SOUTHERN MARYLAND —Whether you’re looking for family fun, local history or a night out, this weekend has something for everyone across Calvert, Charles and St. Mary’s counties. Catch the last weekend of peak poppy bloom at Goldpetal Farms in Chaptico, take the family to the 6th Annual NatureFest at College of Southern Maryland for a free day of hands-on science and nature activities, or stop by Lowe’s Saturday morning for a free MrBeast Swarm Launcher kids workshop.
Looking to level up your career or launch your own business? The Freelancing 101 Workshop hosted by 36 Virtual takes place Saturday morning at The Inn at Leonardtown, with limited spots remaining. Plus, don’t miss your chance to enter to win tickets to see Almost Queen with Separate Ways The Band at the Calvert Marine Museum Waterside Pavilion on June 13. Check out the full Summer Concert Series and start planning your next night out.
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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
True Value Solomons Liquidation Auction on May 29–30 (8:00 a.m.), at True Value, 20 Creston Lane, Suite A, Solomons, MD — a two-day liquidation auction hosted by Hayes Auction Services. Free admission.
Arts & Crafts 2 Go on May 29 (11:00 a.m.–5:00 p.m.), at Navy Recreation Center Solomons – Adventure Zone, 13855 Solomons Island Road, Solomons, MD — pre-bagged take-home craft kits available for pickup every Monday and Friday through Labor Day; all supplies included, limited quantities while supplies last. Base access required. Free admission.
Double Oak Farm Garden Tour on May 30 (9:00–11:00 a.m.), at Double Oak Farm at American Chestnut Land Trust – North Side Trailhead, 676 Double Oak Rd, Prince Frederick, MD — a guided garden tour through Double Oak Farm lasting approximately two hours; arrive by 8:45 a.m., closed-toe shoes required, no dogs permitted. Registration required.
GMHS Comic Con on May 30 (10:00 a.m.–4:00 p.m.), at Great Mills High School, 21130 Great Mills Road, Great Mills, MD — the 3rd annual Great Mills High School Comic Con features cosplay activities, tabletop gaming, vendors and interactive experiences for all ages, including a cosplay contest and parade at 1:00 p.m. Free admission.
Family Nature Walks at Annmarie Garden on May 30 (11:00 a.m.–12:00 p.m.), at Annmarie Sculpture Garden & Arts Center, 13470 Dowell Road, Solomons, MD — guided nature walks led by naturalist Hester exploring forests, fields and garden habitats as part of a series complementing the Plumage and Place: Birds of the World exhibit; includes admission to the 30-acre sculpture garden and galleries, all ages welcome, rain or shine. Tickets required.
Yappy Hour on May 31 (12:00 p.m.), at The Wheel House, 4108 7th St, North Beach, MD — the Humane Society of Calvert County hosts its 3rd annual Yappy Hour featuring kids activities, a silent auction, 50/50 raffle, food truck, dogs available for adoption and a pet trick contest. Free admission.
Rock the Dock: The NoWhere Men on May 30 (7:00 p.m.), at The Bandshell at Rod ‘N’ Reel Resort, 4160 Mears Ave, Chesapeake Beach, MD — a waterfront concert featuring The NoWhere Men, a horn-driven band drawing from the sounds of Stevie Wonder, Earth Wind & Fire, Chicago, The Temptations and Bruno Mars; part of the Rock the Dock Summer Concert Series. Tickets required.
Solomons Sail Away aboard Pride of Baltimore II on May 31 (12:00–2:00 p.m.), at Fisherman’s Wharf, 168 Williams Street, Solomons, MD — a two-hour sail on the Patuxent River aboard one of the world’s most celebrated tall ships, taking in Solomons from the water. Tickets required.
May Quilting Workshop on May 31 (1:00–4:00 p.m.), at University of Maryland Extension Calvert County 4-H, 30 Duke St, Room 105, Prince Frederick, MD — youth ages 8–18 sew small personal bags with velcro or zipper closures; new and seasoned quilters welcome. Registration required.
