Events in Anne Arundel County today

● Listings verified — Wednesday, October 14 · every listing checked against its source by our Anne Arundel County editors

Today — Wednesday, October 14

6 events today. See what the weekend holds →

  • 6am

    Spirit Day: Severna Park Music Boosters

    511 Governor Ritchie Hwy, Severna Park · verified Oct 11
    See details

    Support Severna Park High Music Boosters by choosing Chick-fil-A Severna Park for breakfast, lunch, or dinner. Dine in, take it to go, or use the drive-thru. At checkout, mention that your order is for the school so it is counted. If ordering through the mobile app, enter the organization code chicken, which is case sensitive, when the Community Cares screen appears, then select Yes to confirm your support. Enjoy your meal while backing the program.

    Event website ↗
  • 5:30pm

    Sparks Solo

    Nonna Angela's Italian Bistro & Wine Bar, 2225 Defense Hwy, Crofton
    See details

    Sparks presents a monthly solo performance at a traditional style Italian bistro and wine bar.

    Event website ↗
  • 6:30pm

    Jazz Night

    Reynolds Tavern, 7 Church Cir, Annapolis · verified Oct 9
    See details

    Reynolds Tavern pairs fine dining with live jazz from the Unified Jazz Ensemble, creating an evening that blends great food, vibrant music, and a sense of history. Enjoy a seated dinner, or opt for casual fare in the 1747 Pub while the band performs. There is a $10 cover for the music, which is waived for guests who choose the fine dining experience.

    Event website ↗
  • 7pm

    Versed Fox Book Club

    Old Fox Books & Coffeehouse, 35 Maryland Ave, Annapolis
    See details

    Versed Fox Book Club devotes its October meeting to the work of John Milton, with a focus on Paradise Lost. The conversation explores rebellion, free will, and the complexities of good and evil, while reflecting on how Milton’s vivid language and sweeping vision have resonated with readers for centuries.

    Event website ↗
  • 7:30pm

    Trivia Night | Dave & Buster's - Hanover MD - WED 730p - @LeaderboardGames

    Dave & Buster's (Hanover, MD), 7000 Arundel Mills Cir, Hanover · verified Oct 11
    Free

    Test your knowledge at a fast-paced trivia night at Dave & Buster's in Hanover, MD. Play a live hosted, competitive game that features a mix of question styles, including an image round and a music round. Use your phone to submit answers, track your standing on the leaderboard, and rack up points. Teams of up to six can collaborate on questions spanning pop culture, sports, history, science, and more. It is free to play, and prizes are awarded to the winners.

    Event website ↗
  • 8pm

    Gerald Albright

    Rams Head On Stage, 25 West St, Annapolis
    See details

    Rams Head On Stage presents Gerald Albright, a celebrated saxophonist and bassist whose work spans contemporary jazz, R&B, and pop. This show is open to all ages. Raised in Los Angeles, Albright mastered the saxophone early and later added bass to his toolkit after being inspired by Louis Johnson. Shortly after graduating from the University of Redlands, he joined Patrice Rushen’s band and even finished a tour on bass when the original bassist departed. Throughout the 80s he became a sought-after studio and touring player, performing with artists such as Anita Baker, Ray Parker Jr., Atlantic Starr, The Temptations, Maurice White, Les McCann, Teena Marie, the Winans, and Whitney Houston. He launched his solo path with Just Between Us in 1987, helping define the emerging smooth jazz sound and earning radio success, chart placements, and spots on all-star outings like Guitars & Saxes and Groovin’ For Grover. In the late 90s he led a big band while touring with Phil Collins and teamed with Will Downing on the album Pleasures of the Night. His recent discography includes Grammy-nominated releases Pushing the Envelope and Slam Dunk, plus acclaimed collaborations like 24/7 with Norman Brown and the Dave Koz and Friends Summer Horns project featuring Mindi Abair and Richard Elliot. Additional albums include Smooth, Groovology, Kickin’ It Up, and Sax for Stax. Known for commanding both sax and bass, Albright shapes performances that travel through shifting textures, rhythms, harmonies, and moods, inviting listeners into a polished blend of contemporary R&B and urban jazz.

    Event website ↗

Coming up this week

Worth planning ahead for — see the full week →

Thursday, October 15 8 events
  • 10am

    Annapolis Sailboat Show

    Annapolis Boat Show, 110 Compromise St, Annapolis
    See details

    Just Catamarans will be at the Annapolis Sailboat Show with its service and brokerage teams available to assist visitors. Attendees can connect with the team for help and information.

