
SOUTHERN MARYLAND — Enjoy the crisp fall weather this weekend across Southern Maryland with a full lineup of local festivals, farm adventures, and community events perfect for families and friends. From pumpkin patches and volunteer fire department open houses to Walktober activities and Patuxent River Appreciation Day at the Calvert Marine Museum, there’s no shortage of ways to celebrate the season together in Calvert, Charles, and St. Mary’s counties.
The 59th U.S. National Oyster Shucking Championship takes place next weekend at the St. Mary’s County Fairgrounds in Leonardtown —a weekend filled with oysters, live music, family fun, and local flavor for all to enjoy. Get your tickets now and be part of the tradition.
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THINGS TO DO IN CALVERT COUNTY
Maze Craze in the Moonlight on Oct. 10 (7 to 10 p.m.), located at Tettimers’ Produce Stand at Rolling Acres Farm, 3305 St. Leonard Road, Port Republic, MD – Take on the corn maze after dark with a flashlight and enjoy all the farm’s family-friendly activities under the stars. Ticket Required.
Birthday Bash: Celebrating 30 Years of COSMIC on Oct. 11 (4 p.m.), located at St. Nicholas Lutheran Church, 1450 Plum Point Road, Huntingtown, MD – Celebrate the COSMIC Symphony’s 30th anniversary with a concert directed by Will Esterling, featuring the music of Stravinsky, Brahms, and Rimsky-Korsakov. Free concert; donations appreciated.
Patuxent River Appreciation Day on Oct. 11 (10 a.m. to 4 p.m.), located at Calvert Marine Museum, 14200 Solomons Island Road, Solomons, MD – Celebrate the Patuxent River with live music, local food and drink vendors, artisans, boat rides, toy boat building, a petting zoo, and educational exhibits highlighting river conservation. Free admission.
Solomons and Huntingtown VFD Open House on Oct. 11–12, located at Solomons Volunteer Rescue Squad & Fire Department, 13150 H.G. Trueman Rd., Solomons, MD, and Huntingtown Volunteer Fire Department, 4030 Old Town Rd., Huntingtown, MD – Fire Prevention Week brings family fun and safety education to Southern Maryland with two open-house events featuring live demos, K9 scenarios, auto extrication displays, fire prevention exhibits, food trucks, face painting, and kids’ activities. Free admission at both locations.
National Faith & Blue Weekend – Calvert County on Oct. 12 (6 to 8 p.m.), located at Maryland State Police Prince Frederick Barrack, 4125 Solomons Island Road, Huntingtown, MD – Bring family and friends to an evening of togetherness and bridge-building between law enforcement and the community. Free community event.
Pride Southern Maryland Festival on Oct. 12 (11 a.m. to 4 p.m.), located at Lexington Manor Passive Park, 21675 South Coral Drive, Lexington Park, MD – Celebrate the region’s LGBTQIA+ community with live entertainment, drag performances, food trucks, vendors, kids’ zone, silent auction, and more under this year’s theme, “Existence is Resistance.” Free admission.
JPPM Explorers on Oct. 14 (10 to 11 a.m.), located at Jefferson Patterson Park & Museum, 10515 Mackall Road, St. Leonard, MD – Children engage in hands-on outdoor fun, perfect for curious young learners. Free with registration.
Spooky Campfire Tales on Oct. 14 (6:30 to 7:30 p.m.), located at Calvert Library Southern Branch, 13920 H.G. Trueman Road, Solomons, MD – Gather around the campfire for ghost stories and s’mores with local author Carol McCabe Booker and Spooky Solomons founder Adam Tremper in this adults-only night of chills and community fun. Free with registration.
Trivia Night on Oct. 15 (6:30 p.m.), located at CBQ, 4150 Mears Avenue, Chesapeake Beach, MD – Gather your team for a night of fun and friendly competition with quirky trivia questions, great food, and drinks, from pulled pork sandwiches to bourbon smashes. Free to play; food and drinks available for purchase.