Blue Moon Howl at North Beach on May 31 (9:00–9:17 p.m.), at North Beach Boardwalk Pier, 9023 Bay Ave, North Beach, MD — gather at the pier to watch the rise of May’s Blue Moon, the second full moon of the month and the most distant full moon of 2026; attendees gather, watch the moonrise and howl together. All ages welcome. Free admission.
Community Pressed Flower Workshop on Jun. 4 (1:00–3:00 p.m.), at Burnett Center for Hope & Healing, 4559 Sixes Road, Prince Frederick, MD — a hands-on pressed flower workshop where participants create keepsakes including bookmarks, cards and small frameable art using real pressed flowers; all materials provided, no experience necessary. Space is limited. Registration required.
Farmers, Patriots, and Traitors: Southern Maryland and the War of 1812 — now on display in the Maritime History Hall at Calvert Marine Museum, 14200 Solomons Island Road, Solomons, MD. Open daily 10:00 a.m.–5:00 p.m. Admission 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.
Ken Ludwig’s Lend Me a Soprano on May 29–31, at Port Tobacco Players, 508 Charles St, La Plata, MD — a comedic production written by Ken Ludwig, produced by Leilani Friday and directed by Tessa N. Silvestro; set in 1934 Cleveland, the show follows an opera company manager racing to salvage a world-class soprano’s one-night-only performance amid jealousy and chaos. Final weekend of the run. Tickets required.
Public Tour of Piscataway Park on May 30 (11:00 a.m. and 2:00 p.m.), at Piscataway Park, 3400 Bryan Point Road, Accokeek, MD — the Accokeek Foundation leads guided public tours covering the land, people and history of Piscataway Park; tours also offered Fridays at 2:00 p.m. and Sundays at 11:00 a.m. and 2:00 p.m. Tickets required.
NCAC’s 6th Annual NatureFest 2026 on May 30 (10:00 a.m.–3:00 p.m.), at College of Southern Maryland, 8730 Mitchell Road, La Plata, MD — the Nature Center of the Chesapeake and CSM host a free family adventure day featuring 50+ hands-on activity stations, live animals, eco-art, scavenger hunts, live shows, STEM activities and a sensory-friendly quiet room. Pre-registration recommended. Free admission.
Blooms, Bakes & Bites on May 30 (8:00 a.m.–3:00 p.m.), at Saint James’ Episcopal Church, 7 Potomac Ave, Indian Head, MD — a plant sale, bake sale and food sale featuring house plants, outdoor plants, herbs, vegetables, baked goods and food; bake sale proceeds benefit the church’s Haiti Mission project. Free admission.
MrBeast Swarm Launcher Workshop on May 30 (10:00 a.m.–1:00 p.m.), at Lowe’s Home Improvement, 2525 Crain Highway, La Plata, MD — a free in-store kids workshop where children build a MrBeast Swarm Launcher; materials provided while supplies last. Free admission; registration required.
Mother & Me: Sip & Paint on May 30 (12:00–2:00 p.m.), at Paint N Sip, inside St. Charles Towne Center, Waldorf, MD — a mother-daughter paint and sip fundraiser benefiting the Zeta Phi Beta Sorority, Inc., Phi Alpha Zeta Youth Auxiliary; all skill levels welcome. Tickets required.
Glow Nights at Southern Maryland Paintball on May 30 (7:30–11:00 p.m.), at Southern Maryland Paintball, 11272 Edge Hill Rd, Newburg, MD — black light paintball featuring glowing paint, music and night games on two fields; low impact and traditional paintball options available, ages 6 and up. Ticket required.
Southern Wind Boutique Sip and Shop with Shaka Brew on May 31 (9:00 a.m.–1:00 p.m.), at Southern Wind Boutique, 9375 Chesapeake Street #125, La Plata, MD — shop new arrivals while Shaka Brew serves coffee on site. Free admission.
The Friendship Flow on May 31 (3:00–5:00 p.m.), at Cup of Sugar Tea Lounge, Waldorf, MD — a speed-friending event hosted by The NubiQ Experience featuring guided questions and intentional conversation rounds designed to spark genuine connections. Tickets required.