    Event website ↗
  • 11am

    Historic Baldwin Hall Day at Ledo Pizza Millersville

    Ledo Pizza (Millersville, MD), 8531 Veterans Highway, Millersville · verified Oct 11
    See details

    Support Baldwin Hall by dining at Ledo Pizza in Millersville. Purchase a midday or evening meal, then place your receipt in the basket at the restaurant so your purchase helps raise funds for its preservation.

    Event website ↗
  • 4pm

    Afterschool Art Class

    1324 Cape Saint Claire Rd, Annapolis · verified Oct 11
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    Give your child a relaxed afterschool outlet with a creative class in Annapolis, Maryland that blends play, art, and sensory discovery. Kids explore materials, try simple experiments, and bring home something new they made. The experience fosters connection with peers and helps build confidence through hands-on creativity and imagination. Limited openings remain.

    Event website ↗
  • 5pm

    Family Game Night at sweetFrog Laurel

    3341 Corridor Marketplace, Laurel · verified Oct 11
    See details

    At sweetFrog Laurel, families can settle in for a game night featuring board games, dominoes, and cards to play together with the kids. A special deal offers four kids cups for $20, and a family four pack can be reserved. Cups are available at the cashier.

    Event website ↗
  • 5:30pm

    Make a Mondo Bag with Nancy Freeman

    Cottonwoodinthepark, 548 benfield road, Severna Park · verified Oct 11
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    Make a Mondo Bag with Nancy Freeman in a hands-on class that guides you through creating a bag you will be excited to use or gift. Learn her simple method for helping the bag keep its shape so it stands upright, making it easy to reach your belongings. The project lends itself well to thoughtful presents for friends and family.

    Event website ↗
  • 7pm

    Maryland Coffee Talk

    Panera Bread 8125 Ritchie Highway Pasadena, MD 21122, 8125 Governor Ritchie Hwy, Pasadena · verified Oct 11
    See details

    An inviting gathering for TACA families centered on honest conversation, lived experiences, and practical resources. Attendees connect with others who understand the autism journey, share ideas, and leave with encouragement and a supportive community in their corner.

    Event website ↗
  • 8pm

    Comedian Josh Blue of Last Comic Standing w/ Stephen Agyei

    Rams Head On Stage, 25 West St, Annapolis
    See details

    Josh Blue, winner of Last Comic Standing, brings his sharp wit and off-the-cuff humor to Rams Head On Stage in Annapolis with Stephen Agyei. A seasoned headliner, he has appeared on The Tonight Show Starring Jimmy Fallon, performed at the William H. Macy Gala during Just for Laughs in Montreal, and recorded his fifth hour, Broccoli, at Comedy Works in Denver. Following a third-place finish on America’s Got Talent in 2021, he has continued to tour widely, delivering more than 200 shows a year. Known for quick improvisation and an ever-evolving set, no two performances are the same. This event is for ages 18 and over.

    Event website ↗
Friday, October 16 6 events
  • 9am

    Little Leapers at Sky Zone Gambrills

    986 Waugh Chapel Way, Gambrills · verified Oct 11
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    Little Leapers at Sky Zone Gambrills creates a dedicated jumping session for children ages 6 and under to bounce, play, and explore in a space tailored to them. Parents are welcome to participate alongside their kids. Sky Socks are required for all participants. The first adult is included at no additional cost, and a second adult can join for $5. Basic and Elite members receive free entry.

    Event website ↗
  • 5:30pm

    Kids Night

    My Gym Crofton, 1119 State Route 3 N, Gambrills · verified Oct 9
    See details

    Kids get a monthly night of activity featuring themed games, relay challenges, tumbling, obstacle courses, and other fast-paced fitness fun. The evening wraps up with pizza. Parents can plan a date night while the organizers handle the entertainment.

    Event website ↗
  • 7pm

    Elks Halloween Open Mic

    Broadneck Elks Lodge 2608, 931 LAKE DR, Arnold · verified Oct 9
    See details

    This open-invite Halloween open mic takes place at Broadneck Elks Lodge 2608. A full band setup will be available for performers. Food and drinks will be available for cash purchase. A 50/50 raffle is also planned.

