SOUTHERN MARYLAND — Strawberry picking is still available across the region and there is no shortage of reasons to get outside this week across Calvert, Charles and St. Mary’s counties. From a free Night at the Museum for guests with disabilities at the Calvert Marine Museum in Solomons to ancient technology demonstrations at Jefferson Patterson Park in Saint Leonard, a free youth orchestra concert in Waldorf and LexiCon Live at the Lexington Park Library, Southern Maryland has something for everyone this week.
Plan your fun around our packed event calendar and our top picks below.
Check out our Southern Maryland Summer Concert Guide out now — some concerts have already begun!
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THINGS TO DO IN CALVERT COUNTY
☀️ See our Summer Camp Guide for Southern Maryland here.
🍦 See where Kids Eat Free in Southern Maryland here.
Night at the Museum for Friends with Disabilities — 15th Anniversary on May 15 (5–8 p.m.), at Calvert Marine Museum, 14200 Solomons Island Road S., Solomons, MD – Celebrate 15 years of this beloved free evening designed exclusively for guests with disabilities and their families, friends and caregivers, with self-paced access to exhibits, the Discovery Room, Drum Point Lighthouse, toy boat building, a performance by Starz Cheerleaders, a horse experience and 30-minute cruises aboard the Wm. B. Tennison — pre-registration for cruises is required through Calvert County Parks & Recreation Therapeutic Recreation Services at 410-535-1600, ext. 8203. Free admission.
North Beach Farmer’s Market on May 16 (8–11:30 a.m.), at Parking Lot at North Beach Senior Center, 9010 Chesapeake Ave., North Beach, MD – Shop fresh local produce, specialty goods and handmade items at this weekly waterside Saturday market in the heart of North Beach. Free admission.
12th Annual Community Appreciation Event at Prince Frederick CDJR on May 16 (9 a.m.–5 p.m.), at Prince Frederick Chrysler Jeep Dodge, 265 Solomons Island Road S., Prince Frederick, MD – A free, family-friendly day of food, entertainment and community fun — wristbands distributed starting at 11 a.m. for autographs, first 200 only. Free admission.
Fossil Field Experience at Cove Point Lighthouse on May 16 (9 a.m.–noon), at Cove Point Lighthouse, Lusby, MD – A hands-on guided experience hunting for prehistoric fossils at one of Calvert County’s most iconic waterfront landmarks, where the Chesapeake Bay cliffs yield ancient finds for participants of all skill levels. Ticket required.
Village Days/Ancient Tech on May 16 (10 a.m.–3 p.m.), at Jefferson Patterson Park & Museum, 10515 Mackall Road, Saint Leonard, MD – An exploration of ancient technology for all ages featuring hands-on activities including flint knapping, dyeing with natural materials and basket making on the grounds of one of Southern Maryland’s most storied archaeological sites. Supported by the Friends of JPPM. Free admission.
Southern Maryland Beer & Wine Fest on May 16 (noon–4 p.m.), at Mully’s Brewery, 141 Schooner Lane, Prince Frederick, MD – Sponsored by Visit Calvert, this one-day festival gathers breweries and wineries from across the region — including Mully’s, Everyday Saint Brewhouse, Corteau Vineyards, Port of Leonardtown Winery and more — with a commemorative tasting glass, a sampling passport, two food trucks and live music from Miles Deep. Ticket required.
The Road to the Triple Crown: Preakness Party at Barrel 9 on May 16 (4–10 p.m.), at Barrel 9, 11783 HG Trueman Rd., Lusby, MD – Gather at this waterfront bar and grill to watch the Preakness Stakes with fellow horse racing fans, with race-day specials and a festive atmosphere as the second jewel of the Triple Crown takes center stage.
Art Alley Returns to North Beach on May 16 (noon–4 p.m.), at North Beach, MD – This free outdoor community arts celebration returns for its sophomore year with artists, crafters and creative vendors, a collaborative community painting project, a Paws & Print Station benefiting the Calvert County Humane Society, live music and food — presented in partnership with Artworks at 7th, Flynn’s Arcade, the Arts Council of Calvert County and Paisley Arts. Free admission.
Breezy Point Blastoff on May 16 (6–9 p.m.), at Breezy Point Beach & Campground, 5300 Breezy Point Rd., Chesapeake Beach, MD – Kick off the summer season with games, activities, local food trucks and a spectacular fireworks display to close out the night. Beach admission is free after 4 p.m. Free admission.