Black Eyed Susan Doll Club Meeting on Jun. 1 (10:00 a.m.–2:00 p.m.), at Historic Old Waldorf School, 3074 Crain Highway, Waldorf, MD — the Black Eyed Susan Doll Club, a United Federation of Doll Clubs group, meets the first Monday of each month for a short business meeting, educational show and tell program on a doll type or artist and a bring-your-own lunch. Open to collectors of all types. 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.
Goldpetal Farms Spring Poppy & Bachelor’s Button Meadow — open weekends through May at 37254 Manor Rd, Chaptico, MD — five acres of pick-your-own blooms and photo opportunities; this weekend marks the last weekend of peak poppy bloom. Open Thursdays and Fridays 5:00–8:30 p.m. and Saturdays and Sundays 10:00 a.m.–8:30 p.m. Admission required..
Boards in the Barn – Kid Edition on May 29 (5:30–7:00 p.m.), at Keep It Simple Stables, 24060 John Cameron Way, Hollywood, MD — kids make charcuterie boards in the barn while llamas roam around; limited spots available. Tickets required.
SMCM Folklife Center Embroidery Workshop on May 30 (10:00 a.m.), at Historic St. Mary’s City, 18751 Hogaboom Lane, St. Mary’s City, MD — Historic St. Mary’s City and St. Mary’s College of Maryland Folklife Center offer a hands-on embroidery workshop as part of their 2026 workshop series. Additional details and registration information to be announced. Free admission.
MrBeast Swarm Launcher Workshop on May 30 (10:00 a.m.–1:00 p.m.), at Lowe’s Home Improvement, 45075 Worth Avenue, California, MD — a free in-store kids workshop where children build a MrBeast Swarm Launcher; materials provided while supplies last. Free admission; registration required.
36 Virtual Freelancing 101 Workshop on May 30 (10:00 a.m.–12:00 p.m.), at The Inn at Leonardtown, 41655 Park Avenue, Leonardtown, MD — a two-hour workshop hosted by Felicia Bowling, Founder of 36 Virtual, covering how to set up an Upwork profile, find clients and write proposals using admin and customer service skills; no freelancing experience needed, bring a laptop. Tickets required.
Live Music + Eats in the Vineyard with Joe Norris & Loose Stones Oyster Company on May 30 (12:00–5:00 p.m.), at Xella Winery and Vineyard, 26781 Laurel Grove Road, Mechanicsville, MD — a relaxed afternoon among the vines with live music by Joe Norris from 1:00–4:00 p.m., oysters served raw or grilled by Loose Stones Oyster Company and charcuterie boxes by CaliWoode Kitchens while supplies last; tasting room open noon–5:00 p.m. No reservations needed. Free admission.
Military Timeline & Artillery Weekend on May 30–31 (10:00 a.m.), at Point Lookout State Park (Fort #3), 11175 Point Lookout Rd, Scotland, MD — the Friends of Point Lookout hosts its annual Timeline Weekend featuring living history demonstrations, small arms, artillery and military and civilian reenactments spanning the historical time periods connected to Point Lookout and St. Mary’s County. Tours and demonstrations are free; park entrance fees apply. Free admission to demonstrations.
Felted Florals on May 31 (2:00–4:30 p.m.), at Corteau Vineyards, Mechanicsville, MD — a hands-on crafting workshop hosted by CrafterParty Southern MD where participants create three felted blooms; ticket includes all tools and materials, step-by-step instruction and a first glass of wine or seasonal sangria. Tickets required.
Dinner & a Cruise: Manor Houses along the Potomac & Patuxent Rivers on May 31 (4:00–8:00 p.m.), at St. Clement’s Island Museum, 38370 Point Breeze Road, Coltons Point, MD — a classic dinner cruise exploring the history of manor houses along the Potomac and Patuxent Rivers, departing promptly at 4:00 p.m.; includes a sit-down meal at a local seafood restaurant and a custom dessert from Tea’s Heavenly Bakery. Part of the 2026 Dinner & Cruise Series. Tickets required.
Stained Glass Workshop on Jun. 3 (5:00 p.m.), at Garvey Senior Activity Center, 23630 Hayden Farm Ln, Leonardtown, MD — a hands-on workshop where participants create a stained-glass sailboat by foiling pre-cut glass pieces and soldering them together; no experience necessary, all materials provided. Registration required.