    Event website ↗
  • 7pm

    Showroom Shine Haunted Carwash

    Showroom Shine Car Wash (Showroom Shine Car Wash Glen Burnie), 7241 E Furnace Branch Rd., Glen Burnie · verified Oct 11
    See details

    Face a haunted carwash at Showroom Shine Car Wash Glen Burnie, where the tunnel fills with eerie lighting, fog, and startling moments while your vehicle is washed. Enjoy the thrills with family and friends from the safety of your seats. Admission is $25 per vehicle, paid on site at entry. For safety, all passengers must stay inside the car with windows closed the entire time. Arrive early since lines can build quickly, and follow the traffic cones and attendants for smooth queuing. The experience is open to all ages, with light scares and costumed performers appearing throughout the wash.

    Event website ↗
  • 8pm

    Intimate Jazz presents - Sue Matthews/Robert Redd

    49 West Coffeehouse, Winebar & Gallery, 110 Cathedral St, Annapolis · verified Oct 11
    See details

    Sue Matthews and Robert Redd return to 49 West Coffeehouse, Winebar & Gallery with another Songbook Series program presented by Intimate Jazz. The performance features selections from their upcoming album, Perfect Match, along with stories about the performers, composers, and lyricists behind the Great American Songbook.

    Event website ↗
  • 9pm

    Weekly Karaoke Party

    1502 Annapolis Rd, Odenton · verified Oct 11
    See details

    A weekly karaoke party packed with singing, dancing, and standout performances offers a lively night for friends and fellow music fans. Participants can belt out favorite tunes while enjoying $5 off all Margaritas. A friendly contest adds to the fun, with first place earning a $25 gift certificate and second place receiving an appetizer for two. Every participant is also entered into a drawing for a 3-day mini-vacation. Open to seasoned vocalists and first-timers alike, it is a welcoming stage for anyone ready to step up to the mic.

    Event website ↗
Saturday, October 17 21 events
  • 9:30am

    Meet and Ride

    Chesapeake Cycles, 104 Defense HWY, Annapolis
    See details

    Enjoy a relaxed, no stress meet and ride held on the third Saturday of every month. If rain or other weather causes delays, it shifts to Sunday or to the fourth Saturday or Sunday as needed.

    Event website ↗
  • 10am

    Elementary School Allowance Workshop

    CovingtonAlsina, 67 West St, Annapolis
    See details

    Designed for elementary students ages 9 to 11, this interactive session helps kids learn how to earn, handle, and think about money with confidence. Children practice the four basic choices for every dollar: saving, spending, giving, and investing, while exploring simple ways to make money and how financial decisions connect to happiness. Part of a broader kids’ financial education series that covers topics from allowances to financial literacy and preparation for college, this workshop focuses on building responsible habits from an early age.

    Event website ↗
  • 10am

    Fall Saturdays at Ridge Grow

    Ridge Grow, 244 Old Mill Bottom Rd S, Annapolis · verified Oct 9
    See details

    Ridge Grow hosts a Saturday celebration of autumn throughout the garden center. Pick out pumpkins and colorful mums, choose corn stalks and straw bales for seasonal decorating, and browse ornamental cabbages, kale, annuals, and other in-season vegetables. Enjoy family activities and take seasonal photos among the displays. A changing selection of food trucks is featured from week to week, and the activities also vary each Saturday. There is no admission charge.

    Event website ↗
  • 11am

    Visiting Author - Erin P.T. Canning

    Maryland Renaissance Festival, 1821 Crownsville Rd, Annapolis · verified Oct 9
    See details

    Visiting author Erin P.T. Canning invites readers of epic romantasy to a meet and greet with a book signing. Attendees can meet the author and have books signed.

    Event website ↗
  • 11am

    A.M. Robin

    Page After Page, 1797 Crownsville Rd, Annapolis
    See details

    Connect with the author during a casual meet and greet and have books signed. Learn more about Anna and her books online.

    Event website ↗
  • 11am

    Visiting Author - Jaz Azari, Young Adult Fantasy Fiction

    Maryland Renaissance Festival, 1797 Crownsville Rd, Annapolis
    See details

    Meet the author and take part in a book signing. Learn more about Jaz's books online.

    Event website ↗
  • 11am

    FREE Family Event: Harvest Fest

    600 N Bestgate Rd, Annapolis · verified Oct 11
    Free

    A family friendly afternoon features complimentary food, fair style games, a petting zoo, axe throwing, face painting, and other activities. A cake walk adds to the fun with a chance to win a homemade dessert to take home.

