SOUTHERN MARYLAND — Summer is officially underway, and communities across Calvert, Charles and St. Mary’s counties are packed with ways to celebrate. This week features Juneteenth events, Father’s Day weekend activities, family festivals, outdoor movies, local history programs and plenty of free summer fun. The 2026 NAS Patuxent River Air Show returns with the U.S. Navy Blue Angels, drawing thousands of visitors to Southern Maryland and giving residents another reason to plan ahead for traffic while enjoying one of the region’s biggest annual events.
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
Tee’d Off with Purpose: 30th Annual Golf Classic, June 19 (8 a.m.), Chesapeake Hills Golf Course, 11352 H G Trueman Road, Lusby, Md. – Join the Calvert County Chamber of Commerce for a day of golf, networking, and local pride. Registration at 8 a.m., shotgun start 9 a.m. Includes breakfast, lunch, putting contest, beverages, and door prizes. Ticket required.
Flashback Friday at Lord Calvert Bowling Center, Fridays (12 p.m.–4 p.m.), Lord Calvert Bowling Center, 2275 Solomons Island Road, Huntingtown, Md. – Roll back prices and into the fun with lane rental for up to 5 people. Limited-time summer deal.
Shake, Rattle & Bingo, June 19 (5 p.m.), The Overlook at Rod ‘N’ Reel Resort, 4150 Mears Avenue, Chesapeake Beach, Md. – Enjoy a night of retro fun inspired by the fabulous 1950s. Ticket required.
Summer Night Festivals, June 19 (6 p.m.–8 p.m.), Kellam’s Field Complex, 3825 Gordon Stinnett Avenue, Chesapeake Beach, Md. – Enjoy live music, local vendors, food, games, and family-friendly activities at Chesapeake Beach’s seasonal summer event series. Held the third Friday of each month through September. Free admission.
Prophetic Arts, June 19 (7 p.m.–9 p.m.), Kocen Arts Center, 110 Solomons Island Road N, Prince Frederick, Md. – An evening of prophetic artistic expression. Ticket required.
Juneteenth Open House at the U.S. Colored Troops Interpretive Center, June 19-21 (11 a.m.–2 p.m.), U.S. Colored Troops Interpretive Center, 21675 S. Coral Drive, Lexington Park, Md. – Explore exhibits honoring USCT Medal of Honor recipients and learn about Civil War history on the trail between Lexington Manor Passive Park and John G. Lancaster Park. See artifacts, educational panels, and exhibits on the segregated school system. Free admission.
The Glass Menagerie, June 19-27 (multiple dates and times), Long Beach Community Center, 5845 Calvert Blvd, St. Leonard, Md. – Tennessee Williams’ haunting portrait of a family trapped between memory and reality. Multiple performances Friday and Saturday at 7 p.m.–9:30 p.m., Sunday matinees at 2 p.m.–4:30 p.m. Ticket required.
Guided Canoe Trip, June 20 (7 a.m.–10 a.m.), Parkers Creek, Calvert County, Md. – Paddle the beautiful Parkers Creek with ACLT expert guides through the Parkers Creek Preserve’s 3,200 acres of wildlands. Use ACLT canoes or bring your own. Trips are three hours and require regular paddling. Exact location provided upon registration. Ticket required.
Clay & Glass Makers Market, June 20 (9 a.m.–2 p.m.), Annmarie Sculpture Garden & Art Center, 13470 Dowell Road, Solomons, Md. – Browse work from clay and glass artists in this inaugural market celebrating fire and form. Discover ceramics, earthenware, stoneware, porcelain, blown glass, mosaics, metalwork, and innovative material blends. Free admission.
Shell-A-Bration at Calvert Marine Museum, June 20 (10 a.m.–3 p.m.), Calvert Marine Museum, 14200 Solomons Island Road, Solomons, Md. – Celebrate National Seashell Day exploring the museum’s new fossil seashell collection with hands-on learning activities, crafts, coloring sheets, and interactive stations on ancient mollusks. Admission required.
2026 Calvert County NAACP Juneteenth Event, June 20 (11 a.m.–5 p.m.), Jefferson Patterson Park, 10515 Mackall Road, St. Leonard, Md. – Celebrate freedom, community, and culture with live entertainment from Earth, Wind and Fire Experience, a talent show with cash prizes, line dance lessons at 1 p.m., food trucks, vendors, and a car show. Sign up required for talent show; spaces limited. Free admission.
