Events in Leonardtown, MD

The Old Jail Museum, a well known landmark in the heart of Leonardtown, opens with extended hours for Leonardtown First Fridays. Free walk-in tours are available, with staff on site to share the history of the Old Jail and highlight its features. The building also serves as the official Leonardtown Visitor Center, offering information and literature on local attractions, activities, dining, and events. A museum shop is available with local products, books, apparel, and items for kids. Admission is free for all ages, and visits are walk-up only.

Bring a quilting, needlework, knitting, crocheting, or other project for an afternoon of conversation and shared creativity.

Enjoy custom margaritas made with a choice of tequilas, including House, Casamigos Blanco, Don Julio Blanco, or Siete Leguas for a Cadillac Margarita. Choose from flavors such as grapefruit, lime and lemon, pomegranate, or cherry, and pair your drink with carne asada or shrimp tacos, or chips with guacamole or salsa.

Enjoy an easygoing evening by the fire with live music, hot chocolate, and s’mores. The musical lineup changes each week, and cocktails are available for purchase. The event is free and open to residents of The Stacks and the wider community.

Friday Night Magic features mostly Draft and Modern play. Registration is required.

Celebrate the 40th anniversary of the Washington DC Awards Gala, honoring the Catholic Health Association of the United States, Mary Lynn and Deacon Jim Shanahan, and Kerrie Wilson, with special thanks to Sister Kathleen Lunsmann, IHM. Proceeds benefit aging religious.

This tarot comedy show blends live readings by Skye Marinda with comedian That Guy Maddie’s humorous take on what the cards may be saying. Selected audience members can receive a reading, and the show also features interactive psychic games, spirit communing, and more. The performance is all ages.

A lively quarter auction is on the way, complete with a friendly table decorating challenge. Bring together family, coworkers, neighbors, or your group to share a table, or host one on your own. Each table seats up to eight guests, and participants are invited to choose a theme and decorate to match. Feel free to bring a charcuterie spread, a picnic-style dinner, or favorite snacks to enjoy while bidding. Paddles are prepaid during registration, and paddle numbers are selected upon arrival. Creativity is celebrated with recognition for standout tables based on decor and theme, with the award presented to the person who registered the table, even if a team helped with decorations. Six sponsored tables are available for groups seeking an exclusive space, with a sponsorship fee required. Unsponsored tables remain open for individual attendees and walk-ins. While walk-ins are welcome, signing up in advance helps with seating plans. Expect an evening of spirited bidding, tasty bites, prizes, and community connection in support of the Benedict Auxiliary.

At Live at 10th & G in Washington, DC, a program planned by Bach scholar Dr. Daniel R. Melamed explores the vocal traditions that shaped Bach’s world. Motets and other sacred pieces for four to eight voices from the 16th and 17th centuries illuminate a lineage of expressive craft and devotion that can be heard in Bach’s own music. Eight singers from the Washington Bach Consort, with organ and violone, perform music by Palestrina, Gallus, Andrea Gabrieli, Bernhard, Schütz, Walter, Knüpfer, Johann Christoph Bach, and Johann Ludwig Bach. The ensemble features sopranos Sara MacKimmie and Amy Nicole Broadbent, altos Kristen Dubenion-Smith and Hannah Baslee, tenors Matthew Loyal Smith and Andrew Bearden Brown, and basses Edward Vogel and Edmund Milly, with Adam Pearl on organ and Jessica Powell Eig on violone. Underwritten by Helen McConnell.

Experience the olllam’s genre-defying blend of Irish musical tradition, virtuosic instrumentation, and Detroit-inspired post-rock psychedelia. Their compositions weave cyclical, trance-like melodies with intricate rhythms, drawing on the talents of accomplished musicians. Miraje, the project of vocalist Miranda Mlilo and guitarist Jason Seiler, brings expressive melodies, dreamy guitar and vocals, rich instrumentals, and poetry shaped by their diverse backgrounds and DC’s music scene.

Test your knowledge at a free themed trivia night hosted by Michael Bolton at Lost Generation Brewing Company. Themes vary throughout the year, including Star Wars, Bravo, Taylor Swift, James Bond, Star Trek, The Simpsons, The Muppets, and Lord of the Rings. The winning team receives $75 off its tab, and second place receives $25 off. The brewery also offers $5 Shift beers, with food from local vendors. Seating is first come, first served.

Drummer Lesley Mok and pianist Phillip Golub perform together as dream brigade, presenting improvisations and personal interpretations of two jazz standards. Their self-titled debut album, released by Infrequent Seams, has received international acclaim. The duo’s music gives their voices as improvisers and instrumentalists room to unfold.

Experience a formal Viennese Ball featuring live classical music from the Salon Orchestra of Washington, including Strauss waltzes, ballroom music from around the world, and the Radetsky Grand March. Guests are invited to take part in the Strauss Fledermaus Quadrille #6 or enjoy the dancing and elegant European ball atmosphere. Benefactor ticket holders can enjoy an Austrian delicacies buffet, while Austrian and European desserts are served later in the evening. The event is for attendees aged 21 and over. Seating is limited and not guaranteed, as space is arranged to accommodate dancing.