Music Trivia with Invincible Entertainment on Jun. 4 (7:30–9:00 p.m.), at Taphouse 1637, 23418 Three Notch Road, California, MD — monthly music trivia hosted the first Thursday of each month. Free admission.
For more St. Mary’s County events, check out the Visit St. Mary’s MD website.
SOUTHERN MARYLAND LIVE MUSIC SCHEDULE BROUGHT TO YOU BY LYNN’S MUSIC LISTINGS
Friday – May 29th
4:30pm – Bushwood Mill Band & Jam – Summerseat Farm – Mechanicsville MD
4:30pm – Chris Beard – Port of Leonardtown Winery – Leonardtown MD
5:00pm – Joseph Norris – Morris Point Restaurant – Abell MD
5:00pm – Mike Mead & Eric Wolf – Mully’s Brewery – Prince Frederick MD
5:00pm – Jack Allen – Greene Turtle Sports Bar – California MD
5:00pm – Brian Grumbine – Greene Turtle Sports Bar – La Plata MD
5:00pm – Monkey Business – Running Hare Winery – Prince Frederick MD
5:00pm – Chris Button – Happy Harbor Restaurant – Deale ND
6:00pm – Billy Breslin – Angler’s Seafood Bar & Grill – Solomons MD
6:00pm – Shaun Gomban – The Local – Hollywood MD
6:00pm – Kevin Lee – Trueman Vineyards & Winery – Aquasco MD
6:00pm – Funkzilla Unplugged – Stoney’s Clarkes Landing – Hollywood MD
6:00pm – Myles Deep Duo – Dockside Restaurant & Sports Bar – Deale MD
6:00pm – Tommy McGee Band – Bluefish Pub – Solomons MD
6:00pm – HydraFX – The TIKI Bar – Solomons MD
6:30pm – Southern Echoes – Seabreeze Tiki Bar – Mechanicsville MD
6:30pm – Audra Keeler & Johnny Brown – Ruddy Duck Brewery – Solomons MD
7:00pm – South Creek – Brudergarten Beer Garden @ SOF – Leonardtown MD
7:00pm – Freshly Squeezed – Pirate’s Cove Dock Bar – Galesville MD
7:00pm – Rock Steady Band – Town Hall Concert Series – La Plata MD
7:00pm – Joe Matthews Band – The Potomac Gardens – Colton’s Point MD
7:30pm – John Luskey – Killarney House Irish Pub – Davidsonville MD
8:00pm – Mariah Jean – The Scuttlebutt – Cobb Island MD
8:00pm – Smoke Signals – Toots Bar – Hollywood MD
Saturday – May 30th
11:30am – Ryan Forrester – The Boathouse @ Anchored Inn – Deale MD
12:00pm – Bryan Frates Band – Running Hare Winery – Prince Frederick MD
12:00pm – Vince Borelli – Two Lions Vineyards – Brandywine MD
1:00pm – Joseph Norris – Xella Winery – Mechanicsville MD
1:00pm – Shaun Gomban – Ketch 22 Restaurant – North Beach MD
1:00pm – Midnight Sunsets – Creekside Farm Brewery – King George VA
2:00pm – David Sparrow – Port of Leonardtown Winery – Leonardtown MD
2:00pm – Mike Mead – Robin Hill Farm & Vineyards – Brandywine MD
2:00pm – Alex Barnett – Corteau Vineyards – Mechanicsville MD
2:00pm – HydraFX – The Boathouse @ Anchored Inn – Deale MD
3:00pm – Rik Ferrel – Skipper’s Pier – Deale MD
3:00pm – Suzy & Shaun – Pirate’s Cove Dock Bar – Galesville MD
4:30pm – Sister Midnight – The Boathouse @ Anchored Inn – Deale MD
5:00pm – Even Ross – Happy Harbor Restaurant – Deale ND
6:00pm – Joe Cox – Running Hare Vineyard – Prince Frederick MD
6:00pm – Dead Eye Stare – Seabreeze Tiki Bar – Mechanicsville MD