    Event website ↗
  • 11am

    SAT 10/17/26: Luther Strode Anniversary signing with Justin Jordan, Tradd Moore, Felipe Sobreiro

    7992 Crain Hwy S, Glen Burnie · verified Oct 11
    See details

    Celebrate the Luther Strode #1 Anniversary Edition at Third Eye Glen Burnie with a creator signing featuring Justin Jordan, Tradd Moore, and Felipe Sobreiro. Meet the team behind the series and get your copies signed in person. The first 10 people in line receive a free gift limited to this event. Signed pre-orders and VIP options are available through the organizer’s site.

    Event website ↗
  • 11am

    The Wine Festival at Kurtz's Beach 2026

    Kurtz's Beach, 2066 Kurtz Ave, Pasadena · verified Oct 11
    See details

    Marking its 11th year, the wine festival at Kurtz’s Beach celebrates a continuing tradition. This milestone edition recognizes more than a decade dedicated to wine at this festival.

    Event website ↗
  • 12pm

    Howl-o-Ween Adoption Event at Petco Severna Park

    Petco (571 Ritchie Hwy, Severna Park, MD), 545 Governor Ritchie Hwy, Severna Park · verified Oct 11
    Free

    Celebrate the season at a Howl-o-Ween adoption event hosted at Petco Severna Park. The BFF Waggin' will attend with adoptable dogs and cats looking for loving homes. Fees for adoptions completed at the event are waived, and standard adoption procedures still apply. Expect a cheerful Halloween atmosphere and plenty of chances to meet a new companion.

    Event website ↗
  • 12pm

    Salsa Lessons for Absolute Beginners! Fall Series! Saturdays @12pm!!

    Glen Burnie · verified Oct 11
    See details

    Kick off a welcoming fall series for brand-new salsa dancers in Glen Burnie, MD. BSDC instructor Emily Imber leads Salsa 101 with clear, step-by-step guidance in footwork, timing, and partner skills, introducing fresh moves and combinations each session so progress builds steadily. Expect lively music, supportive coaching, and a structure that helps create a strong foundation by the end. Come solo or with a companion, since partners are rotated to give everyone a chance to practice. Single class attendance is only permitted during the first two weeks of the session, and monthly enrollment is required to continue through the series. Pricing options include $30 for a single class when prepaid online, $35 at the door, or a $110 four-class pass. Pre-registration is required for all classes. Refunds are not offered unless an event is canceled or moved, and transfers to other classes and events are available.

    Event website ↗
  • 1pm

    Financial Literacy for Middle School

    CovingtonAlsina, 67 West St, Annapolis
    See details

    Middle schoolers ages 12 to 14 can build essential money skills in this workshop. As part of the Kids' Financial Education Programs, it covers the basics of managing money, introduces useful tools for day-to-day financial decisions, and outlines early steps toward long-term financial success. The session is designed to support informed choices as students move into their next stage of life. The broader program also offers age-appropriate workshops for elementary, middle, and high school students, touching on topics from allowances and core financial literacy to getting ready for college. These engaging and educational sessions help establish smart money habits from an early age.

    Event website ↗
  • 4pm

    Mascot Visit at sweetFrog Laurel

    3341 Corridor Marketplace, Laurel · verified Oct 11
    Free

    At sweetFrog Laurel, guests can meet one of the sweetFrog mascots, Scoop or Cookie, during a special appearance. There will be opportunities for photos and lighthearted fun, making it easy to bring home a memory with these characters. Free tickets are available to confirm attendance.

    Event website ↗
  • 5pm

    6th Annual Hope Dance Concert

    Annapolis Town Center, 1910 Towne Centre Blvd, Annapolis · verified Oct 9
    See details

    Greater Annapolis Ballet presents the 6th Annual HOPE Dance Concert, an uplifting evening that blends dance, community, and purpose. Performers unite to showcase the expressive power of dance while supporting a cause that matters to the local community. The event highlights creativity, unity, and hope, and is dedicated to making a positive impact.