Movies on the Beach: Wicked For Good, June 20 (dusk), Waterfront, 9023 Bay Avenue, North Beach, Md. – Bring your beach chair or blanket and enjoy a free outdoor movie on a large inflatable screen. All movies start at dusk. Free admission.
Flower & Lavender Spring Festival, June 21 (12 p.m.–4 p.m.), My Mustard Seed Refuge Farm Store, 1414 Georgianna Ln, Owings, Md. – Celebrate local agriculture and community connection with food, vendors, live music, karaoke, lawn games, youth planting activities, and a mechanical bull. Father’s Day festivities throughout the afternoon. Tournaments start at 1 p.m. Free admission.
My First Self-Portrait Workshop, June 22 and 24 (10 a.m.–12 p.m.), Kocen Arts Center, 110 Solomons Island Road N, Prince Frederick, Md. – A two-session workshop where students learn to observe their features and express their unique personality through self-portraiture. 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.
Town of LaPlata Juneteenth Celebration, June 19 (7 p.m.–9 p.m.), Town Hall Building, 305 Queen Anne Street, La Plata, Md. – Celebrate Juneteenth with live music from the Quiet Fire Soul Show performing the hottest show band in the DMV. Bring lawn chairs, blankets, and dancing shoes. Free admission.
World Cup Watch Party, June 19 (2 p.m.–5 p.m.), Foster’s Grille La Plata, 6390 Crain Hwy, La Plata, Md. – Cheer on USA vs Australia on the patio during the World Cup. Free admission.
Charles County Restaurant Week, June 19-28, Participating restaurants throughout Waldorf and Charles County, Md. – Immerse yourself in the Charles County food scene with limited-time menus, promotional discounts, and special offers at participating restaurants. Share local, taste summer. Free to participate.
Sunshine Social at Southern Wind Boutique, June 20 (9 a.m.–1 p.m.), Southern Wind Boutique, 9375 Chesapeake Street #125, La Plata, Md. – Shop local vendors, enjoy great coffee, and browse giveaways in a fun summer atmosphere. Free admission.
Charles County NAACP ACT-SO Showcase, June 20 (10:30 a.m.–12:30 p.m.), The Space by LBI Collective, 2901 Festival Way, Waldorf, Md. – Support Charles County ACT-SO gold medalists as they prepare for the national competition in Charlotte, North Carolina. $50 donation.
Bronco Festival 2026, June 20 (11 a.m.–3 p.m.), Waldorf Ford, 2440 Crain Hwy, Waldorf, Md. – Connect with fellow Bronco and Bronco Sport enthusiasts at Waldorf Ford’s celebration featuring a live DJ, food truck, vehicle displays, games, and giveaways. Free admission.
7th Annual Juneteenth Freedom Day, June 20 (1 p.m.–6 p.m.), Shops at Waldorf Center, Waldorf, Md. – Celebrate the Charles County Juneteenth Foundation’s annual commemoration with live music, African cultural drumming, black art, poetry contests, and food. Proceeds benefit Charles County students through collegiate scholarships. Free admission.
Summertime Trivia at JaneMark Winery & Vineyard, June 20 (6 p.m.–8 p.m.), JaneMark Winery & Vineyard, 15200 Baden Naylor Road, Brandywine, Md. – Test your trivia skills on a fun summertime evening with wine-related prizes. Table reservations recommended. Free admission.
Mini Pride Flag Party, June 20 (12 p.m.), La Plata Branch – Celebrate Pride Month with creativity and self-expression. Additional dates June 22-24 at noon. Free admission.
Nation of Patriots Ride, June 23 (7 a.m.), All American Harley-Davidson, Hagerstown, Md. – Join a motorcycle ride honoring U.S. veterans. Meet at the dealership at 7:15 a.m. for PRB, 7:30 a.m. for KSU departure. Ride to Colonial Williamsburg for a flag transfer ceremony and Ironclad HOG chapter gathering. Lunch at Ironclad HD to follow. Registration required at nationofpatriots.com. Free to participate.
Summer Kids Shows, June 23 (10 a.m.–11 a.m.), Town Hall Concert Lawn, 305 Queen Anne Street, La Plata, Md. – Free outdoor performances featuring music, magic, dance, fitness, and puppetry for preschool and elementary-aged children. Cool off at the splash pad after at 11 a.m. Bring blankets and lawn chairs. Free admission.