Tails on the Trails Funfest on May 17 (noon–4 p.m.), at Kings Landing Park, 3255 Kings Landing Road, Huntingtown, MD – The Humane Society of Calvert County hosts this free, family and four-legged-friendly event featuring a noon trail walk, Calvert Search & Rescue K-9 demonstration, photos with Sparky the Fire Dog, a CCSO K-9 demonstration, water fun for pups, corn hole, tie dye, a plant station, vendor tables and food trucks on site. Ticket required.
Community Pressed Flower Workshop on May 21 (10 a.m.–noon), at Burnett Center for Hope & Healing, 4559 Sixes Road, Prince Frederick, MD – A relaxing, hands-on workshop presented by Hospice of the Chesapeake volunteers where participants create pressed flower keepsakes including bookmarks, cards and small frameable art using real flowers — all materials provided and no experience necessary, though space is limited. Ticket required.
Little Minnows: Garden on May 21 (10:15 and 11:15 a.m.), at Calvert Marine Museum, 14200 Solomons Island Road S., Solomons, MD – A themed early childhood program for preschoolers ages 3–5 with an adult, featuring music, stories and hands-on activities centered on May’s Garden theme. Included with museum admission.
Date Night on the Farm: Hand-Tied Spiral Bouquets on May 21 (6–8 p.m.), at Dahlia & Vine Flower Farm, 1560 Lottie Fowler Rd., Prince Frederick, MD – Spend an evening at a working Calvert County flower farm learning to create hand-tied spiral bouquets with fresh spring blooms — a creative outdoor outing ideal for couples or friends. Ticket required.
For more Calvert County events, visit the Calvert County Maryland website.
THINGS TO DO IN CHARLES COUNTY
☀️ See our Summer Camp Guide for Southern Maryland here.
🍦 See where Kids Eat Free in Southern Maryland here.
Teen Game Night at CCPL Waldorf West on May 15 (6–8 p.m.), at Waldorf West Branch Library, 10405 O’Donnell Place, Waldorf, MD – Teens and tweens can drop in and choose from seven video game consoles, board games, card games, coloring sheets and more at this after-hours social gaming event at the library. Registration required.
Shops at Waldorf Center Classic Car Show on May 16 (9 a.m.–3 p.m., rain date May 23), at Shops at Waldorf Center, 2952 Festival Way, Waldorf, MD – Presented with DMV Rod’s & Classic’s Car Club, this all-cars-welcome show features more than 100 trophies awarded, food trucks, vendors, live music and hourly giveaways — with shopping and dining at the center’s retailers and restaurants throughout the day. No spectator fee. Free admission.
Spring Bazaar at Hughesville Bargain Barn on May 16 (9 a.m.–2 p.m.), at Hughesville Bargain Barn, 8275 Old Leonardtown Road, Hughesville, MD – Shop, sell and treasure hunt your way through this sprawling spring bazaar featuring more than 60 full-time vendors plus up to 40 additional hall vendors packed with flea market finds, handmade crafts, collectibles, décor, boutique items and unique merchandise. Free admission.
Community cleans up at Chapel Point State Park on May 16 (10 a.m.–noon), at Chapel Point State Park, Pisces Lane parking lot, Bel Alton, MD – Organized by Strong Towns Charles County, this community trash pickup is open to all — all supplies provided, RSVP at tinyurl.com/cleanupSTCC so organizers can prepare. A carpool is available from nearby St. Ignatius Church for those wanting to avoid the $5 park admission fee.
Maryland House & Garden Tour: Charles County on May 16 (10 a.m.–5 p.m., rain or shine), throughout Charles County, MD – This self-guided tour opens exclusive access to historic properties that are open only on the day of the tour, tracing centuries of American history from early colonial settlements to the Revolutionary War era against Charles County’s enduring rural landscape. Ticket required.
Summer Sunset Cinema: “The Princess and the Frog” on May 16 (gates open 7 p.m., showtime at dusk), at Shops at Waldorf Center, 2952 Festival Way, Waldorf, MD – Hosted by REAL Church and the Shops at Waldorf Center, this free family outdoor movie night screens Disney’s “The Princess and the Frog” under the open sky — bring a blanket or lawn chair and enjoy the show. Rain date one week later. Free admission.
Charles County Youth Orchestra Spring Concert on May 17 (3 p.m.), at Thomas Stone High School, 3785 Leonardtown Road, Waldorf, MD – The CCYO, Encore Band, Encore Strings and Prelude Strings perform their annual spring concert — with a reception following the performance. Free admission.
WGTS Sticker Stop and Diaper Drive at Town Hall on May 19 (3–7 p.m.), at La Plata Town Hall, 305 Queen Anne St., La Plata, MD – WGTS 91.9 returns to La Plata Town Hall for a live broadcast and community diaper drive benefiting the Maryland Diaper Bank — swing by with donations of size 3–6 diapers, which are most needed, and enjoy the fun. Free admission.