Foraging Fungi Fun on Oct. 15 (10 a.m. to noon), located at Ward Farm Recreation & Nature Park, 10455 Ward Road, Dunkirk, MD – Spend National Mushroom Day exploring the ecosystems of Ward Farm while learning to identify local fungi and their connection to native trees in this adults-only guided nature walk. $8 for non-members.
For more Calvert County events, visit the Calvert County Maryland website.
THING TO DO IN CHARLES COUNTY
Golden Paws Gala on Oct. 10 (6 to 10 p.m.), located at Humane Society of Charles County, 3090 Crain Highway, Waldorf, MD – Celebrate the Humane Society’s 50th anniversary with an elegant gala dinner featuring live entertainment, raffles, and community recognition. Ticket purchase required.
A Lazy Bird Walk for Late Migrants on Oct. 11 (8 to 11 a.m., rain date Oct. 12), located at Chapman State Park, 3452 Ferry Place, Indian Head, MD – Leaders Lynne Wheeler and Pam Brumbley will guide a relaxed walk through one of Charles County’s birding gems, perfect for spotting late migrants. Free admission. Join the Audubon Society to support bird conservation in our region.
Free Craft- Create a Fire Safety Scene on Oct. 11 (11 a.m. to noon), located at JCPenney inside St. Charles Towne Center, 11110 Mall Circle, Waldorf, MD – Kids can enjoy a fire safety–themed craft featuring foam pieces and pipe cleaners while parents receive an extra 10% off coupon for in-store savings. Free craft with registration.
Move the Bricks on Oct. 11 (10:30 a.m.), located at Historic Rich Hill, Bel Alton, MD – Join the Charles County Historical Society in helping transfer four piles of bricks from the side yard onto pallets behind the house as part of the Rich Hill restoration efforts. Volunteers are encouraged to bring wheelbarrows or gloves, and will receive a sneak peek inside the property’s interior progress. Free participation.
Glowball: Unleash the Beast on Oct. 11 (7 to 11 p.m.), located at Southern Maryland Paintball, 11272 Edge Hill Road, Newburg, MD – Battle under blacklights in fast-paced, glowing night games packed with Halloween energy; bring a can of Monster Energy for free admission, rental gear, and mask. Buy glow ammo on-site.
Grand Opening & Ribbon-Cutting – Rootbound Farms on Oct. 11 (3 to 5 p.m.), located at Therapeutic Bodyworks, 6 St. Mary’s Avenue #103, La Plata, MD – Celebrate the debut of Rootbound Farms’ first storefront with light refreshments, product displays, raffles, and more. Free community event.
“A Single Step” Sneaker Ball Gala on Oct. 11 (5 to 10 p.m.), located at Your Infinite Paths Foundation, 2901 Festival Way, Waldorf, MD – Enjoy music, food, drinks, and a silent auction at this inspiring gala supporting the Program House Capital Campaign to fight trauma and human trafficking. Ticket purchase required.
National Faith & Blue Weekend – Charles County on Oct. 12 (noon to 3:30 p.m.), located at Maryland State Police La Plata Barrack, 500 St. Mary’s Avenue, La Plata, MD – Join local officers and community members for an afternoon of fellowship, discussion, and unity as part of the nationwide Faith & Blue initiative. Free community event.
Hughesville VFD Open House with Touch-a-Truck on Oct. 12 (11 a.m.), located at Hughesville Volunteer Fire Department, 15245 Prince Frederick Road, Hughesville, MD – Explore fire and rescue equipment, join safety challenges, enjoy food trucks, and learn fire and life safety tips at this family-friendly community event. Free admission.
Walktober Neighborhood Walk & Talk on Oct. 12 (11:30 a.m. to 12:30 p.m.), located at Waldorf West Library, 10405 O’Donnell Place, Waldorf, MD – Join Strong Towns Charles County for a leisurely, accessible two-mile walk to assess walkability on asphalt, concrete, and boardwalk paths, starting and ending by the library’s flagpoles. Free community event.