Ethan Regan brings the Young Regan Tour to The Atlantis.

The Longest Johns are scheduled to perform at the Lincoln Theatre in Washington, D.C.

Punch Brothers have partnered with PLUS1 to direct $1 from each ticket to organizations working to support equity, access, and dignity for all.

Geese have partnered with PLUS1 to contribute $1 from each ticket to organizations supporting positive change in their communities.

Explore a lively marketplace set amid the charm of Lunenburg, Nova Scotia, where artisans, local flavors, and live music create a welcoming scene. More than 150 vendors fill multiple buildings, with an extra building added for 2026. Browse handmade work from Nova Scotian makers, including pottery, woodwork, glass art, textiles, home decor, jewelry, and more. Savor a variety of treats and beverages such as baked goods, fudge, nuts, specialty foods, food truck favorites, and local wines. Food trucks are available both days, and outdoor tents extend the experience beyond the buildings. Admission includes a weekend pass bracelet. Only service dogs are allowed inside buildings, and bringing cash is recommended.

A warm community breakfast honors those who served with an unlimited spread of pancakes, bacon, sausage, and coffee. Veterans receive a complimentary meal, and all others are welcome with entry by donation. Reservations are encouraged but not required. To reserve a spot, email comapany7alarmersaux@gmail.com or call 410-449-0457. This gathering is held in recognition of Veterans Day weekend and focuses on good food and shared camaraderie.

The market offers a range of goods to explore, including handmade items, apparel, custom tumblers, and a variety of desserts. Vendors attending include Bee-You-Tiful Bakes, The Glided Whisk, Morning Star Bakery, Sippin Dirty Refreshments, and Penrod’s Sweet Treats.

A local nonprofit presents a curated marketplace featuring makers from Calvert, Charles, and St. Mary’s counties. Explore handmade candles, gems and jewelry, leather goods, needlework, paintings, pottery, paper quilling, quilts, soaps, stained glass, woodworking, and more. Admission is free. The experience is accessible for wheelchairs, rollerators, and strollers, with accessible parking available. Restrooms are on site, and dogs are allowed.

The Farmers Market SW at The Wharf features local farmers offering fresh, locally sourced food, with Diverse Markets DC.

Town Market transforms into a Hogwarts inspired marketplace with a Horcrux quest to complete. Shoppers can explore mums, pumpkins, handmade crafts, apparel, tumblers, and desserts. A prize will be awarded for the best Harry Potter character costume. A scavenger hunt is available and participants can pick up the list on site. Vendors expected include Christina's Cookies, Destination Family, Crafty Fox, Hoodkandbookd, Penrod's Sweet Treats, The Oma Shop, Mom Bun Accessories, Lantern and Quill Bookshop, and Primal Brew. Vendor spaces are 10x10 and those interested are asked to message directly for details.

Backyard Market at The Shoppe brings a friendly showcase of local vendors to Parks Plant Shoppe, hosted by a local plant dealer. Explore handmade goods, plants, and food while browsing a varied mix of small businesses. Look for Pop N Pancakes with mini pancakes loaded with toppings, plus iced coffees and dirty sodas, along with mobile clothing boutiques, artisan jewelry, a slime creation station, 3D printed pieces, pens, keychains and wristlets, mystery book picks, crocheted items, and plenty of houseplants. Early shoppers who make a purchase inside the shop can receive a complimentary plant, with the first fifteen getting a 4 inch plant and the next fifteen receiving a 2 inch plant. Overflow parking is available directly behind the plant shop through the gate.

Friends of the Library’s annual Fall Book Sale arrives at St. Mary’s County Fairgrounds in the Auditorium building, featuring a new location and longer hours. Browse an expanded selection of gently used books across many categories, with more choices than in previous years. Free parking is available. The day begins with a members only shopping period, then opens to the general public later. Memberships are available at the door. Cash, checks, and credit cards are accepted. All profits support St. Mary’s County Library.

Celebrate Game Store Day at the Southeast Neighborhood Library with gaming sessions, special guest visits, and goodies. More details will be announced soon.

Learn Mahjongg, sharpen your Scrabble skills, and enjoy games that can help keep your brain active. Library materials about Mahjongg and Scrabble are available to explore. Registration is required. Contact the library at least two weeks in advance to request accessibility accommodations.

Spend an afternoon enjoying fellowship, games, and food at Franklin Hall. Some games will be provided, and attendees are welcome to bring a favorite. Food and drinks are available for purchase on site.

Enjoy two classes and social dancing while learning Cuban salsa moves and connecting with a dance community. Dress comfortably.

Knitters, embroiderers, crocheters, and anyone interested in learning can gather with fellow fiber crafters to develop their skills. Bring a project in progress or start something new, and remember to bring your own yarn. Registration is requested. Contact the library with accessibility questions or requests.

Spend time sketching at Congressional Cemetery, a sacred place for honoring the dead and a gathering place for the living. Host Dani will greet attendees near the E Street gate, and participants can gather afterward to share their work. All styles and skill levels are welcome. Restrooms and an ADA-accessible portable toilet are available on site.