CSM Quantum Computing Forum on May 20 (8:30 a.m.–4:30 p.m.), at Center for Business and Industry (BI Building), College of Southern Maryland, 8730 Mitchell Road, La Plata, MD – A full-day community forum examining what quantum computing is, why it matters and how emerging technologies may shape local industries, the workforce and Maryland’s economic future. RSVP needed.
15th Annual Southern Maryland Hiring Event on May 21 (10 a.m.–4 p.m.), at College of Southern Maryland, La Plata Campus, 8730 Mitchell Road, La Plata, MD – Hosted by the Tri-County Council for Southern Maryland, CSM and the Rural Maryland Council, this major regional job fair connects jobseekers with employers across health care, public safety, skilled trades, education, government services and technology — with free professional headshots available to all attendees. Free admission.
For more Charles County events, visit the Charles County Maryland website.
THINGS TO DO IN ST. MARY’S COUNTY
☀️ See our Summer Camp Guide for Southern Maryland here.
🍦 See where Kids Eat Free in Southern Maryland here.
Mother Goose at Historic St. Mary’s City on May 15 (10 a.m. and Twilight session 6–8 p.m.), at Historic St. Mary’s City — State House Bluff, 18751 Hogaboom Lane, St. Mary’s City, MD – Join Mother Goose and her pal Gigi on the State House Bluff for an interactive PreK adventure bringing classic rhymes to life through movement, music and hands-on activities designed to spark curiosity and imagination in young learners ages 3–6. Ticket required.
Trivia Night at Corteau Vineyards on May 15 (6–8 p.m.), at Corteau Vineyards, 38713 Golden Beach Road, Mechanicsville, MD – Gather your crew of up to six and put your brainpower to the test over glasses of local wine, with first place taking home a $25 Corteau gift card and second place earning a $15 gift card. Free admission.
“Pride & Prejudice” — Closing Weekend from May 15–17 (various times), at Three Notch Theatre, 21744 South Coral Drive, Lexington Park, MD – The Newtowne Players bring down the curtain on their standout spring production of Kate Hamill’s bold, boisterous reimagining of Jane Austen’s classic — following the fearlessly outspoken Lizzy Bennet and the endlessly exasperating Mr. Darcy through a finale audiences won’t soon forget. Ticket required.
Federal Benefits Expo on May 16 (10 a.m.), at Mount Zion United Methodist Church Hall, 27108 Mt. Zion Church Road, Mechanicsville, MD – Organized by NARFE St. Mary’s County Chapter 969, this free expo connects active and retired federal employees directly with benefits professionals providing face-to-face answers on retirement, health insurance, TSP and more — all information straight from the source at no cost. Free admission.
LexiCon Live at Lexington Park Library on May 16 (10 a.m.–4 p.m.), at Lexington Park Library, Meeting Rooms A&B, Lexington Park, MD – An all-ages pop music–themed celebration for fans of comics, sci-fi, fantasy, gaming and superheroes, featuring live performance activities, crafts, a cosplay contest and community vendors — one of the county library system’s most beloved annual events making its spring return. Free admission.
Momchella: Disco Cowgirl Day Party on May 16 (noon), at The Rex Theatre, 22695 Washington St., Leonardtown, MD – A festive daytime party at The Rex featuring pop-up local shopping, cocktails, a live DJ, giveaways and a photo booth — bringing glam disco-cowgirl energy to historic downtown Leonardtown for an afternoon celebration. Ticket required.
Free Public Open House at Drayden African American Schoolhouse on May 16 (11 a.m.–2 p.m.), at Drayden African American Schoolhouse, 18287 Cherryfield Road, Drayden, MD – Visit one of the nation’s best-preserved one-room African American schoolhouses in partnership with the Unified Committee for Afro-American Contributions, exploring the profound contributions of African Americans in St. Mary’s County and hearing the real stories of students who learned here through the mid-20th century. Free admission, donations accepted.
Baby Prom at Charlotte Hall Library on May 16 (2–4 p.m.), at Charlotte Hall Library, 37600 New Market Road, Charlotte Hall, MD – Dress baby in their best and head to the library for this sweet community event promoting early literacy, socialization, sensory play and motor development — dancing shoes welcome. Free admission.
Mother Daughter Tea on May 17 (10 a.m.–noon), at Hollywood Recreation Center, 43874 Scriber Lane, Hollywood, MD – St. Mary’s County Recreation & Parks hosts this tea-rex and tiaras event for girls ages 3–12 and their special adult, featuring light refreshments, crafts, activities and photo opportunities — each girl receives a keepsake to take home. Ticket required.
