SOUTHERN MARYLAND — Looking for something fun to do this week? Southern Maryland is packed with live music performances, blueberry festivals, waterfront adventures and plenty of free summer fun for every budget. Challenge your friends at Toots with UNO tournaments and beer pong nights, roll the dice at an epic free RPG gaming event, or discover something new at a hands-on freelancing workshop designed for women.
Whether you’re planning a family outing, date night, weekend adventure, or 4th of July celebration, here’s your guide to the top events happening across Calvert, Charles and St. Mary’s counties.
Looking for live music? Check out The BayNet’s Summer Concert Guide and weekly music listings featuring dozens of performances throughout the region.
Looking for even more? Visit The BayNet Events Calendar for additional happenings and to add your event to be featured across Calvert, Charles and St. Mary’s counties.
THINGS TO DO IN CALVERT COUNTY
☀️ See our Summer Camp Guide for Southern Maryland here.
🍦 See where Kids Eat Free in Southern Maryland here
Family Nature Walks at Annmarie Garden on June 26 (11 a.m.–12 p.m.), Annmarie Sculpture Garden & Arts Center — 13470 Dowell Road, Solomons, Md. — Guided nature walks led by naturalist Hester through forests and gardens complementing the Plumage and Place: Birds of the World exhibit. All ages. Tickets required.
Music on the Water on June 26 (4 p.m.–6 p.m.), Big Kahuna Cruises — 14426 Solomons Island Road South, Solomons, Md. — Live music from Shaun Gomban and Mele Nahenahe. Sunset views of the Patuxent River. Tickets required.
Lore Oyster House Experience on June 26–Sun. June 28 (10 a.m.–4 p.m.), Calvert Marine Museum — 14200 Solomons Island Road South, Solomons, Md. — Restored 1934 oyster processing plant; learn watermen’s history. Museum admission required.
Beetlejuice Jr on June 26–June 27 (various times), St. John Vianney Family Life Center — 225 Holy Family Lane, Prince Frederick, Md. — Children’s Theater of Southern Maryland presents the Jr. adaptation of the Broadway hit. Family-friendly. Tickets required.
Warrior 5K Fun Run/Walk on June 27 (7 a.m. registration; 8 a.m. race start), Solomons Island Gazebo — 14441 Solomons Island Road South, Solomons, Md. — Patuxent Habitat for Humanity fundraiser benefiting veterans and local families. Rain or shine. Registration required.
North Beach Farmers Market on June 27 (8 a.m.–noon), North Beach Senior Center — 9010 Chesapeake Avenue, North Beach, Md. — Local produce, prepared foods, crafts. Free admission.
Barefoot Farms Blueberry Festival on June 27 (11 a.m.–6 p.m.), Barefoot Farms — 21851 Oakley Road, Avenue, Md. — U-pick blueberries, live music by Copper Pennies and Callsine, food trucks. Free admission.
Under the Stars: Outdoor Movie Night on June 27 (8 p.m.), Kellam’s Field Complex — 3825 Gordon Stinnett Avenue, Chesapeake Beach, Md. — Free outdoor movie night under the stars. Bring blankets and lawn chairs for a fun, family-friendly experience on the big screen. Concessions available. Free admission.
Pollinator Palooza at Jefferson Patterson Park on June 28 (10 a.m.–3 p.m.), Patterson House and Gardens — 10515 Mackall Road, Saint Leonard, Md. — Family-friendly day exploring pollinators and their role in gardens and food. Hands-on activities, garden exploration, interactive stations, and learning how to protect pollinators. No registration required. Free admission.
Strawberry Moon Howl at North Beach on June 29 (8:30 p.m.), North Beach Boardwalk Pier — 9023 Bay Ave, North Beach, Md. — Community moon-rise gathering with optional “howl” tradition. Bring friends and meet fellow adventurers. Moonrise approximately 8:35 p.m. Free admission.