Jamie’s Gang brings live music to Northern Neck Brewing Company. Guests can sip a cold brew, relax with friends, and settle into a laid back night out. The focus is on celebrating local music alongside local beer in a friendly setting.

The provided information lists public, artist, Spotify, and VIP package sale details, but does not include any description of the event itself.

Sasheer Zamata and Nicole Byer celebrate the joys of best friendship in a podcast about having someone by your side through life’s ups and downs. Whether you need support with changing your number, being single, or trying a pole-dancing class, this podcast offers a place to enjoy their take on friendship.

London-based singer-songwriter and producer Natanya blends emotional candor with polished, self-assured pop production. Her music draws on a genre-spanning range of influences and pairs introspective writing with a confident sound. Natanya writes her lyrics and serves as executive producer, with Oscar Scheller as co-producer. Her work has earned critical recognition, including GUAP GALA’s 2023 Music Artist to Watch award, and she has performed on tour with Destin Conrad, Ravyn Lenae, and Mereba, as well as supporting FLO and PinkPantheress.

A variety party band performs a mix of favorites across Top 40, classic and modern rock, pop, funk, rap, and hip hop, with a touch of country too. The set features widely known songs that span multiple genres.

Watch What Crappens brings its In The Mix Tour to Washington, D.C.

A beginner-friendly run club featuring a 3–4-mile loop with alternating one-minute walking and running intervals at an approximate 14–15-minute pace. Participants can run, walk, jog, or simply enjoy the atmosphere. Afterward, there is an opportunity to get a treat at The Beanery or Juice Buzz. The goal is to get moving, spend time outside, and start Sunday with good people. The run takes place rain or shine unless conditions are dangerous.

Learn the fundamental skills and three foundations of TI Swimming with TI Coach Lloyd Henry. The workshop is intended for beginners, triathletes, and elite swimmers. It includes classroom orientation and workshops, two pool sessions, lunch, and video analysis and review.

The R&B Club explores the music and cultural influence of 1996, a standout year for R&B. The discussion looks at artists and releases including Lauryn Hill, Mariah Carey’s Daydream, the Waiting to Exhale soundtrack, Maxwell, Dru Hill, SWV, Toni Braxton, Aaliyah, New Edition, and Tony! Toni! Toné!, as well as the continuing collaborations between hip-hop and R&B. Founded in 2018, The R&B Club is a musical book club-style gathering focused on the influence of R&B.

The Lucky Brunch & Day Party features brunch, refreshing drinks, and music by Young Toon, DJ Joiyce, and DJ Schemes at Lucky Bar. Brunch reservations and bottle service are available.

This advanced class explores the Shotgun, a versatile long-form improv format centered on a group of people who know one another and are headed somewhere together. Participants will strengthen ensemble relationships, develop distinct character points of view, and weave backstory and themes into timelines that can be narrative or moment-driven. The work emphasizes listening, accepting, supporting one another, and pursuing what is ripe for play. The format can be adapted for short sets or longer performances. Prior training in the Shotgun format is required. The class is for adults and concludes with a graduation performance.

The Mountain Grass Unit is featured in the Appalachian Smoke Tour.

Lime Garden brings its energetic, expansive sound to the stage, drawing on its second album, Maybe Not Tonight. The Brighton four-piece blends glitchy vocal textures, hypnotic drums, garage-rock guitars, detuned synths, and other elements into songs that explore nightlife, personal change, and facing uncomfortable truths. nina1am, a queer Vietnamese-American singer-songwriter from the DMV, creates lush soundscapes for melodies and stories shaped by nature, identity, self-reflection, and desire.

Sejoe, the Haitian-American comedian whose real name is Alexandre Ducasse, is known in the Haitian community as the “Haitian Dave Chappelle.” Born in Brooklyn and raised in Haiti, he draws on experiences shaped by political upheaval, including a presidential coup and an American military invasion. His groundbreaking comedy includes the stand-up special “Nou Chaje ak Pwoblèm” (“We Got A Lot of Problems”) on Amazon Prime.

St. Mary’s Animal Welfare League, in collaboration with the St. Mary’s County Health Department, offers an affordable clinic at St. Mary’s County Fairgrounds that provides essential care for cats and dogs. Services include rabies and distemper vaccinations, as well as microchipping. Pricing is $15 for a rabies vaccine, $15 for a distemper vaccine, and $30 for microchipping. To receive a three year rabies vaccination, bring a current rabies certificate rather than tags. Please ensure cats arrive in a secure carrier and dogs are on a leash. Payment can be made by cash, check, credit or debit card, or CashApp. The rabies clinic may be canceled or rescheduled if there is a scheduling conflict at the Fairgrounds.

Dine in or order online from Applebee’s in Prince Frederick to support St. Maries Choral Arts. Half the cost of the listed entrees will be donated to SMCA through this community partnership.

The St. Mary’s County Mobile Library visits the Piney Point Lighthouse Museum on select days each month, offering Wi-Fi access, help with library card services, crafts to go, and a selection of materials to check out. Although the mobile collection is not available for holds, staff can help request books and other items from additional library locations. Returns from any branch are accepted at the vehicle, and anything borrowed from the mobile unit can be returned to any library location.