Pride Paint Night with PFLAG Southern Maryland, June 24 and 25 (5 p.m.–7 p.m.), Waldorf West Library, Waldorf, Md. or Twin Beaches Library, Md. – Create your own masterpiece with a pre-drawn canvas, paints, brushes, easel, and apron provided. Open to all ages. Choose from two dates and locations. Free admission.
Waldorf Maryland Summer Fest, June 25-28 (5 p.m.–10 p.m.), Shops at Waldorf Center, 2916 Festival Way, Waldorf, Md. – Enjoy four days of family fun with rides, fair food, games, and entertainment. Save up to $8 with a Mega Pass online for $25 (includes unlimited rides and free gate admission). Ticket required.
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.
2026 NAS Patuxent River Air Show, June 19-21 (BASE ACCESS ONLY June 19) general public (9 a.m.–gates open, flying demonstrations 11 a.m.), Naval Air Station Patuxent River, Lexington Park, Md. Watch the U.S. Navy Blue Angels headline thousands of visitors at one of Southern Maryland’s largest annual events. Flying demonstrations begin at 11 a.m., with Blue Angels performing at approximately 3 p.m. both days.Free admission and parking.
Summer Solstice at Piney Point Lighthouse Museum & Historic Park, June 19 (10 a.m.–8 p.m.), Piney Point Lighthouse Museum & Historic Park, 44720 Lighthouse Road, Piney Point, Md. – Enjoy extended daylight with after-hours tours of the museum and historic structures, including the 1836 lighthouse tower and Keeper’s Quarters. Last tower tour at 7:15 p.m. Admission required.
Pyrex Watercolor Workshop with Tiffany Kildale Designs, June 19 (6 p.m. and 7 p.m.), Keep It Local, 25760 Colton Point Rd., Morganza, Md. – Learn watercolor techniques while creating artwork inspired by classic Pyrex designs. Ticket required.
Drayden African American Schoolhouse Monthly Open House, June 19 (11 a.m.–2 p.m.), Drayden African American Schoolhouse, 18287 Cherryfield Rd., Drayden, Md. – Tour one of the nation’s best-preserved one-room African American schoolhouses. Held the first and third Saturday monthly through October, plus Juneteenth. FREE admission.
Music Bingo at Leonardtown Cigars, June 19 (7 p.m.–10 p.m.), Leonardtown Cigars, 40955 Merchants Ln, Leonardtown, Md. – Play music bingo, enjoy classic tunes, a full bar, and cigars in this classic neighborhood bar vibe. Win prizes. Free admission.
Historic Sotterley Pursuit of Freedom Themed Tours, June 19-21 (various times), Historic Sotterley, 44300 Sotterley Ln, Hollywood, Md. – Guided tours exploring freedom’s evolution through the Revolutionary War, War of 1812, Civil War, and post-Emancipation era. Approximately 45 minutes. Admission required.
Vintage Pyrex Sale at Keep It Local, June 20, Keep It Local, 25760 Colton Point Rd., Morganza, Md. – Shop a curated selection of vintage Pyrex cookware and collectibles inside and outside the store. Browse unique pieces while exploring Southern Maryland’s locally owned shops. Free admission.
Freedom Day Juneteenth, June 20 (12 p.m.–6 p.m.), St. Mary’s County Fairgrounds, Leonardtown, Md. – Celebrate Building On The Promise Of Freedom For All with live music and theater, African drums and dancing, crafts, food vendors, children’s games, face painting, horseback riding, and performances from Get2Gather Band and Stone Pleasure Band. Free admission.
Free Museum Admission for Dads on Father’s Day, June 21 (10 a.m.–5 p.m.), Piney Point Lighthouse Museum & Historic Park, 44720 Lighthouse Road, Piney Point, Md. – All dads enjoy free admission to the museum and historic structures. Others welcome at regular admission rates. Free for dads.
Breakfast with the Animals, June 23 (10:30 a.m.–11:30 a.m.), Historic St. Mary’s City, 18751 Hogaboom Lane, St. Mary’s City, Md. – Share a morning at the tobacco plantation with staff, help feed the animals, and learn about their care on a guided tour. Experience daily life in 17th-century Maryland behind the scenes. Admission required.
Team Game Night: Raise Your Goblets, June 24 (5:30 p.m.), Garvey Senior Activity Center, 23630 Hayden Farm Ln, Leonardtown, Md. – Pair up and test your deduction skills in this fun twist on the game Raise Your Goblets. Work with your partner each turn to add marbles or swap goblets for the most points. No experience necessary. Ticket required.