6:00pm – Copper Pennies – Southern Trail Distillery – Mechanicsville MD
6:00pm – The New Normal – The TIKI Bar – Solomons MD
6:00pm – Shaun Gomban – Stoney’s Clarkes Landing – Hollywood MD
6:00pm – Carla Simpson – The Local – Hollywood MD
6:00pm – Kevin Howard Jazz – Corteau Vineyards – Mechanicsville MD
6:00pm – Girl Crush – The Pier House – Newburg MD
6:00pm – John Luskey – Dockside Restaurant & Sports Bar – Deale MD
6:30pm – Monkey Business – Bugeye Grill – Solomons MD
6:30pm – Funkzilla – Bluefish Pub – Solomons MD
7:00pm – Wes Ryce – Cypress Roots Brewing Co. – Pocomoke City MD
7:00pm – The Fabulous Hubcaps – Rod ‘N’ Reel – Chesapeake Beach MD
7:00pm – Shaun Mussleman – Pirate’s Cove Dock Bar – Galesville MD
7:00pm – All Funked Up Experience – The Scuttlebutt – Cobb Island MD
7:00pm – Joey Tippett – The Brass Tap – California MD
7:00pm – Latrice Carr – Pier 450 Restaurant – Ridge MD
7:00pm – Brooke Foster – Neptune’s Seafood Pub – North Beach MD
7:00pm – Smoke Signals – Dockside Tiki Bar – Colonial Beach VA
7:00pm – Billy Breslin – Wildewood Community Center – California MD
8:00pm – Linwood Taylor & Still Standing – Buckets Bar & Grill – Lusby MD
8:00pm – Never 2 Late – Cryer’s Back Road Inn – Leonardtown MD
8:00pm – Sundown – Toots Bar – Hollywood MD
9:00pm – Myles Deep Band – 219 Restaurant – Alexandria VA
9:00pm – Chris Dean & Matt Silkworth – Huntt’s Tavern – Pomfret MD
9:00pm – Thunderball – Apehangers Bar & Grill – Bel Alton MD
Sunday – May 31st
1:00pm – Justin Singleton – Running Hare Winery – Prince Frederick MD
2:00pm – Greg Barrick – Skipper’s Pier – Deale MD
2:00pm – Nightcap Trio – The TIKI Bar – Solomons MD
2:00pm – SVV Duo – Pirate’s Cove Dock Bar – Galesville MD
2:00pm – Stars in Bars – Seabreeze Tiki Bar – Mechanicsville MD
2:00pm – South Creek – Apehangers Bar & Grill – Bel Alton MD
2:00pm – Swamp Weasels – Port of Leonardtown Winery – Leonardtown MD
2:00pm – Eddie Anderson – Robin Hill Farm & Vineyards – Brandywine MD
2:00pm – Just Us – Wharf 38 – Deale MD
3:00pm – Bryan Frates Band – Dockside Restaurant & Sports Bar – Deale MD
3:00pm – Kiara Vos – Toots Bar – Hollywood MD
3:00pm – Chris Dean – The Pier River Bar – Solomons MD
3:00pm – Midnight Sunsets – The Boathouse @ Anchored Inn – Deale MD
4:00pm – Arkansas Williams – Happy Harbor Restaurant – Deale ND
5:30pm – Funkzilla Unplugged – Bugeye Grill – Solomons MD
6:00pm – Kurt Gibbons – Pirate’s Cove Dock Bar – Galesville MD
Monday – June 1st
Tuesday – June 2nd
7:00pm – Open Mic w/Derek Norris – Twisted Bar & Grill – Hollywood MD
Wednesday – June 3rd
12:00pm – Hump Day Band – Cryer’s Back Road Inn – Leonardtown MD
5:00pm – Madisun Bailey – Ketch 22 Restaurant – North Beach MD
5:00pm – Shaun Gomban – Trifecta Restaurant – Solomons MD
6:00pm – Ryan Forrester – Brick Wood Fired Bistro – Prince Frederick MD
7:00pm – Open Mic w/Steve Nelson – The Tavern – Saint Leonard MD
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