Community Game Night will not take place due to National Night Out at Town Hill in Colonial Beach. National Night Out includes free hot dogs, demonstrations of industrial equipment, and appearances by firetrucks and police cars.

Enjoy five creative days focused on scrapbooking and card making at Hilton Garden Inn Solomons in Dowell, Maryland. Registration is 240 dollars, with a 50 dollar nonrefundable deposit collected at sign up, and those who pay in full at registration receive an exclusive retreat gift. A limited number of day spots are available at 60 dollars per day on a first come, first served basis. Each participant is provided a dedicated six foot workspace with power access, along with themed materials, a welcome gift, door prizes, and games. The experience includes classes, demonstrations, and hands-on projects you can take home. Supplies will be on hand such as album covers, pages, paper packs, stickers, embellishments, tools, storage solutions, pens, and more. A discounted hotel rate will be announced, with fees and taxes applicable, and room types include two queens or a king bed with a sofa. Hosted by Kimberly Leatherwood. All scrapbookers and crafters are welcome.

Celebrate community at Ledo Pizza in Leonardtown with a spirit night benefiting The Auxiliary of the Leonardtown Volunteer Fire Department. When paying your bill, mention the flyer to your server.

Caregivers supporting someone with Alzheimer’s can connect with peers to share practical tips and encouragement at Calvert Library. The conversation will be facilitated by Jeannette Findley and JC Hooker. For accessibility accommodations, please contact at least two weeks in advance at 410-535-0291.

A live bill featuring performances from Chat Pile, Soul Glo, and Shallowater. The lineup brings together artists from Oklahoma City, Philadelphia, and Houston. The show is open to all ages.

Tony Rock has headlined sold-out runs at the DC Improv for years. He has built a wide-ranging career onstage and on camera, and he hails from a renowned comedy family.

A.i Warehouse hosts MPH for an adrenaline-charged UK garage showcase steeped in rave energy. A producer from Manchester, MPH has quickly become a standout in the new wave of UK garage, with tracks like Rush and One Sixty earning wide support and a run of releases that blend classic garage swing with modern low-end power and festival-scale intensity. Expect deep, rolling bass, razor-sharp percussion, and relentless forward motion. This is a floor-focused night built for dancers from beginning to end, packed with quick-moving rhythms, warehouse weight, and unfiltered UK garage energy.

The MVRSA Annual Public Auction will be held at the Mechanicsville Moose Lodge and features opportunities to bid on donated items. Donations valued at $100 or more are being collected for the auction. For questions or to arrange a donation, contact Sue Wood or Linda Talton. Additional details are available on the event flyer.

Enjoy an evening of local tastes, art, shopping, and community spirit in downtown Colonial Beach. Wander through boutiques, galleries, restaurants, and other businesses while sipping beer, wine, or cocktails purchased from participating establishments, and carry your beverage within the designated Sip N' Stroll area as you explore. Galleries take part in the Art Walk, adding a creative highlight to the waterfront setting. This relaxed outing works for time with friends or a casual date and offers a chance to discover new favorites alongside longtime local spots. There is no admission charge, and beverages are available for purchase at participating locations.

Celebrate Jimi Hendrix’s musical legacy with the Eli Cook Band performing rock and roll classics from Hendrix’s catalog. On The Bus brings a tribute to the Grateful Dead, recreating the band’s music and spirit, while Washington, D.C.-based singer-songwriter BRASSIE performs songs by Janis Joplin in her own style. The evening brings together music associated with Hendrix and his musical companions.

Runners and walkers take on 5k and 10k distances at the fifth annual Run 4 MK, presented with Bishop’s Events to benefit Miriam’s Kitchen and its work to end chronic and veteran homelessness in Washington, DC. A 500 meter dash is also offered. Participants can take part in person or virtually. The event pays tribute to Waldon Adams, a former guest, community leader, and dedicated runner who completed more than 80 races, including 15 marathons, and who helped others find safe and stable housing. The timing aligns with Veterans Day observances and the start of National Hunger and Homelessness Awareness Week, underscoring the mission behind the run. Courses follow an out and back format on the C&O Canal path. The 5k uses a flat, lightly graveled trail with minimal elevation change, and the 10k is also out and back. On-course support includes one water stop on the 5k near mile 1.55 and three on the 10k near miles 1.55, 3.1, and 4.65, with sports drink available at some stations. Finishers receive a medal, a technical event shirt, and chip timing, and live results with runner tracking are provided. Points from this race count toward the Year-Long 5k, 10k, and Back of the Pack Series, as well as the Fall Series. The Back of the Pack Series is designed for participants who run at higher average paces so they can compete for series points with peers. Post-race recognition includes awards for the top three men and women overall, plus first and second place in age groups 19 and under, 20 to 29, 30 to 39, 40 to 49, 50 to 59, 60 to 69, and 70 plus. Staff photos are shared on social media after the event. Packet pickup takes place on site, and there is no on-site registration on race day. Restrooms are located near the registration area and the start and finish. This is an all-weather event and may be adjusted for safety if conditions require it. The race is set within an area regularly served by Miriam’s Kitchen’s Outreach Team, offering a meaningful connection to the community and a tangible way to support housing justice. Unauthorized participation is not permitted in order to protect runner safety and race resources.