Magician Brian Curry: Summer Fun on July 2 (6 p.m.), Calvert Library Prince Frederick — Prince Frederick, Md. — Free magic show for kids and families. First-come, first-served. Free admission.
Bingo in the USA Night! on July 2 (6 p.m.), CBQ — 4150 Mears Avenue, Chesapeake Beach, Md. — Patriotic-themed bingo with gift card and cash prizes. Food and drinks available. Ages 18+. Tickets 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.
Discover Port Tobacco: Historic Tours on Thu.–Sat. (10 a.m.–4 p.m., EST), Historic Port Tobacco Village — 8450 Commerce Street, Port Tobacco, Md. — Year-round guided tours of colonial-era Maryland settlement with restored buildings, archaeological sites, and local history. Weekend and weekday tours available.
32nd Annual Open All-Media Juried Exhibition on June 26– July 12 (various times), Mattawoman Creek Art Center — 5565 Upham Place, Marbury, Md. — Regional juried art exhibition featuring paintings, sculpture, photography, and mixed media. Showcasing local and regional artists. Gallery admission required.
Carnival Night with The Southern Maryland Blue Crabs on June 26 (6:35 p.m. game start), Regency Furniture Stadium — 7002 Bowie Park Road, Waldorf, Md. — Southern Maryland Blue Crabs vs. York Revolution. Use code CL2026 for free library tickets. Tickets required.
La Plata Summer Concert Series on June 26 (7 p.m.), La Plata Town Hall — 305 Queen Anne Street, La Plata, Md. — Free outdoor concerts kicking off seasonal series through Aug. 28. Bring lawn chairs. Food trucks on-site. Free admission.
Paint Nite at Martinis on June 26 (7 p.m.–9:30 p.m.), Martinis Restaurant & Bar — 10553 Theodore Green Boulevard, White Plains, Md. — Guided painting class, create-and-take-home canvas. Beverages and snacks included. Tickets required.
Waldorf Summer Fest on June 26– 28 (5 p.m.–10 p.m.), Shops at Waldorf Center — 2916 Festival Way, Waldorf, Md. — Carnival rides, games, live entertainment, food vendors, America’s 250th celebration. Tickets required.
The Grand Opening Ceremony of Historic Rich Hill on June 27 (1 p.m.), Historic Rich Hill — Bel Alton, Md. — Walk the grounds, sit in the meeting benches, and feel the silence of the past. Our guides are available to answer questions about the history, architecture and the rehabilitation process.
Waldorf West Library Model Train Show on June 27 (10 a.m.–4 p.m.), Waldorf West Branch Library — 2210 Crain Highway, Waldorf, Md. — Massive operating N-scale model train display, miniature scenery, interactive demonstrations. Tickets required.
Planting the Seed: Herbal Remedies for Emotional and Physical Balance on June 27 (11 a.m.–12:30 p.m.), Cup of Sugar Tea Lounge — 12540 Mattawoman Drive, Waldorf, Md. — Workshop exploring herbal remedies and wellness practices for emotional and physical balance. All skill levels welcome. Tickets required.
Fire-con Festival on June 27 (11:30 a.m.), 3237 Festival Way, Waldorf, Md. — Fan-friendly festival celebrating cosplay, anime, comics, gaming, and pop culture. Free admission.
Lotus 50+ Lawn Party on June 27 (1 p.m.–5 p.m.), Village Green Park — 100 Walter Thomas Road, Indian Head, Md. — Community celebration for 50+ with lawn games, music, food, and fellowship. Family-friendly gathering. Free admission.
Craft Workshop: Patch Purse Design with Wine on June 28 (2 p.m.–4 p.m.), Joyful Studio — 115A La Grange Avenue, Suite 103, La Plata, Md. — DIY patch purse design and decorating with optional wine service. Beginner-friendly, all ages. Tickets required.