    Event website ↗
  • 5pm

    Annapolis RISE Flag Football 2026 Fall Season

    Annapolis High School, 2700 Riva Rd, Annapolis · verified Oct 11
    See details

    Registration is open for the Fall 2026 RISE Flag Football season in Annapolis. Games use a six on six format on the Annapolis High School turf fields. The league welcomes boys and girls in kindergarten through eighth grade, along with a girls high school division for grades 9 through 12. Teams play six to eight games, playoffs included. The program has served Annapolis families since 2015 across 22 seasons. A $30 savings on registration is noted.

    Event website ↗
  • 6pm

    Hyland Brothers

    Graduate Annapolis, 126 West St, Annapolis · verified Oct 9
    See details

    Experience a live music performance with musicians playing in real time. Enjoy a set of songs delivered in person, creating a shared moment between performers and audience. A simple way to take in instruments and melodies performed live.

    Event website ↗
  • 6pm

    Party in the Port 2026

    Eastport Yacht Club, 317 1st St, Annapolis · verified Oct 9
    See details

    Open to all, this waterfront celebration picks up the energy after the Boat Show at Eastport Yacht Club, blending live music with harbor views and a relaxed, high-spirited vibe. Slip Hippies gets things started with an Annapolis acoustic set that weaves together classic rock, 80s favorites, country, beach and island tunes, soul, Motown, and contemporary hits. ONO, also known as One Night Only, follows with powerful vocals, tight rhythms, and a set built to keep the dance floor moving. Cool fall evenings pair perfectly with Chili in the ’Port, a build-your-own chili bar stocked with plenty of toppings, along with the club’s signature libations. Ticket options include advance purchase at $20 plus processing, an online-only two-ticket bundle for $35 plus fees, and a $25 gate price. Children 5 and under are admitted free. Entry is through the main gate only, with no access from the marina docks. The event is rain or shine and tickets are nonrefundable. Pets are not permitted. Sustainability is front and center, with 100 percent compostable service, no single use plastic, and green volunteers staffing eco stations to keep the party waste free. Guests can also see the club’s Clean Marina and Green Building features, including a permeable parking surface, rain barrels, and landscaping that helps reduce runoff.

    Event website ↗
  • 6pm

    Boney James

    Rams Head on Stage, 25 West St, Annapolis · verified Oct 9
    See details

    At Rams Head On Stage, saxophonist and composer Boney James delivers a concert shaped by the deliberate, growing intensity behind his album Slow Burn, which he produced with collaborators including Marcus Miller, Cory Henry, Jairus Mozee, October London and Rick Braun. The program draws from tracks such as Arcadia with Miller on acoustic bass, an interpretation of Butterfly by Herbie Hancock and Bennie Maupin featuring Miller and Henry, the single All I Want Is You with October London, the groove-forward Slide with his touring band, A Little Romance, the upbeat Gonna Have a Good Time and The Bounce, Between the Lines and a take on Stanley Turrentine’s Sugar with Braun on trumpet. James’s career includes multiple GRAMMY and NAACP Image Award nominations, a Soul Train Award, several RIAA Gold records and 20 number one singles on the Billboard Smooth Jazz chart. This event is open to all ages.

    Event website ↗
  • 8pm

    Weekly Music Bingo Event

    1502 Annapolis Rd, Odenton · verified Oct 11
    Free

    This weekly music bingo night at The All American Steakhouse in Odenton invites players to put their music knowledge to the test for a chance to win prizes. There is no cost to participate. Guests can enjoy $5 rail drinks, $6 Long Island Iced Teas, half-price domestic drafts, and 50 percent off cheesesteaks and fries while the games are underway.

    Event website ↗
  • 9pm

    Boney James

    Rams Head On Stage, 25 West St, Annapolis · verified Oct 9
    See details

    Saxophonist and composer Boney James brings his contemporary jazz sound to the stage for an all ages performance. His latest chapter centers on Slow Burn, a self-produced Concord Records release that captures music building with thoughtful intensity. The project features notable collaborators, including Marcus Miller contributing rare acoustic bass on Arcadia and returning for a fresh take on Herbie Hancock and Bennie Maupin’s Butterfly alongside Cory Henry on electric piano. Vocalist October London appears on the single All I Want Is You. Slide puts James on tenor sax and keyboards with his touring band, while A Little Romance, Gonna Have a Good Time, The Bounce, and Between the Lines keep the groove alive. The collection also offers a spirited version of Stanley Turrentine’s Sugar with longtime collaborator Rick Braun on trumpet. James arrives with a track record that includes four GRAMMY nominations, three NAACP Image Award nominations, a Soul Train Award for Best Jazz Album, four RIAA Gold certifications, recognition by Billboard among the top contemporary jazz artists of the decade, and a milestone of 20 number one singles on the Billboard Smooth Jazz chart. From an early switch from clarinet to saxophone to professional tours with artists such as The Isley Brothers and Teena Marie, he has continued to craft melodies and grooves that connect with listeners.