Find Your First Client: A Hands-On Job Search Workshop with 36 Virtual, June 24 (6 p.m.–7:30 p.m.), The Inn at Leonardtown, 41655 Park Avenue, Leonardtown, Md. – Learn to search for and identify legitimate freelance jobs using keywords, filters, and scam red flags in this hands-on workshop. Ticket required.
Dungeons & Drafts – A D&D One-Shot at Mully’s Brewery, June 24 (6 p.m.–9 p.m.), Mully’s Brewery, 141 Schooner Ln, Prince Frederick, Md. – Roll the dice and slay monsters in a one-shot adventure set in an epic brewery atmosphere with cold drinks and great company. Perfect for seasoned adventurers and newcomers alike. Ticket required.
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 19th
3:00pm – Mike Miller – Bluefish Pub – Solomons MD
4:00pm – Levi Stephens – Trueman Vineyards – Aquasco MD
5:00pm – Shaun Gomban – Greene Turtle Sports Bar – California MD
5:00pm – Billy Breslin – Greene Turtle Sports Bar – La Plata MD
5:00pm – Joseph Norris – Morris Point Restaurant – Abell MD
5:00pm – Doc Lohn – The Local – Hollywood MD
5:00pm – Nightcap – Mully’s Brewery – Prince Frederick MD
5:30pm – Root 301 Jazz – Robin Hill Farm & Vineyards – Brandywine MD
6:00pm – David Norris & Stu – Ruddy Duck Brewery & Grill – Solomons MD
6:00pm – Joe Cox – Stoney’s Clarkes Landing – Hollywood MD
6:00pm – Latrice Carr – JaneMark Winery & Vineyard – Brandywine MD
6:00pm – Dagenhart – Wheel House Beer Garden – North Beach MD
6:00pm – Joel Delgado – Happy Harbor Restaurant – Deale MD
6:00pm – Work in Progress – Seabreeze Tiki Bar – Mechanicsville MD
6:00pm – Kevin Lee – Dockside Restaurant & Sports Bar – Deale MD
6:00pm – Myles Deep Band – Dockside Tiki Bar – Colonial Beach VA
6:00pm – Chris Dean – Southern Trail Distillery – Mechanicsville MD
6:00pm – Doc Marten & the Flannels – The TIKI Bar – Solomons MD
6:30pm – Singer-Songwriter Spotlight – Bugeye Grill – Solomons MD
6:45pm – Funkzilla Unplugged – Big Kahuna Cruises – Solomons MD
7:00pm – Stacy Brooks – SMC River Concert Series – St Mary’s City MD
7:00pm – Dust on the Bottle – Pirate’s Cove Dock Bar – Galesville MD
7:00pm – John Lusky / Shaun Gomban – Drift Inn Crabhouse – Hollywood MD
7:00pm – Justin Jeansonne – Bluefish Pub – Solomons MD
7:00pm – Monkey Business – The Potomac Gardens – Colton’s Point MD
7:00pm – Quiet Fire – Town Hall Concert Series – La Plata MD
7:00pm – Steve Potter Band – Swan Point Country Club – Swan Point MD
8:00pm – Mike Jones – The Rex Theatre – Leonardtown MD
8:00pm – Eclipse (Journey tribute) – Running Hare – Prince Frederick MD
8:00pm – Copper Pennies – Toots Bar – Hollywood MD
8:30pm – Jack McNutt – Skybar – Fredericksburg VA
8:30pm – James Cornett – Twisted Bar & Grill – Hollywood MD
8:30pm – Girl Crush – Ollie’s Bar & Grill – La Plata MD
Saturday – June 20th
12:30pm – Justin Singleton – Running Hare Winery – Prince Frederick MD
1:00pm – James Cornett – Xella Winery & Vineyard – Mechanicsville MD
2:00pm – Hometown Band – Port of Leonardtown Winery – Leonardtown MD
2:00pm – Shane Graham – Corteau Vineyards – Mechanicsville MD
2:00pm – Kevin Lee – Robin Hill Farm & Vineyards – Brandywine MD
2:00pm – Madisun Bailey – Ketch 22 Restaurant – North Beach MD
3:00pm – Sister Midnight – The Boathouse @ Anchored Inn – Deale MD
3:00pm – Ryan Forrester – Skipper’s Pier – Deale MD