Get a first look at scuba in a relaxed, instructor-led pool session at the Wellness and Aquatic Center on the College of Southern Maryland Leonardtown campus. No certification or previous diving experience is required, and the focus is learning to breathe underwater in a supervised environment designed for beginners. This is an introductory experience rather than a certification course. It starts with a brief orientation that covers basic gear, breathing, and safety, followed by time in shallow water to practice moving and breathing with the equipment while an instructor remains by your side. There are no tests and no prior training needed, just a straightforward way to try scuba in a calm setting. Professional guidance and the use of scuba equipment are included. It suits first-time divers, anyone thinking about pursuing certification, or those interested in a unique water activity. Participants should be comfortable in the water, and the minimum age is 10. Additional details are provided during registration. Held at College of Southern MD-Leonardtown in Leonardtown, MD.

This instructor-led course introduces new divers to the knowledge and skills needed to scuba dive safely with a buddy. No prior scuba experience is required, though participants should be at least 10 years old and comfortable in the water. Training includes online learning about dive theory, equipment, safety, and planning, followed by scuba skills practice in a controlled environment and supervised open water dives. The open water portion requires a separate fee and an additional weekend. Successful completion earns an internationally recognized scuba certification. Professional instruction, confined water training, certification processing, and ongoing support are included. Training materials, certification fees, equipment rental, and dive site entry fees may vary.

Get creative and celebrate the holiday season by making handmade ornaments. Participants of all ages can use a variety of materials to design unique decorations to take home, adding a personal touch to their holiday décor. The workshop is free, and donations are welcome to support museum programming.

Explore the colorful possibilities of Gelli Plate printmaking in a hands-on workshop led by mixed media artist Tracey Brinckman at Two Rivers Arts. Welcoming both experienced artists and those who have never used a brayer, this class highlights simple, creative techniques that make pulling prints approachable and fun. All supplies are provided, and lunch is included.

Explore a seasonal vendor and craft showcase at the St. Leonard Volunteer Fire Department, featuring local sellers with handmade creations, jewelry, home decor, and one of a kind gifts. Admission is free. Purchases support the St. Leonard VFD Co. 7 Alarmers Auxiliary, so browsing and buying helps a community cause.

Kurt Schlesinger performs live at The Brass Tap. The evening features music, food, and time with friends.

Matteo Lane brings We Gotta Catch Up! to Warner Theatre, blending stand-up with the musical and artistic skills that define his act. Originally from Chicago and seasoned in New York City comedy clubs, he has performed to sold-out crowds around the world, including appearances at Carnegie Hall and The Kennedy Center. His material spans personal experiences as a gay man and observational takes on everyday life. On screen, his credits include the Amazon Original film Upgraded, the Netflix series Survival of the Thickest with Michelle Buteau, the feature Molli & Max in the Future that premiered at SXSW, and Netflix's all-queer stand-up special Outstanding: A Comedy Revolution. His specials Hair Plugs & Heartache and The Advice Special have earned millions of views. Fluent in five languages with a six-octave singing range, he previously lived in Italy as an oil painter and classically trained opera singer before launching his comedy career.

White Ford Bronco performs 90s favorites at Union Stage in Washington, DC. The set features popular jams from the decade, and the event is open to all ages.

Refresh essential scuba skills with a calm, instructor-guided session at College of Southern MD–Leonardtown in Leonardtown, MD. Designed for certified divers who want to regain comfort underwater or prepare for upcoming travel or training, this weekend course focuses on core techniques, safety procedures, and proper equipment use in a controlled setting. It is not a new certification, rather a focused tune-up tailored to your experience and how long you have been out of the water. The program combines a self-paced PADI eLearning knowledge review with a confined water practice session, supported by personalized coaching throughout. Registration includes access to the eLearning, professional instruction, the pool refresher, use of scuba equipment during the session as applicable, and guidance from experienced dive professionals. Personal gear such as mask, snorkel, fins, and fin boots is not included, and these items are available at a 10% discount in the shop. This refresher is well suited for certified divers who feel a bit rusty or want a confidence boost before local dives, advanced classes, or a trip. It does not issue a new certification, and additional training or open water dives may be recommended based on individual goals.

This monthly drop-in group offers anyone grieving a chance to share feelings and receive support from others experiencing loss. There is no fee, and registration is not required.

Caring for a loved one can be deeply rewarding while also affecting physical, mental, and emotional well-being. This caregiver support group offers an open, supportive space to talk with fellow caregivers about challenges, helpful solutions, and the hope that sustains them.

Enjoy activities, community, and fun at this teen-focused event, a chance to spend time with friends. Calvert Library strives to make its events accessible to all. Contact the library with accessibility questions or requests.

Caregivers supporting someone with Alzheimer’s can connect, share experiences, and gather practical ideas with peers at Calvert Library - Southern Branch. The discussion is led by Charles Harrell and Dennis Poremski of the Alzheimer’s Association. For accessibility questions or accommodation requests, call 410-535-0291.