    Event website ↗
  • 9:45pm

    Stan & Joe's Saloon

    Stan and Joe's Saloon, 37 West St, Annapolis
    See details

    Leftovers night brings a party to Stan & Joe's in Annapolis.

    Event website ↗
Sunday, October 18 6 events
  • 10am

    Earleigh Heights VFC Holiday Craft Fair

    161 Governor Ritchie Hwy, Severna Park · verified Oct 11
    See details

    Kick off your holiday shopping at the Earleigh Heights Volunteer Fire Company Holiday Craft Fair. Explore a variety of goods from local vendors, including Skeids, which offers more than 40 seasoning blends you can smell before buying. The event supports the Earleigh Heights Volunteer Fire Company and provides a friendly setting to discover unique gifts.

    Event website ↗
  • 10am

    Modern Mama Tees & Co. at Earleigh Heights Fire Department

    Earleigh Heights Volunteer Fire Company, 161 Ritchie Hwy, Severna Park · verified Oct 11
    See details

    Modern Mama Tees & Co. will be on site at Earleigh Heights Fire Department with a fresh selection of boutique apparel and graphic T shirts. Browse and buy in person, or keep shopping anytime using the app. Please note they are participating as a vendor and are not accepting applications or handling sign ups.

    Event website ↗
  • 11am

    Visiting Author - Fiona Fenn, Queer Adult Romantasy

    Maryland Renaissance Festival, 1821 Crownsville Rd, Annapolis
    See details

    Visiting author Fiona Fenn hosts a meet and greet and book signing focused on queer adult romantasy. Learn more about her books and get a signature.

    Event website ↗
  • 11am

    Visiting Author - Shelley Puhak, Historical True Crime

    Maryland Renaissance Festival, 1821 Crownsville Rd, Annapolis · verified Oct 11
    See details

    A visiting author appearance with Shelley Puhak offers a friendly meet and greet paired with a book signing, highlighting her work in historical true crime. Attendees can meet the author and have books signed.

    Event website ↗
  • 11am

    Annual Harvest Festival

    North Glen Community Church, 508 W Furnace Branch Rd, Glen Burnie · verified Oct 11
    Free

    Guests can celebrate the season at a free outdoor neighborhood harvest gathering that centers on community and connection. The day features family-friendly games, hands-on craft stations, an inflatable bounce house, and live music in the open air. A quiet prayer area will be available for reflection or support. Children age ten and under can receive a complimentary pumpkin while supplies last, and warm food and snacks will be provided. Early arrival is encouraged for the pumpkin giveaway due to limited quantities. It offers a relaxed autumn outing with activities for all ages.

    Event website ↗
  • 8pm

    Five For Fighting

    Rams Head on Stage, 25 West St, Annapolis · verified Oct 9
    See details

    Five For Fighting appears with a string quartet for a night centered on John Ondrasik's piano and falsetto vocals. The platinum selling, Grammy nominated artist is known for hits like "Superman (It's Not Easy)" and "100 Years", along with "The Riddle", "Chances", "World", and "Easy Tonight". Across six studio albums his songs have reached wide audiences and been featured in films and television including The Blind Side, Hawaii Five-O, The Sopranos, and Code Black. His work also includes recent pieces such as "Blood on My Hands", "Can One Man Save The World?" and "OK". Also appearing is Lace & Lee, a folk rock duo whose ethereal harmonies draw on 60s and 70s storytelling with a touch of Celtic spirit. This event is open to all ages.

    Event website ↗
Monday, October 19 6 events
  • 11am

    Very Superstitious!

    William Paca House and Garden, 186 Prince George St, Annapolis · verified Oct 11
    See details

    Explore the William Paca House and Garden on a guided tour focused on the beliefs, folk traditions, and superstitions that shaped daily life in earlier centuries. Trace the origins of familiar customs, from household rituals to lucky tokens and protective practices, and see how some continue today. Along the way, learn how these ideas offered comfort in uncertain times and why their echoes still linger. The experience ends with seasonal refreshments and an opportunity to share a favorite superstition. The route may change because of weather or private functions, so dress for the conditions. Advance registration is encouraged since space is limited.