5:00pm – Mike Mallick – Happy Harbor Restaurant – Deale MD
5:00pm – Joseph Norris – Morris Point Restaurant – Abell MD
5:30pm – Bandwidth No Name – Running Hare Winery – Prince Frederick MD
6:00pm – Vertigo Red – Bluefish Pub – Solomons MD
6:00pm – Callsine – Seabreeze Tiki Bar – Mechanicsville MD
6:00pm – Jason Bishop – Stoney’s Clarkes Landing – Hollywood MD
6:00pm – 3AM Tokyo – The TIKI Bar – Solomons MD
6:00pm – Nightcap – Southern Trail Distillery – Mechanicsville MD
6:00pm – Midnight Sunsets – Wheel House Beer Garden – Deale MD
6:00pm – Never 2 Late – Port Tobacco Restaurant – Port Tobacco MD
6:00pm – Greg Barrick – Dockside Restaurant & Sports Bar – Deale MD
6:30pm – Ben Connelly – Bugeye Grill – Solomons MD
7:00pm – Billy Breslin – The Brass Tap – California MD
7:00pm – Chris Dean – The Scuttlebutt – Cobb Island MD
7:00pm – Shaun Gomban – Pirate’s Cove Dock Bar – Galesville MD
7:30pm – River Rock Band – Cryer’s Back Road Inn – Leonardtown MD
8:00pm – Hot Ice – Toots Bar – Hollywood MD
8:00pm – Honey Sol – Buckets Bar & Grill – Lusby MD
8:00pm – Shane Graham – Olde Town Pub – Leonardtown MD
8:00pm – Blake, Hamner & Wright – The Tavern – Saint Leonard MD
9:00pm – Social – Apehangers Bar & Grill – Bel Alton MD
Sunday – June 21st – Father’s Day
1:00pm – Out of Order – Running Hare Winery – Prince Frederick MD
2:00pm – Run Catch Rain – Seabreeze Tiki Bar – Mechanicsville MD
2:00pm – Chris Beard – Port of Leonardtown Winery – Leonardtown MD
2:00pm – Mike Newberry – The TIKI Bar – Solomons MD
2:00pm – Cole Larravide – Wharf 38 – Deale MD
2:00pm – David Murphy – Southern Trail Distillery – Mechanicsville MD
2:00pm – Billy Breslin – Robin Hill Farm & Vineyards – Brandywine MD
2:00pm – Groove Spot Band (Motown) – Rod ‘N’ Reel – Chesapeake Beach MD
2:00pm – Richard Hayward – Skipper’s Pier – Deale MD
3:00pm – River Rock Band – Apehangers Bar & Grill – Bel Alton MD
3:00pm – Kevin Lee – The Boathouse @ Anchored Inn – Deale MD
3:00pm – Jack McNutt – The Pier River Bar – Solomons MD
3:00pm – Just Us – Dockside Restaurant & Sports Bar – Deale MD
3:00pm – Byron Ciotter – The Scuttlebutt – Cobb Island MD
3:00pm – The Whiskey Brothers – Happy Harbor Restaurant – Deale MD
3:00pm – Doc Lohn – Stoney’s Clarkes Landing – Hollywood MD
4:00pm – Steve Potter Band – Port Tobacco Restaurant – Port Tobacco MD
5:30pm – The Prophessor – Bugeye Grill – Solomons MD
Monday – June 22nd
1:00pm – Dance Hall Ghosts – Toots Bar – Hollywood MD
Tuesday – June 23rd
5:00pm – Shaun Gomban – Heritage 485 – Prince Frederick MD
6:00pm – Wes Ryce – Apehangers Bar & Grill – Bel Alton MS
7:00pm – Open Mic w/Derek Norris – Twisted Bar & Grill – Hollywood MD
Wednesday – June 24th
12:00pm – Hump Day Band – Cryer’s Back Road Inn – Leonardtown MD
4:30pm – Run Catch Rain – No Thyme To Cook – Solomons MD
4:30pm – Chesapeake Sons Duo – The Boathouse @ Anchored Inn – Deale MD
5:00pm – Greg Barrick – Ketch 22 Restaurant – North Beach MD
5:00pm – Shaun Gomban – Trifecta Restaurant – Solomons MD
6:00pm – Levi Stephens – Brick Wood Fired Bistro – Prince Frederick MD
6:00pm – Doc Lohn – Pirates Cove Dock Bar – Galesville MD
7:00pm – Open Mic w/Steve Nelson – The Tavern – Saint Leonard MD
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