Line Dancing at Pop-Up and Grow Waldorf on June 28 (3 p.m.), Pop-Up and Grow Waldorf — 2925 Festival Way, Waldorf, Md. — Line dancing with Keysha Kool. Join the fun in the Lounge for this high-energy dance event. All skill levels welcome. Free admission.
Lilo Gonzalez on June 30 (2 p.m.–6 p.m.), P.D. Brown Waldorf Library — 50 Village Street, Waldorf, Md. — Live performance by musician Lilo Gonzalez at the library. Community music event. 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.
Step Into the Story: Three Little Pigs on June 26 (10 a.m.), Historic St. Mary’s City — 18751 Hogaboom Lane, St. Mary’s City, Md. — Interactive theatrical program for ages 3–5 exploring 17th-century Maryland through storytelling and hands-on activities. Outdoors on Godiah Spray Tobacco Plantation. Tickets required.
River Concert Series: Stacy Brooks on June 26 (7 p.m.), Townhouse Green — 47645 College Drive, St. Mary’s City, Md. — DC blues and jazz vocalist opens six-week summer music series at St. Mary’s College. Bring blankets. Free admission.
Music Bingo at Leonardtown Cigars on June 26 (7 p.m.), Leonardtown Cigars — 40955 Merchants Lane, Leonardtown, Md. — Interactive music trivia bingo. Beer, cigars, light food. Adults 21+. Tickets required.
4th Friday Folk Music Night on June 26 (7 p.m.; performances 7:30 p.m.), Christ Episcopal Church Parish Hall — 37497 Zach Fowler Road, Chaptico, Md. — Live folk performances in intimate church setting. Open mic. Tickets required.
Watercolor Workshop: Paint the Wharf at the Wharf on June 26 (6:30 p.m.–8 p.m.), Whole Soul Wellness Riverside — 22525 Washington Street, Leonardtown, Md. — Waterfront scene painting with experienced instructor. Beginner and intermediate levels. Tickets required.
Celebrating 79th Church Anniversary on June 27 (3 p.m.), First Missionary Baptist Church — 46370 Pegg Lane, Lexington Park, Md. — Church anniversary celebration with guest preacher Bishop Donn Hall. Also available virtually via Free Conference Call (meeting ID: fmbc0). Free admission; donations welcome.
Jazz & Wine at Corteau Vineyards on June 27 (6 p.m.), Corteau Vineyards — 38713 Golden Beach Road, Mechanicsville, Md. — Award-winning wines paired with live jazz ensemble on 119-acre property. Outdoor seating. Tickets required.
Free RPG Day at Swords and Spoons on June 27 (10 a.m.), Swords and Spoons Gaming — 22599 MacArthur Boulevard, Suite 126, California, Md. — Celebration of tabletop roleplaying games featuring professionally run one-shot adventures, free RPG materials including quick-start guides and exclusive promotional items from major publishers while supplies last, giveaways, and opportunities for both seasoned adventurers and complete beginners to experience collaborative storytelling. Free admission.
St. Mary’s County Amateur Radio Association Field Day on June 27– 28 (2 p.m. Sat.–8 p.m. Sun.), Historic Sotterley Plantation — 44300 Sotterley Lane, Hollywood, Md. — National amateur radio exercise; public welcome. Learn about emergency communication networks, ham radio demonstrations. Free admission.
BARNYARD BBQ & BOOGIE: Southern Maryland Equine Miracles Fundraiser on June 27 (5 p.m.), The Belmont Farm — 24079 Budds Creek Road, Clements, Md. — Dinner, dancing, and door prizes benefiting rescue horses. Music by River Rock Band. Rita B catering. Call to purchase tickets in advance. Tickets required.
Freelancing 101: A Hands-On Virtual Assistant Workshop for Women on June 27 (10 a.m.), The Inn at Leonardtown — 41655 Park Avenue, Leonardtown, Md. — Build your freelancer profile and learn to land paying virtual assistant clients. Hands-on workshop for women; bring laptop. Tickets required.