For more Charles County events, visit the Charles County Maryland website.
THINGS TO DO IN ST. MARY’S COUNTY
TR Kids Club: “Friday Night Frights” Costume Night (Children with Disabilities) on Oct. 10 (5 to 9 p.m.), located at Leonardtown Middle School, 24015 Point Lookout Rd., Leonardtown, MD – An inclusive Halloween evening for ages 5–13 with costumes, games, crafts and activities hosted by St. Mary’s County Recreation & Parks. Registration required; details via crystal.haislip@stmaryscountymd.gov.
Leonardtown Square Fall Bar Crawl on Oct. 10 (noon to last call), located at Olde Town Pub, The Rex, and Social Coffeehouse, downtown Leonardtown, MD – Enjoy a laid-back fall celebration featuring local brews, cocktails, pub bites, live entertainment, and passport prizes for visiting all three participating venues. Must be 21+.
Free Craft- Create a Fire Safety Scene on Oct. 11 (11 a.m. to noon), at JCPenney inside Wildewood Shopping Center, 23415 Three Notch Road, California, MD – Kids can enjoy a fire safety–themed craft featuring foam pieces and pipe cleaners while parents receive an extra 10% off coupon for in-store savings. Free craft with registration.
Roots & Rhythms Oktoberfest on Oct. 11 (11 a.m. to 6 p.m.), located at Thomas Family Farm, 20037 Tippett Road, Lexington Park, MD – Celebrate fall with live music, cultural performances, artisan shopping, and delicious seasonal food and drinks at this family-friendly festival showcasing local talent and community spirit. Free admission.
Wheels and Wings Car Show on Oct. 11 (10 a.m. to 3 p.m.), located at Patuxent River Naval Air Museum, 22156 Three Notch Road, Lexington Park, MD – Enjoy a showcase of foreign, domestic, classic, and modern vehicles alongside historic aircraft displays on the museum’s flight line. Spectator tickets available at the museum on event day.
SMTMD Contra Dance on Oct. 11 (7 to 9:30 pm), located at Christ Episcopal Church Parish Hall, 37497 Zach Fowler Road, Chaptico, MD – The evening starts at 7 pm with a half hour beginner’s dance workshop followed by live music performed by the SOMD Open Band and dancing from 7:30 to 9:30 pm. Check the website calendar for the lineup of dances and callers. Admission: $8 for members; $12 for non‐SMTMD members; children 17 and under (when accompanied by a paying adult) and band members are free.
National Faith & Blue Weekend – St. Mary’s County on Oct. 12 (11:30 a.m. to 1:30 p.m.), located at Lexington Park Baptist Church, 46855 S. Shangri-La Drive, Lexington Park, MD – Celebrate community connection and reconciliation with the Maryland State Police Leonardtown Barrack during Faith & Blue Weekend, featuring food, conversation, and fellowship. Free community event.
13th Annual Camp Maria Oyster Scald on Oct. 12 (noon), located at Camp Maria Retreat Center, 41290 Camp Maria Road, Leonardtown, MD – Enjoy live music, raffles, kids’ activities, and delicious food including oysters (scalded and fried), stuffed ham, fried chicken, pulled pork, fries, beer, wine, and home-baked treats on the scenic Breton Bay waterfront. Free admission; food and drinks for purchase.
Birthday Bash: Celebrating 30 Years of COSMIC on Oct. 12 (3 p.m.), located at Nancy R. and Norton T. Dodge Performing Arts Center, St. Mary’s College of Maryland, 47855 College Drive, St. Mary’s City, MD – Join the COSMIC Symphony for its milestone season performance under the direction of Will Esterling, featuring works by Stravinsky, Brahms, and Rimsky-Korsakov. Free concert; donations appreciated.