Little Minnows is a program for preschoolers ages 3 to 5, accompanied by an adult. Each session focuses on one of the museum’s three themes and includes story time and a take-home craft, available while supplies last. The program lasts 25 to 40 minutes and is included with museum admission. Capacity is limited, and there is no pre-registration. Sign up at the Admissions Desk upon arrival. From May through August, weather permitting, the program takes place outside in the Corbin Nature Pavilion. At other times, or during inclement weather, it is held indoors in the Harms Gallery.

A special presentation by the Diocese of Savannah will explore the beatification of the Georgia Martyrs, five Spanish Franciscan missionaries who gave their lives for the faith while serving Indigenous communities in present-day Georgia. Their enduring witness of courage, evangelization, and fidelity to the Gospel continues to inspire the Church.

Teens can help shape library events and services through TACOS, the Teen Advisory Council of Students. Calvert Library aims to provide a safe place for teens to hang out, access books and information, and build community, and TACOS meets monthly to share input that supports these goals. Participants receive 1 Service Learning hour for each meeting attended. For access questions or requests, call 410-535-0291.

The Capitol Hillbillies host a monthly community dance featuring live music from an eight-piece band, friendly instructors, and a welcoming crowd. GottaSwing leads a beginner lesson, and no partner is needed. Tickets are $10, with a $5 price for teens and free admission for fired federal employees.

Our Lady Star of the Sea School presents its yearly Christmas bazaar. Prospective vendors can email OLSSbazaarvendors@gmail.com for participation information.

Registration is now open for the OGCA Merry Market, an indoor event taking place in the OGBC FLC at Oak Grove Baptist Church.

West 22nd performs in Washington, DC, at The Atlantis. Tickets are on sale now.

Town Market hosts a festive Holiday Market featuring a variety of vendors to help start your holiday shopping. Cindy Lou Who will be on hand to keep the Grinch out of mischief, and both will be available for photos you can take home. Race cars and classic cars will be on display for everyone to see. Families can visit the children’s craft table and take part in the children’s basket raffle. Vendor spots are available. Expected vendors include Morning Star Bakery, Pax Snacks Freeze Dried Candy, Pops Shop xx, Mary Kay by Renee, Birds Nest Boutique, Bone Appetit Treats, Woodart by Roxanne, Wicked Flames, Thea's Wreaths, Cici's Sugarshack, Primal Brew, Travellers Rest Farm Sanctuary, Witch Wunders, Mom Bun Accessories, and Scentsy by Laura.

Bring your letter for Santa to Town Market and place it in the red mailbox labeled Letters to Santa. The North Pole Express will stop by to collect all the letters. Include a self-addressed and stamped envelope so a reply from Santa can be sent back to you.

Artists are clearing space for new pieces, so a special selection of original artwork is available at discounted prices. It is a chance to find meaningful gifts just in time for Christmas shopping.

Celebrate the start of the holiday season in Leonardtown as Santa arrives for the annual tree lighting in the Town Square. Festivities include holiday music and entertainment, horse and carriage rides, sleigh rides, train rides, hayrides, a live nativity, a petting zoo, face painting, children’s crafts, hot drinks, fresh kettle korn, and other activities. Downtown restaurants and shops around the Town Square will be open and decorated for the holidays.

Small Business Saturday at Town Market LLC features local crafters and vendors with woodworking pieces, candles, custom apparel, jewelry, jams, jellies, salsas, Christmas trees, wreaths, and desserts, plus a food vendor on site. Cindy Lou Who will be making sure the Grinch behaves, and guests can take home photos with both characters. Hungry after browsing? Hot dogs, chips, and drinks will be sold to benefit Mother Catherine Academy. Morning Star Bakery is among the attending vendors. Vendor spaces are available.

Celebrate the start of the holiday season with a family-friendly evening at Piney Point. Enjoy festive lights, 18 themed Christmas trees, an 18-foot crab pot Christmas tree, carolers, craft vendors, and a s’mores pit. Activities include visits with Santa and Mrs. Claus and Frosty the Snowman, storytime with Buddy the Elf, a lighthouse keepers scavenger hunt, and the returning LEGO lighthouse building challenge, which features a new family category. Admission is free, with a suggested donation to support the museum. The Museum Store also offers a selection of unique local gifts and a special holiday ornament.

A semi-formal dinner benefiting the DC Dream Center brings together friends, partners, and supporters for an evening of connection, celebration, and hope for Washington, DC. Guests will hear stories of the center’s impact and learn how support helps transform communities through relationships, discipleship, youth programming, sports, and community engagement.

Happening on the first Saturday of each month, this market brings together crafters along with vendors offering apparel, tumblers, and desserts to browse and buy. Vendors attending include Bee-You-Tiful Bakes, JC's Kitchen, The Glided Whisk, and Morning Star Bakery.

Pets can get festive photos with the Grinch while shoppers explore a seasonal market featuring local vendors. Find gift-ready items such as custom apparel, tumblers, jewelry, woodwork, wreaths, desserts, and soaps. The event is accepting vendors, and Town Market is the sole point of contact. Vendor highlight: Bee-You-Tiful Bakes.