Annual Strawberry Festival at Christ Episcopal Church on May 17 (12:30–4 p.m.), at Christ Episcopal Church Chaptico Parish Hall, 37497 Zach Fowler Road, Chaptico, MD – An old-fashioned day in the country benefiting local charities, with strawberry shortcake, strawberry pies, strawberry desserts and Mike’s Barbecue with all the trimmings, plus quality artists and crafters, live music all day from Folk Salad and Jeff Warner, a So. MD Bootscooters performance at 1:30 p.m. and a bicycle ride. All proceeds support St. Mary’s County charities. Free admission.
Wine & Design: Patriotic Daisies on May 21 (6:30 p.m.), at Wine & Design St. Mary’s County, 41610 Fenwick St., Leonardtown, MD – Paint a patriotic daisies canvas in this guided art workshop — a fitting way to ease into Memorial Day weekend with creativity and good company. Ticket required.
For more St. Mary’s County events, check out the Visit St. Mary’s MD website.
Friday – May 15th
4:00pm – Justin Crenshaw – Lyon Family Farms – Mechanicsville MD
5:00pm – Bradley Turner & Eric Wathen – Pier House – Cobb Island MD
5:00pm – JT Horne – Mully’s Brewery – Prince Frederick MD
5:00pm – Billy Breslin – Greene Turtle Sports Bar – La Plata MD
5:00pm – Richard Hayward – Greene Turtle Sports Bar – California MD
5:00pm – Mike Mead & Eric Wolf – Running Hare – Prince Frederick MD
6:00pm – Chris Dean – The Local – Hollywood MD
6:00pm – Monkey Business – Seabeeze Tiki Bar – Mechanicsville MD
6:00pm – Straight Vibin’ – Breton Bay Country Club- Leonardtown MD
6:00pm – Hyland Brothers – Happy Harbor Restaurant – Deale MD
6:00pm – Kevin Lee – Dockside Restaurant & Sports Bar – Deale MD
6:00pm – Southland – Wheel House Beer Garden – North Beach MD
6:00pm – Weird Science – The TIKI Bar – Solomons MD
6:00pm – Doc Lohn – Stoney’s Clarkes Landing – Hollywood MD
6:00pm – David Norris & Stu – Ruddy Duck Brewery & Grill – Solomons MD
6:30pm – James Cornett – Bluefish Pub – Solomons MD
7:00pm – Jasmine Cain / Stripped – The Potomac Gardens – Coltons Point MD
7:00pm – Viands & Co – Pirates Cove Dock Bar – Galesville MD
7:00pm – Taboo – Port Tobacco Restaurant – Port Tobacco MD
8:00pm – Motorboat Company – Action Lounge & Billiards – Leonardtown MD
8:00pm – Never 2 Late – Toots Bar – Hollywood MD
8:30pm – Wes Ryce & The Vice – Ollie’s Bar & Grill – La Plata MD
9:00pm – Myles Deep Band – Twisted Bar & Grill – Hollywood MD
9:30pm – David Hamner – C & R Pub – Towson MD
Saturday – May 16th
12:00pm – SOMD Beer & Wine Fest @ Mully’s Brewery – Prince Frederick MD
———- Myles Deep Duo + 5 Breweries, 5 Wineries, 2 food Trucks –
12:00pm – Elena Barrett – Running Hare Winery – Prince Frederick MD
12:00pm – Mark Tatum – Two Lions Vineyards – Brandywine MD
1:00pm – Shaun Gomban – Big Kahuna Cruise – Solomons MD
1:00am – Alex Barnett – Xella Winery – Mechanicsville MD
2:00pm – John Luskey – Port of Leonardtown Winery – Leonardtown MD
2:00pm – Dust on the Bottle – Robin Hill Vineyards – Brandywine MD
2:00pm – Greg Floberg – JaneMark Winery – Brandywine MD
2:00pm – Kiara Vos – Corteau Vineyards – Mechanicsville MD
3:00pm – Park’s Edge – The Boathouse @ Anchored Inn – Deale MD
3:00pm – Arkansas Williams – Skipper’s Pier – Deale MD
3:00pm – Noel Duke & Friends – The Scuttlebutt – Cobb Island MD
5:00pm – Ryan Webster – Running Hare Winery – Prince Frederick MD
5:00pm – Loose Change – Happy Harbor Restaurant – Deale MD
5:00pm – Desperately Seeking Awesome – Campground – Breezy Point MD