Historic Sotterley Descendants Day Tours on June 26– 28 (Fri.–Sat. 10:30 a.m., 12:30 p.m., 2 p.m.; Sun. 12:30 p.m., 2 p.m.), Historic Sotterley Plantation — 44300 Sotterley Lane, Hollywood, Md. — Guided tours celebrating descendants and their role in preserving Sotterley’s 250-year history. 45-minute tours. Grounds also feature trails, creek access, gift shop. Admission required.
Sacred Heart Church Annual June Drive-Thru Dinner on June 28 (11 a.m. until food runs out), Sacred Heart Parish Hall — 23080 Maddox Road, Bushwood, Md. — Crab cakes, fried chicken, country ham, sides, and homemade desserts. Cash or check only. Tickets required.
The Resale Rodeo Grand Opening on June 28 (12 p.m.–6 p.m.), The Resale Rodeo — 29025 B Three Notch Road, Mechanicsville, Md. — Grand opening celebration for the new resale boutique featuring great finds, good vibes, and big savings. Shop unique items, meet the community, and celebrate the opening day. Free admission.
Uno Tournament at Toots on June 28 (1 p.m.–4 p.m.), Toots Bar — 23971 Mervell Dean Road, Hollywood, Md. — Friendly competition with the classic card game. Question your life choices and maybe lose a friendship or two in good fun. Free to play. Free admission.
Dancing for Brain Fitness (Neuroplasticity) on June 30 (2 p.m.), Garvey Senior Activity Center — 23630 Hayden Farm Lane, Leonardtown, Md. — Brain Fitness workshop with chair-assisted dance and cross-lateral routines. Enhance memory, focus, concentration. Accessible to all. Advance registration required. Tickets required.
D&D Intro to Dungeon Mastering Class on June 30 (6:30 p.m.), Swords and Spoons Gaming — 22599 MacArthur Boulevard, Suite 126, California, Md. — Learn essentials of running your own D&D game: prep, combat basics, roleplaying, session zero. All materials provided. Ages 13+. Space is limited. Tickets required.
Sotterley Presents: People & Perspectives with John Garrison Marks on July 1 (6:30 p.m. pre-reception; 7 p.m. lecture), Historic Sotterley — 44300 Sotterley Lane, Hollywood, Md. — Historian discusses George Washington’s slavery legacy and how Americans have remembered this contradiction for 250 years. Hybrid event: in-person or virtual via Zoom. Light refreshments at pre-reception. Free admission; registration required.
Summer Senior Thursdays: Guided Tours at Historic St. Mary’s City on July 2 (noon Ghost Frame tours, 1 p.m. Changing Landscapes, 2 p.m. Calvert House), Historic St. Mary’s City — 18751 Hogaboom Lane, St. Mary’s City, Md. — Three tour options: Ghost Frame walking tour (17th-century building foundations), Changing Landscapes (archaeology and Native presence), Calvert House dig site tour (behind-the-scenes archaeology). All ages; rough terrain for some tours. Museum admission required.
Patriotic Pancake Palooza Bingo: An Intergenerational Bingo! on July 2 (9 a.m.), Loffler Senior Activity Center — 21905 Chancellors Run Road, Great Mills, Md. — Community celebration with fluffy American pancakes and bingo fun for ages 5 and up. Limited seating; advance registration required. Free admission.
Thirsty Thursdays at Toots: Weekly Beerpong Tournament on July 2 (Happy Hour 1 p.m.–6 p.m.; Beerpong signups 7 p.m.), Toots Bar — 23971 Mervell Dean Road, Hollywood, Md. — Weekly Thursday celebration with discounted drinks during happy hour and free pool, cornhole, and join the beerpong tournament. Adults 21+. Happy Hour discounts; tournament free entry.