    Event website ↗
  • 6pm

    Monday Night Mysteries: Expiration Date (10/19)

    Perry's Restaurant, 1210 Annapolis Rd, Odenton · verified Oct 11
    See details

    Part of Monday Night Mysteries at Perry's Restaurant, this interactive, comedic murder mystery centers on aging psychic Perry Normal, founder of Paranormal Understanding, Knowledge and Enlightenment (P.U.K.E.) and host of The Perry Normal Hour. Known for lavish gatherings and years of headline-making predictions, she once forecast a fatal blow to herself exactly one year prior. The suspense builds as the evening unfolds and the question remains... will she make it through the night, all with a playful, spooky tone that suits the Halloween season. The price of $74.50 includes a set menu with multiple options, chef’s choice of dessert, the immersive show, non-alcoholic beverages, tax, gratuity, and free on-site parking. Alcoholic beverages are available for an additional charge. Dietary restrictions can be accommodated with 72 hours notice. There are no extra fees, $74.50 is the final price.

    Event website ↗
  • 7pm

    Charm City Trivia at The Crab Shack!

    The Crab Shack - Crofton, 1260 Crain Highway, Crofton · verified Oct 11
    See details

    Charm City Trivia brings a lively quiz night to The Crab Shack - Crofton in Crofton, MD, featuring a visual component. Happy Hour is available beforehand. Winners of toss-up questions receive bartender’s choice shots, and the top two teams each week earn gift cards.

    Event website ↗
  • 7pm

    Charm City Trivia at CrabTowne USA!

    Crabtowne USA Inc., 1500 Crain Hwy S, Glen Burnie · verified Oct 11
    See details

    It is Burger Monday with $10 burgers, first come, first served. Prizes are awarded for toss ups, and the top two teams receive prizes every week.

    Event website ↗
  • 7:30pm

    Pete Best and Dana Cooper - Live 49 West

    49 West Coffeehouse, Winebar, & Gallery, 49 West St, Annapolis · verified Oct 11
    See details

    ITZALL Goode and SHC Music Tribe team up to bring Pete Best and Dana Cooper to 49 West Coffeehouse, Winebar, & Gallery for a live performance. Pete Best, a Maryland singer songwriter, blends southern rock grit with country storytelling rooted in everyday life, from family and resilience to turn-it-up bar tunes. He built an early following around Baltimore and Washington before relocating to Nashville, and with his band Peterbuilt has opened for Jack Ingram and Pat Green. His debut album, Built to Last, arrived in 2008, the same year he connected with fans at the CMA festival. Raised in Annapolis, he gravitated to country for its lyric focus and later wrote for Dan Hodges Music from 2011 to 2016. Dana Cooper brings a catalog of more than 30 albums and continues to tour widely. His latest release, The Ghost of Tucumcari, features guest appearances by Lyle Lovett, Hayes Carll, Susan Gibson, Darden Smith, and Shake Russell, and was voted No. 1 in the 2024 Americana Highways poll. His performances span folk, rock, country, and Americana, showcasing flat picking, finger picking, percussive strumming, and harmonica alongside engaging storytelling. Tickets are available online for $20, or $23.18 with fees, and the door price is $25. If you prefer not to purchase in advance, seats can be reserved by calling 410-626-9796 and the door rate will apply at entry. An online purchase serves as the reservation, so there is no need to call the venue in that case.

    Event website ↗
  • 8pm

    Evan Honer

    Rams Head on Stage, 33 West St, Annapolis · verified Oct 9
    See details

    Evan Honer brings It’s An Even Longer Road Tour to Rams Head On Stage in Annapolis with special guest Zach Seabaugh. This event is open to all ages. Honer’s recent years have been full of momentum, from a move to Nashville and an international tour schedule to building a recording space in his garage and running Cloverdale Records out of his living room, a label featuring 25 artists and more than 100 releases. In 2024 he played nearly 100 shows in support of his second album, Fighting For, while writing the next chapter of his catalog. His rise accelerated when his take on Tyler Childers’ Jersey Giant drew more than 200 million streams, a breakthrough that arrived while he was still finishing college, playing solo gigs at night, and training with a Division 1 swim team. He released his debut, West On I-10, on graduation day and quickly turned into a relentless touring artist. Everything I Wanted, recorded in 18 days at his home studio, brings his indie and alternative pop influences to the front without leaving behind his Americana roots. The album features strings from neighbor Kate Stephenson, horn accents, pedal steel, and contributions from close collaborators. Across it all are intimate songs, vivid storytelling, and an expressive vocal style shaped by an artist learning to appreciate the moment. Career highlights include more than 500 million streams, an RIAA gold certification for Jersey Giant, sold out dates with Wyatt Flores, and continued growth for Cloverdale Records.