6:00pm – Carla Simpson – Stoney’s Clarkes Landing – Hollywood MD
6:00pm – Lunatic Fringe – Seabreeze Tiki Bar – Mechanicsville MD
6:00pm – Troll Tribe – Wheel House Beer Garden – North Beach MD
6:00pm – Outnumbered Unplugged – Anthony’s Bar & Grill – Dunkirk MD
6:00pm – Brian Grumbine – Southern Trail Distillery – Mechanicsville MD
6:00pm – Mariah Jean – The Local – Hollywood MD
6:00pm – First Friday – Dockside Restaurant & Sports Bar – Deale MD
6:00pm – 3AM Tokyo – The TIKI Bar – Solomons MD
6:30pm – Shaun Gomban – Bluefish Pub – Solomons MD
7:00pm – River Rock Band – Water View Inn – Bushwood MD
7:00pm – Last Shot Band – Elks Lodge #2620 – Prince Frederick MD
7:00pm – Social – High Tides On The Potomac – Colonial Beach VA
7:00pm – Billy Breslin – Neptune’s Seafood Pub – North Beach MD
7:00pm – Basement Snakes – Lord Calvert Bowling Center – Huntingtown MD
7:00pm – Shawn Musselman – Pirates Cove Dock Bar – Galesville MD
7:00pm – Byron Ciotter – The Brass Tap – California MD
7:30pm – Groove Spot Band – Rod ‘N’ Reel Resort – Chesapeake Beach MD
8:00pm – Monkey Business – Cryer’s Back Road Inn – Leonardtown MD
8:00pm – Joe Cox – Olde Town Pub – Leonardtown MD
8:00pm – Framing The Tin Man – Toots Bar – Hollywood MD
8:00pm – Taboo – Buckets Bar & Grill – Lusby MD
8:00pm – Hit or Miss – The Rex Theatre – Leonardtown MD
8:30pm – Midnight Sunsets – Ollie’s Bar & Grill – La Plata MD
9:00pm – HydraFX – Apehangers Bar & Grill – Bel Alton MD
Sunday – May 17th
12:30am – Folk Salad – Strawberry Fest @ Christ Church – Chaptico MD
1:00pm – Shane Graham & Derek Norris – Running Hare – Pr. Frederick MD
2:00pm – Josh Airhart – Port of Leonardtown Winery – Leonardtown MD
2:00pm – Trish & Andy – The TIKI Bar – Solomons MD
2:00pm – Water’s Edge Band – Apehangers Bar & Grill – Bel Alton MD
2:00pm – John Luskey – Seabreeze Tiki Bar – Mechanicsville MD
2:00pm – Kevin Lee – Robin Hill Farm & Vineyards – Brandywine MD
2:00pm – Troll Tribe – Skipper’s Pier – Deale MD
2:00pm – Ryan Moran – Wharf 38 – Deale MD
3:00pm – Aaron Wolf & Milton J – Wheel House Beer Garden – North Beach MD
3:00pm – Loose Change – The Boathouse @ Anchored Inn – Deale MD
3:00pm – Hyland Brothers – Dockside Restaurant & Sports Bar – Deale MD
3:00pm – T & T Steel Drums – Pirates Cove Dock Bar – Galesville MD
3:00pm – Jack Allen – Olde Town Pub – Leonardtown MD
3:00pm – The Bootleggers – Fitzies Restaurant & Pub – Leonardtown MD
3:00pm – Taboo – Dockside Restaurant & Tiki Bar – Colonial Beach VA
3:00pm – Doc Lohn – The Pier River Bar – Solomons MD
3:00pm – Greg Barrick – Stoney’s Clarkes Landing – Hollywood MD
4:00pm – Ryan Forrester – Happy Harbor Restaurant – Deale MD
Monday – May 18th
Tuesday – May 19th
5:00pm – Catey Peters – Heritage 485 – Prince Frederick MD
6:00pm – Wes Ryce & Moe Owens – Apehangers Bar & Grill – Bel Alton MD
7:00pm – Open Mic w/Derek Norris – Twisted Bar & Grill – Hollywood MD
Wednesday – May 20th
12:00pm – Hump Day Band – Cryer’s Back Road Inn – Leonardtown MD
5:00pm – Madisun Bailey – Ketch 22 Restaurant – North Beach MD
5:00pm – Just Us – The Boathouse @ Anchored Inn – Deale MD
5:00pm – Shaun Gomban – Trifecta Restaurant – Solomons MD
6:00pm – Hyland Brothers – Brick Wood Fired Bistro – Prince Frederick MD
6:30pm – Comedy Open Mic – Twisted Bar & Grill – Hollywood MD
7:00pm – Open Mic w/Steve Nelson – The Tavern – Saint Leonard MD
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