphere.

Featuring a Halloween-themed performance with a psychedelic vibe, Psychedelic Symphony takes the stage at Hard Dog Cafe. A groovy, ghoul-inspired mood runs through the show.

Shut Up & Scream at Gridiron Grill brings a Halloween party from Shut Up Mark that flips 21st century pop into a full-throttle rock concert. Costumes are encouraged for a high-energy night of modern hits reimagined with a hard-rock edge.

Dark Horse presents the third annual Halloween party at Corner Keg in Highland, featuring prizes, lively music, and plenty of standout costumes.

An official Halloween party with Royal Pop comes to Speed Bumps Tavern. Costumes are welcome and dancing is encouraged.

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.

This monthly meeting focuses on planning a lively and meaningful fall season. Attendees will discuss upcoming initiatives, brainstorm creative ways to welcome new members, and share ideas to strengthen the club’s impact in the community. A monthly purse raffle offers a chance to win a designer bag, and bringing a guest enters participants into a special drawing. The Highland Civic Woman’s Club is a local service organization dedicated to improving the community through volunteerism, education, and civic engagement, welcoming women of all ages who want to make a difference while building lasting friendships. First-time visitors can attend for 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.

Dylan brings a playful lineup of 3D printed fidgets, collectibles, and sports memorabilia inspired by holidays, favorite foods, pop culture, and everyday life. Offerings range from seasonal releases to custom creations, all made to add personality and creativity to everyday routines. Dylan will have a booth at the O’Fallon Panthers Band Art & Craft Fair.

The Saturday Sale at Holly’s House of Hope features a refreshed selection of gently used and new merchandise. Clients have carefully sorted, organized, labeled, and hung the inventory, with plenty of clothing in a wide range of sizes along with other miscellaneous finds. This thrift store welcomes all shoppers. Cash and cards are accepted, with a small fee for card transactions. Donations will be accepted during the sale.

Celebrating its second year, this community gathering brings families and neighbors together to share a warm meal at no cost and enjoy time with one another. Look for inflatable play areas, music performed live, food trucks, local vendors, a vendor area just for kids, and activities for every age. A swap table for coats and blankets will be available. Bring items to contribute if you wish, then feel free to take anything that suits you from the donation tent. It is also fine to take something even if you did not bring an item. Donations are appreciated but not required, and any proceeds will help fund next year's event. Hosted by Highland Community Closet, an organization that provides essentials for people in need.

Fantastic Fall Fest returns to Rock Springs Rotary Park with a free, family friendly celebration of the season. Although it has shifted to a different weekend this year, the event keeps the familiar mix of activities, games, and live entertainment. Children can try their luck at game stations for a chance to win prizes, and special snacks are available while supplies last. Signature attractions such as the prairie maze and wagon rides run throughout the festivities, and live music sets the mood. Admission is free, offering an easy outing for all ages.

ShortMist delivers live music alongside chilled drinks, setting a relaxed mood for a fun time.

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.

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.

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.

Celebrate the season with an evening of holiday-themed crafting and painting suitable for all ages and skill levels. All materials are provided, and guests are welcome to bring snacks to keep the creative energy going. Admission is $10, which also includes access to view the trees. Presented by Zion United Church of Christ. For more information, call 618-588-4135.

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.

Jamie MacDonald and Joe L Barnes bring The Left It In The River Tour to Enjoy Church in O'Fallon, IL for a live concert featuring chart-topping songs and fan favorites. Jamie’s set is expected to include “Desperate,” “Left It In The River,” “My Family,” and more. After tours with Chris Tomlin and Benjamin William Hastings, Jamie presents her own show to connect with audiences in a new way. Ticket options include a VIP experience, early entry, and general admission, with a dedicated VIP event before the concert. For secure purchases, use the official ticketing outlet. Third party resales are not permitted for TPR event pages and are not guaranteed, which may limit access to updates and assistance.

The Fall Artisan Market returns to Highland High School with its largest edition yet. Browse one-of-a-kind creations from more than 100 local crafters, artists, and makers. Shopping at the market supports the entire district music program.

With everyone back in town and no work the next day, Shut Up Mark launches Thanksgiving weekend with a Blackout Wednesday blowout. The night brings a shoulder to shoulder crowd, nonstop hits from the 2000s through today, and a roaring reunion with people you have not seen since high school on the biggest night at bars all year.

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.

Celebrate 250 years of the United States at the Chamber of Commerce’s annual lighted Christmas parade featuring the Star Spangled Christmas theme. Participants are encouraged to deck out floats with patriotic flair and festive lights. The procession concludes at the Downtown Square with a lighting ceremony. Highland Machine is recognized as the Christmas sponsor. Details including the entry form, parade route, and Santa’s hours will be shared.

Small Business Saturday in Highland features surprise visits from the Chamber Elves as they make their way through local shops. Shoppers who choose small businesses may be rewarded on the spot with a $50 gift certificate from the Chamber. The celebration highlights holiday shopping close to home, with additional activities and specials in Highland to be announced.

Roaming Home takes the stage at Speed Bump's Tavern in St. Rose, IL for a lively rock night that keeps the good times rolling.

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.

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.

A casual dinner invitation goes hilariously off course when a renowned radio celebrity takes a spill on the ice and becomes an unplanned houseguest. Stuck indoors to recuperate, he seizes control of the household, inserts himself into everyone’s affairs, and triggers a cascade of comic chaos. Filled with quirky characters, sharp, fast-paced banter, and laughter throughout, this enduring comedy delights with timeless humor and a memorable cast.

The December Saturday Sale features a freshly organized selection of gently used and new items, with clients having sorted, labeled, and hung the inventory. Shoppers can browse clothing in all sizes along with a range of miscellaneous items. This thrift store welcomes all shoppers. Payments can be made with cash or by card, with a small fee for card transactions. Donations will also be accepted during the sale.

Hosted by the Highland Chamber of Commerce, this free Cookie Crumb Trail celebrates shopping local with a tasty, map-guided journey through participating businesses. Pick up a trail map to get started, then visit each stop to enjoy a cookie sample, take home the matching recipe card, and have your map checked by the business. Return a fully completed map to the Highland Chamber office to be entered into a drawing, where two participants will each receive a $75 Chamber Gift Certificate redeemable at many local businesses. An event tote is available to the first 100 participants, limited to one per family. More details will be shared.

The 10th Annual Wesclin Band Mattress Fundraiser transforms Wesclin Sr High School into a one day showroom with name brand mattresses from Purple, Therapedic, and Helix, plus Infinity Massage Chairs, all offered below retail pricing. Every purchase supports the band. Mention the Facebook event to receive $50 off any mattress purchase over $499.

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.

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.

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.