Suzette Pritchett Luncheon on Oct. 14 (11:30 a.m.), located at Garvey Senior Activity Center, 23630 Hayden Farm Lane, Leonardtown, MD – Enjoy a special live performance by vocalist Suzette Pritchett, who brings 30 years of professional singing experience and a soulful voice to this lunchtime event. Space limited; advance registration required.
Sotterley Presents: People & Perspectives with Jonathan Kavalier on October 15, 2025 (7:00 p.m.) – Join Jonathan Kavalier, director of gardens and grounds at Dumbarton Oaks, for a free virtual tour and discussion exploring the historic garden’s design evolution and the stewardship principles shaping its future. Kavalier will share challenges and opportunities of preserving historic landscapes in the 21st century and highlight innovative projects underway. Registration required.

SOUTHERN MARYLAND LIVE MUSIC SCHEDULE BROUGHT TO YOU BY LYNN’S MUSIC LISTINGS
Friday – October 10th
4:00pm – Byron Ciotter – Social Coffeehouse – Leonardtown MD
5:00pm – Jack Allen – The Slice House – Leonardtown MD
5:00pm – Blake & Hamner – Mully’s Brewery – Prince Frederick MD
5:00pm – Billy Breslin – Greene Turtle Sports Bar – California MD
5:00pm – Josh Airhart – Running Hare Vineyard – Prince Frederick MD
5:00pm – Joseph Norris – Snellman’s Shuck Shack – Hollywood MD
6:00pm – David Norris – Coast 2 Coast Seafood Bar – Solomons MD
6:00pm – Shane Graham – The Local – Hollywood MD
6:00pm – Girl Crush – JaneMark Winery – Brandywine MD
6:00pm – Red Jam – The Wheelhouse Beer Garden – North Beach MD
6:00pm – Ryan Forrester – Dockside Restaurant & Sports Bar – Deale MD
6:30pm – James Cornett – Blue Fish Pub – Solomons MD
7:00pm – Cougar Flash – Bike Fest Main Stage – Colonial Beach VA
7:00pm – Wes Ryce – The Potomac Gardens – Colton’s Point MD
7:30pm – Stripped – O’Gannigan’s Irish Pub – Prince Frederick MD
8:00pm – Better Than Whiskey – The Taphouse 1637 – California MD
8:00pm – Never 2 Late – Toots Bar – Hollywood MD
8:00pm – Mike Damron – Olde Town Pub – Leonardtown MD
8:30pm – Funkzilla – The Tavern – Saint Leonard MD
8:30pm – Barrick, Ivanov & Nelson – Ollie’s Bar & Grill – La Plata MD
10:00pm – Shaun Gomban – Lord Calvert Bowling – Huntingtown MD
Saturday – October 11th
12:00pm – Shaun Gomban – Big Kahuna Cruises (Docked) – Solomons MD
12:00pm – Hate The Toy – Bike Fest @ American Legion – Colonial Beach VA
12:00pm – Mark Tatum – Two Lions Vineyards – Brandywine MD
1:00pm – The Lookout – The TIKI Bar – Solomons MD
1:00pm – Jay Armsworthy – PRAD @ Calvert Marine Museum – Solomons MD
2:00pm – The Bootleggers – Port of Leonardtown Winery – Leonardtown MD
2:00pm – Vicki Roberts Band – Robin Hill Farm & Vineyard – Brandywine MD
2:00pm – Lawrence & Miner – Corteau Vineyards – Mechanicsville MD
2:00pm – Susan St George – Perigeaux Vineyards – Saint Leonard MD
3:00pm – Kevin Lee – The Boathouse @ Anchored Inn – Deale MD
3:00pm – GrooveSpan – PRAD @ Calvert Marine Museum – Solomons MD