    Event website ↗
Tuesday, October 20 6 events
  • 10am

    Tots

    Town Center, 307 Sail Pl, Annapolis
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    Annapolis Town Center hosts a monthly program designed for families with preschool-age children, featuring a new theme each time and activities led by local business partners, with support from sponsor Crab Kickers. This edition focuses on Farmyard Fun with a petting zoo. Families can stay for lunch and take advantage of special offers at participating eateries when an adult purchase is made. At Augie’s Mussel House, a child’s entree is complimentary with an adult main course. Neo Pizza provides a free kids meal with a side and beverage for guests 12 and under when an adult meal is purchased. PF Chang’s offers a free kids meal with an adult lunch purchase. Toastique gives a free house made treat with the purchase of a large smoothie or an item of similar price. True Food Kitchen includes a complimentary kids meal with dine-in purchases of $25 or more, with the $25 minimum excluding the kids meal. Giolitti Delicatessen serves a free kids size Italian mac and cheese for dine-in, with no substitutions.

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  • 6pm

    Art Bar

    Forward Brewing, 421 4th St, Annapolis · verified Oct 11
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    ArtFarm Studios transforms Forward Brewing into a relaxed art bar where creativity and community come together. The evening begins with time to enjoy dinner and a drink, followed by a warm welcome from the hosts who introduce four hands-on projects to choose from, with options that can include watercolor, collage, art journals, magnets, or friendship bracelets. Settle in to make something with your hands alongside friendly company, then head home with a finished piece you created. It suits a night out with friends, a creative date, or a solo outing that makes it easy to meet new people through shared making.

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  • 7pm

    Women, Wine, & Wisdom™ Annapolis

    Rams Head Tavern, 33 West St, Annapolis
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    Women, Wine & Wisdom in Annapolis creates a welcoming place for women to talk about finances in a low-pressure way, connect with others, and enjoy a glass of wine while learning from professionals. This edition centers on estate planning, featuring an attorney who will cover essentials like wills, trusts, and estates to help participants start considering their own plans. The evening begins with time to connect, then continues with a presentation and a roundtable conversation where attendees can ask questions and receive straightforward, practical guidance from guest professionals. Each gathering offers a new topic while maintaining the same supportive community. The event takes place at Rams Head Tavern Annapolis.

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  • 7pm

    Charm City Trivia

    GameOn Bar & Arcade, 114 West St, Annapolis · verified Oct 12
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    A trivia night featuring a friendly crowd, food, and lots of laughter.

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  • 7:30pm

    PFLAG Annapolis/AACo Support Meeting

    Unitarian Universalist Church of Annapolis, 333 Dubois Rd, Annapolis · verified Oct 9
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    PFLAG Annapolis/AACo hosts a support meeting with three concurrent groups designed for youth, adults, and parents or allies. The gathering takes place at the Unitarian Universalist Church Annapolis, not in the FAHS House behind the church. Adults meet on the lower level, with direct entry from the parking lot through the green double doors. Youth and parents or allies meet on the main floor and should use the main entrance.

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  • 8pm

    Acoustic Alchemy

    Rams Head on Stage, 25 West St, Annapolis · verified Oct 9
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    Acoustic Alchemy appears at Rams Head On Stage for an all-ages performance. With more than three decades of recording and touring, the group continues to share music only when it feels fully ready, embracing a range of influences rather than fitting into a single style. Their latest EP, The Empire of Lights, collects four tracks that range from the twangy shuffle of 8,000 Miles to the reggae-leaning Alisio, the upbeat lift of Back to Back, and the relaxed sway of Other People. It is the first in a planned series of shorter releases that will eventually form a full album, designed to play beautifully from start to finish as well as one song at a time. The EP is available on music platforms worldwide, and a limited run of CDs will be offered at live shows.

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