Free entry makes it easy to explore a cheerful daytime marketplace filled with makers and growers. This edition is one of two Holiday Markets in 2026, each highlighting a different mix of vendors. Browse indoor and outdoor areas with over fifty booths featuring handmade, homemade, and homegrown gifts. Look for jewelry and pottery, original art, bath and beauty items, festive and everyday decor, small batch foods and beverages, stocking stuffers, and other thoughtful finds. Choices range from wallet-friendly treats to truly special pieces for someone dear. Inside the Arts Building, enjoy live music and seasonal exhibits, visit the Nature Nook, and continue shopping in the Annmarie Gift Shop, the Holiday Gift Show, and the Ornament Show & Sale. Calm pets on short leashes are welcome. Food truck details will be announced.

A two-day Christmas market at Calvert County Fair brings together makers selling crafts, a variety of food vendors, and plenty of festive fun. Browse for gifts, enjoy tasty bites, and take in the holiday atmosphere across both days.

Take on a flat, picturesque 5k or 10k in Georgetown as the course follows the Chesapeake and Ohio Canal towpath. The out-and-back route is on light gravel with minimal elevation change, and walkers, strollers, and dogs are welcome. Finishes earn points toward Bishop’s Events Year-Long 5k, 10k, and Back of the Pack Series, as well as the Fall Series. Every participant receives a finisher medal, a technical Dri-Fit shirt, and chip timing. Shirts are guaranteed for early registrants, with limited extras available on a first-come basis. Bishop’s Events promo codes cannot be applied to this race. Packet pickup is available at the event, and there is no on-site race day registration. On-course support includes a water station around mile 1.55 on the 5k route, with port-a-johns located near check-in. There is no formal bag check, although items may be left at the timing area at your own risk and unclaimed items will be donated. Live results and runner tracking are available, and race photos captured by staff will be shared online after the event. Top overall men and women are recognized, and age-group awards go two deep in the 19 and under, 20–29, 30–39, 40–49, 50–59, 60–69, and 70 plus categories. A virtual race option is offered for anyone who prefers to participate remotely. The event is held in all weather, and any updates are communicated to registered participants. Proceeds support HBI, which provides free health education, infectious disease screening, and connections to care for underserved and high-risk communities across DC, Virginia, and Maryland, with a mission to remove barriers through culturally appropriate education and resource navigation.

A free holiday celebration spreads across Lexington Park Library and Bay District Social Hall, combining festive shopping and family activities. At the social hall, discover a hometown marketplace of local craft vendors with handmade ornaments and seasonal gifts. Santa is available for photos by the fireplace, and kid friendly activities help keep little ones engaged while adults browse. At the library, enjoy hands-on make and take crafts for all ages, explore the new Maker Space, and settle in with a good book amid the festivities. The celebration concludes with a Christmas tree and menorah lighting filled with caroling and hot cocoa. The Bay District Volunteer Fire Department helps light the live tree and menorah while The Nightingales lead a singalong of holiday favorites.

At Town Hill, the festivities open with a winter parade featuring decorated cars and golf carts, colorful floats, and a special appearance by Santa. The grounds shine with twinkling lights, Christmas trees, elves, snowmen, and plenty of holiday touches. Guests can enjoy hot chocolate, cookie decorating, hands-on holiday crafts, and time by the fire pit while Christmas music sets the mood. Vendor tents offer food and shopping, plus opportunities to write letters to Santa and take a photo with him. A car show hosted by the Colonial Rod Club provides free entry with a toy donation. Children and adults alike find a joyful start to the holiday season.

MARF marks 68 years with a banquet that brings together racers, fans, longtime members, and the wider racing community. The program features appetizers and dinner, awards presentations, music, a 50/50 raffle, a Cooler of Cheer, and a silent auction with baskets, plus bar service available for purchase. Tickets are $50 per person, with a $5 discount for current and lifetime MARF members. Attendance is open to all, and membership is not required. Expect shared stories, friendships, and memories as the community recognizes its contributors, reflects on its heritage, and supports the path ahead.

Known for high-energy live shows, the Justin Taylor Band delivers a contemporary blend of rock and country.

A show with Justin Taylor is set for Buckets Bar and Grill.

Visit with the Grinch and capture a photo, then browse vendors to help finish your holiday shopping. Birds Nest Boutique is among the vendors attending.

Flora from Maafa celebrates a birthday with a hardcore lineup featuring Baltimore’s Stout performing in DC alongside Maafa, DC/Baltimore’s Secret Society, The Screws, and DC bands Balisong and Fade to Nothing. This is an all ages event with $22 admission.

St. Mary's County hosts a festive open house for all ages at the U.S. Colored Troops Interpretive Center in the Lexington Manor Passive Park. Enjoy Christmas storytimes, holiday cookies and refreshments, and appearances by Santa and Mrs. Claus. Exhibits at the interpretive center will be open to explore during the event. Admission is free, made possible by the St. Mary's County Museum Division and the Friends of St. Clement's Island & Piney Point Museums.