4:00pm – COSMIC Symphony – St. Nicholas Luth. Church – Huntingtown MD
4:00pm – Capital Chill – The Taphouse 1637 – California MD
5:00pm – Joseph Norris – Morris Point Restaurant – Abell MD
5:00pm – Dust on the Bottle – Anthony’s Bar & Grill – Dunkirk MD
5:00pm – Byron Ciotter – The Port Oysteria & Brewery – Fredericksburg VA
5:00pm – Country Memories – Blue Fish Pub – Solomons MD
6:00pm – Billy Breslin – Southern Trail Distillery – Mechanicsvile MD
6:00pm – Paul Van Sickle – The Local – Hollywood MD
6:00pm – Shaun Gomban – Pax River Ale House – Lexington Park MD
6:00pm – Nightcap – Dockside Restaurant & Sports Bar – Deale MD
7:00pm – Mike Mead – The Scuttlebutt – Cobb Island MD
7:00pm – LongReef – Bike Fest Main Stage – Colonial Beach VA
7:00pm – Maryland Monroe – Bike Fest @ Amer. Legion – Colonial Beach VA
7:00pm – Ryan Emmert – Neptune’s Seafood Pub – North Beach MD
7:00pm – Will & Caitlyn – The Brass Tap – California MD
7:00pm – Neverland Band – Coast 2 Coast Seafood Bar – Solomons MD
7:00pm – Greg Barrick – O’Gannigan’s Irish Pub – Prince Frederick MD
7:30pm – Brian Grumbine – Killarney House Irish Pub – Davidsonville MD
8:00pm – Sundown – Toots Bar – Hollywood MD
8:00pm – Elizabeth’s Furnace – Ollie’s Bar & Grill – La Plata MD
8:00pm – Morgan Tripp Band – Buckets Bar & Grill – Lusby MD
8:00pm – Strutter (Kiss tribute) – The Rex Theatre – Leonardtown MD
8:00pm – Myles Deep Band – The Tavern – Saint Leonard MD
9:00pm – Jack Allen – Betty Russell’s Store & Bar – Valley Lee MD
Sunday – October 12th
11:00am – SOMD Jazz Trio Jonah Orevillo – Pier 450 – Ridge MD
1:00pm – Shane Graham & Krys Baker – Running Hare – Prince Frederick MD
1:00pm – Jack Allen – Harvest Fest @ Miller’s Farm – Clinton MD
2:00pm – Mike Mead – Robin Hill Farm & Vineyard – Brandywine MD
2:00pm – Generations – Port of Leonardtown Winery – Leonardtown MD
3:00pm – Ryan Webster – The Boathouse @ Anchored Inn – Deale MD
3:00pm – COSMIC Symphony – The Dodge Arts Center – St. Mary’s City MD
3:00pm – Justin Myles & The Prophessor – Wharf 38 – Deale MD
3:00pm – Funkzilla – The Pier – Solomons MD
3:00pm – Greg Barrick – Coast 2 Coast – Solomons MD
6:00pm – Levi Stephens – Stoney’s Clarkes Landing – Hollywood MD
Monday – October 13th – Columbus Day
2:00pm – Kurt Schiesinger – Port of Leonardtown Winery – Leonardtown MD
7:00pm – Open Mic w/ Will Benthal – Toots Bar – Hollywood MD
Tuesday – October 14th
6:00pm – Wes Ryce – Apehangers Bar & Grill – Bel Alton MD
6:30pm – Open Mic w/Mike Trujillo – Twisted Bar & Grill – Hollywood MD
Wednesday – October 15th
5:00pm – Hyland Brothers – The Boathouse @ Anchored Inn – Deale MD
5:00pm – Ryan Forrester – Ketch 22 Restaurant – North Beach MD
6:00pm – Jayce Gallagher – Brick Wood Fired Bistro – Prince Frederick MD
6:00pm – Bradley Turner – The Pier – Solomons MD
7:00pm – Open Mic w/Steve Nelson – The Tavern – Saint Leonard MD
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