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 – June 26th
1:00pm – Mike Mead & Eric Wolf – Caribbean Pool Bar – Ocean City MD
4:00pm – Shaun Gomban – Big Kahuna Cruises – Solomons MD
5:00pm – Joe Cox – Green Turtle Sports Bar – La Plata MD
5:00pm – Joseph Norris – Morris Point Restaurant – Abell MD
5:00pm – Monkey Business – Running Hare Winery – Prince Frederick MD
5:00pm – James Cornett – 7th District Waterfront Bar – Bushwood MD
5:00pm – Wes Ryce – Union Jacks – Columbia MD
5:30pm – Second Chance Jazz – Robin Hill Farm & Vineyards – Brandywine MD
6:00pm – Hat Trick Band – Bluefish Pub – Solomons MD
6:00pm – Arkansas Williams – Happy Harbor Restaurant – Deale MD
6:00pm – Pete Best – Pirates Cove Dock Bar – Galesville MD
6:00pm – Justin Allen – Stoney’s Clarkes Landing – Hollywood MD
6:00pm – Three of a Kind – Seabreeze Tiki Bar – Mechanicsville MD
6:00pm – Hyland Brothers – Dockside Restaurant & Sports Bar – Deale MD
6:00pm – Shane Graham – Ruddy Duck Brewery & Grill – Solomons MD
6:00pm – Thunderball – The TIKI Bar – Solomons MD
6:00pm – Doc Lohn – Dockside Tiki Bar – Colonial Beach MD
7:00pm – Mariah Jean Music – The Scuttlebutt – Cobb Island MD
7:00pm – 257th Army Band – Town Hall Concert Series – La Plata MD
8:00pm – Off The Trax – Toots Bar – Hollywood MD
8:00pm – Waka Flocka / Smoke Signals – The Rex Theatre – Leonardtown MD
9:00pm – Myles Deep Band – 219 Restaurant – Alexandria VA
Saturday – June 27th
11:00am – The Nighthawks – All American Harley-Davidson – Hughesville MD
11:00am – Copper Pennies – Blueberry Fest @ Barefoot Farms – Avenue MD
12:30pm – John Luskey – Running Hare Winery – Prince Frederick MD
1:00pm – Byron Ciotter – Xella Winery & Vineyard – Mechanicsville MD
1:00pm – Vicki Roberts Band – Skippers Pier – Deale MD
2:00pm – Chris Dean – Corteau Vineyards – Mechanicsville MD
2:00pm – Sarah Gravette – Port of Leonardtown Winery – Leonardtown MD
2:00pm – Hyland Brothers – Ketch 22 Restaurant – North Beach MD
2:00pm – Levi Stephens – Robin Hill Farm & Vineyards – Brandywine MD
3:00pm – The Backburners Duo – The Boathouse @ Anchored Inn – Deale MD
3:00pm – Kurt Gibbons – Pirates Cove Dock Bar – Galesville MD
3:00pm – Callsine – Blueberry Fest @ Barefoot Farms – Avenue MD
5:00pm – Joseph Norris – Morris Point Restaurant – Abell MD
5:00pm – Loose Change – Happy Harbor Restaurant – Deale MD
5:00pm – River Rock Band – The Belmont Farm – Clements MD
5:30pm – Dust on the Bottle – Running Hare Winery – Prince Frederick MD
6:00pm – Bradley Turner – Southern Trail Distillery – Mechanicsville MD
6:00pm – Chesapeake Sons – Bluefish Pub – Solomons MD
6:00pm – Monkey Business – Stoney’s Clarkes Landing – Hollywood MD
6:00pm – First Friday – Dockside Restaurant & Sports Bar – Deale MD
6:00pm – Kevin Howard Jazz – Corteau Vineyards – Mechanicsville MD
6:00pm – Shane Graham – The Local – Hollywood MD
6:00pm – Liquid A – The TIKI Bar – Solomons MD