Celebrate the holiday season at George Washington Birthplace National Monument with a full day of living history that highlights the start of winter. Enjoy demonstrations that showcase the warmth and traditions of colonial life. Add a bit of seasonal adventure by taking part in a yearly ornament hunt in the Memorial Area, where hidden ornaments hold clues that lead to a Christmas riddle. Solve the puzzle and visit the Visitor Center to receive a seasonal gift. Activities may be modified or canceled in the case of inclement weather.

Santa will visit Town Market LLC in Leonardtown for holiday photo opportunities before setting off on his Christmas journey. Guests can take pictures with him and browse vendors for last-minute shopping. Vendor spaces are available, and Morning Star Bakery is listed among the participating vendors.

A family-friendly holiday celebration brings festive activities, seasonal treats, and a special visit from Santa and Mrs. Claus to the museum. Children and adults can enjoy hands-on arts and crafts, warm up with hot cocoa and other refreshments, and capture keepsake photos with Santa and Mrs. Claus. A small selection of local vendors will offer unique finds and holiday goodies, with additional details to come. It is a welcoming opportunity to celebrate the season with family, friends, and the community.

East Coast Hikers is organizing a moderate pace group hike at Westmoreland State Park, covering roughly 5 to 7 miles through forest and meadow trails with views of the Potomac River. The route includes Laurel Point Trail at 1.5 miles, Big Meadow Trail at 0.9 miles, Turkey Neck Trail at 2.5 miles, and Beach Trail at 0.7 miles one way, with optional shoreline walking at Fossil Beach for those interested in searching for shark teeth. Expect crisp winter conditions, scenic overlooks such as Horsehead Cliffs, and plenty of chances for photos. The group plans to gather near the Visitor Center, where restrooms are available. Dogs on leash are welcome and should be able to keep up with the pace. A Virginia State Parks parking fee of $10 per vehicle applies. Cell service can be spotty in parts of the park, so downloading directions ahead of time is recommended. Travel time from Virginia Beach is about two and a half hours each way. An RSVP is requested, and updating your response if plans change is appreciated.

In Lusby, MD, HydraFX delivers a fusion of rock and reggae, weaving together covers, tributes, and original songs. The group has performed on bills with Fuel, P.O.D., Lit, Living Colour, Hoobastank, Vertical Horizon, and Tantric. Familiar favorites appear alongside the band's own material, all shaped by their two-genre approach.

Swords & Stories hosts a fantasy book club discussion of The Red Winter, a sweeping historical tale inspired by the legend of the Beast of Gévaudan. The conversation explores gothic horror, dark magic, vivid characters, and a love story with a chilling pull. Expect themes of fearsome creatures, old bargains that demand a price, and the unsettling idea that some of the most dangerous monsters look like ordinary people. Discussion points include unraveling mysteries, weighing impossible choices, and venturing through a wintry landscape where every shadow might hide something hungry. Suited to readers who enjoy atmospheric fantasy with a macabre edge.

Celebrate New Year’s Eve with a tabletop marathon at Swords & Spoons. This annual after-hours gathering extends the tavern’s hours for six hours of gaming, laughter, and a shared countdown at midnight. Tickets include admission, a catered meal, and an evening of open play at the largest game store in Southern Maryland. Bring favorite games or pick from a wide library, with tables set for everything from quick party titles to sprawling campaigns. Battle monsters, cast spells, build kingdoms, and discover new favorites. After the countdown, the dice keep rolling to kick off the year with a natural 20.

Taylor Tomlinson returns to The DC Improv Comedy Club in Washington, DC to workshop brand-new material on a renowned comedy stage. Fresh off her fourth Netflix special, Prodigal Daughter, and the release of her first book, Actually, Nevermind, this performance offers a close-up look at jokes in progress. Tickets are nontransferable and may not be resold. To enter, the name on the reservation must match the ID presented, and groups should arrive together. Large bags, laptop bags, and backpacks are not permitted. Small purses are allowed.

Enjoy an afternoon of bingo featuring designer and luxury prizes while supporting Friends of the Linda L. Kelley Animal Shelter and Just One More Dachshund Rescue. Games include early birds, regular pick-a-prize rounds, and super specials. Raffles, pull tabs, 50/50 cash, and concessions will also be available. Prizes include designer bags and accessories, local experiences, outdoor gear, and treat-yourself packages. Paid admission is required, and everyone in the hall must be 18 or older under Calvert County gaming regulations.

This free six week nicotine cessation class, offered through the St. Mary's County Health Department, features weekly sessions lasting about 45 to 60 minutes. Participants explore behavior change strategies, stress management, and practical tools to quit using nicotine products, from cigarettes and cigars to dip and electronic smoking devices. SMCHD and MedStar St. Mary’s Hospital’s Office of Population and Community Health also provide a one time comprehensive class, and taking that standalone session before beginning the six week series is encouraged.

Start the new year with cozy needlework and friendly conversation. Share your goals while enjoying a relaxed time of stitching and chatting.

The Alliance meets quarterly to share information about community organizations, discuss initiatives, update calendars, and seek support from the Town of Colonial for community efforts.