6:00pm – Never 2 Late – Seabreeze Tiki Bar – Mechanicsville MD
7:00pm – The Crayfish – The Potomac Gardens – Colton’s Point MD
7:00pm – Faith & The Faithfuls – Pirates Cove Dock Bar – Galesville MD
7:00pm – Brian Grumbine – The Brass Tap – California MD
7:00pm – GrooveSpan Duo – Wildewood Club House – California MD
7:00pm – Johnny Seaton (Elvis) – Rod ‘N’ Reel – Chesapeake Beach MD
7:00pm – Yessah – Lord Calvert Bowling Center – Huntington MD
7:00pm – Richard Hayward – Neptune’s Seafood Pub – North Beach MD
7:00pm – Myles Deep Band – The Scuttlebutt – Cobb Island MD
8:00pm – Winston – The Tavern – Saint Leonard MD
8:00pm – Citizen X / Karosha – Toots Bar – Hollywood MD
8:00pm – Left Turn Clyde – Cryer’s Back Road Inn – Leonardtown MD
8:00pm – Taboo – Tim’s II – Fairview Beach VA
8:00pm – Noel Duke & Friends – Buckets Bar & Grill – Lusby MD
8:00pm – Copper Pennies – Hills Store, Bar & Grill – Helen MD
8:00pm – Stellar Sessions – The Rex Theatre – Leonardtown MD
——— HydrFX (Incubus) & Midnight Sunsets (Red Hot Chili Peppers) –
8:30pm – Hate The Toy – Ollie’s Bar & Grill – La Plata MD
8:30pm – Mattock / One of the Living – Twisted Bar & Grill – Hollywood MD
9:00pm – Chris Dean & Matt Silkworth – Huntt’s Tavern – Pomfret MD
9:00pm – Smoke Signals – Apehangers Bar & Grill – Bel Alton MD
Sunday – June 28th
12:00pm – Mike Trujillo – Toots Bar – Hollywood MD
1:00pm – Shane Graham & Julia Baddour – Running Hare – Pr. Frederick MD
2:00pm – Wes Ryce – The TIKI Bar – Solomons MD
2:00pm – Nightcap – Port of Leonardtown Winery – Leonardtown MD
2:00pm – Suzy & Shaun – Pirates Cove Dock Bar – Galesville MD
2:00pm – 4th Wall Break – Seabreeze Tiki Bar – Mechanicsville MD
2:00pm – Kevin Lee – Wharf 38 – Deale MD
2:00pm – Levi Stephens – Robin Hill Farm & Vineyards – Brandywine MD
2:00pm – Shaun Gomban – Fitzie’s Restaurant & Pub – Leonardtown MD
3:00pm – American Darling – The Boathouse @ Anchored Inn – Deale MD
3:00pm – John Luskey – Traders Seafood & Ale – Chesapeake Beach MD
3:00pm – Rayon Walker – Dockside Restaurant & Sports Bar – Deale MD
3:00pm – Billy Breslin – The Pier River Bar – Solomons MD
3:00pm – Chris Dean – Stoney’s Clarkes Landing – Hollywood MD
4:00pm – Richard Hayward – Happy Harbor Restaurant – Deale MD
5:30pm – Monkey Business – Bugeye Grill – Solomons MD
6:00pm – Doug Segree – Pirates Cove Dock Bar – Galesville MD
Monday – June 29th
1:00pm – Dance Hall Ghosts – Toots Bar – Hollywood MD
Tuesday – June 30th
5:00pm – Michael Ferro – Heritage 485 – Prince Frederick MD
6:00pm – Mike Mead – High Tides on the Potomac – Colonial Beach VA
7:00pm – Open Mic w/Derek Norris – Twisted Bar & Grill – Hollywood MD
Wednesday – July 1st
12:00pm – Hump Day Band – Cryer’s Back Road Inn – Leonardtown MD
5:00pm – Catey Peters – Ketch 22 Restaurant – North Beach 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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