SOUTHERN MARYLAND — Thanksgiving weekend wraps up and the region heads straight into holiday events, tree lightings and community traditions. In St. Mary’s County, Piney Point Lighthouse Museum is rolling out a full slate of December programming, including the Evening Tides Christmas Candlelight event, the Interlocking Building Bricks Lighthouse Challenge and a Family Holiday Open House.
The community can also explore a variety of seasonal guides, including the Best Christmas Lights in Maryland 2025, a roundup of holiday craft fairs and bazaars across Southern Maryland, and a dedicated list of where Santa and the Grinch will be making appearances throughout December.
With festive activities spanning all three counties, these guides offer even more ways to celebrate the season.
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THINGS TO DO IN CALVERT COUNTY
Calvert County Tree Lightings are located across the community throughout Calvert County, MD – Enjoy multiple tree lighting celebrations across towns and waterfront areas as the county kicks off the holiday season; see the list here.
Annmarie Garden in Lights: Outdoor Holiday Light Show from Nov. 28 to Jan. 1 (nightly times vary), at Annmarie Sculpture Garden & Arts Center, 13470 Dowell Road, Solomons, MD – The garden transforms into a twinkling holiday wonderland with glowing sculptures, interactive displays, themed zones, photo ops, festive exhibits, and seasonal entertainment throughout the month. Tickets required.
Step Into the Past: The Louis Goldstein Office on Nov. 29 (11 a.m. to noon), located at Jefferson Patterson Park and Museum, 10515 Mackall Rd, Saint Leonard, MD – Take a guided look into Maryland political history through an immersive tour of Louis Goldstein’s preserved office. Free admission.
Santa & The Grinch on Nov. 29 (11 a.m. to 3 p.m.), located at Mandy Lee’s Vintage Shop & Studio, 136 Main St, Prince Frederick, MD – Stop by for early holiday photos and meet-and-greet fun with Santa and the Grinch during this festive drop-in event. Free admission.
Sea Glass Wreath or Tree on Nov. 29 (3 to 6 p.m.), located at American Legion Stallings-Williams Post 206, 3330 Chesapeake Beach Rd, Chesapeake Beach, MD – Create a sea glass wreath or tree during this holiday fundraiser supporting the American Legion. Ticket required.
Small Business Saturday in Calvert County on Nov. 29 (all day), located at participating local shops and markets throughout Calvert County, MD – Celebrate the holiday weekend by supporting locally owned businesses with special sales, pop-up markets and community shopping events across the county. Free admission.
Twin Beach Players Present: “The Addams Family” Musical on Nov. 29–30 (Nov. 29 at 7 p.m.; Nov. 30 at 3 p.m.), located at Boys & Girls Clubs of Southern Maryland, 9021 Dayton Ave, North Beach, MD – Enjoy weekend performances of the Addams Family musical presented by Twin Beach Players. Ticket required.
Cookies & Caroling on Dec. 3 (5 to 7 p.m.), located at Chick-fil-A Prince Frederick, 801 Solomons Island Rd S, Prince Frederick, MD – Enjoy cookie decorating, team-member caroling and a visit from the Chick-fil-A Cow during this festive in-store event. Free admission.
Sea Squirts: Fossil Exploration on Dec. 4 (10:15 and 11:15 a.m.), located at Calvert Marine Museum, 14200 Solomons Island Rd S, Solomons, MD – Young children and their caregivers can explore fossils through music, stories and hands-on activities during these short interactive sessions. Free admission.
Wreath Workshop on Dec. 4 (5:30 to 7:30 p.m.), located at Calvert Career and Technology Academy, 330 Dorsey Rd, Prince Frederick, MD – Create a holiday wreath with provided materials, tools and refreshments while learning step-by-step guidance from instructors. Ticket required.
For more Calvert County events, visit the Calvert County Maryland website.
THING TO DO IN CHARLES COUNTY
Charles County Tree Lightings are located across the community throughout Charles County, MD – Holiday tree lightings take place at shopping centers, town centers, medical campuses and festival grounds throughout the season; see the list here.
Fill the Van at Petco La Plata on Nov. 28 (8 a.m. to 3 p.m.), located at Petco, 19 Shining Willow Way, La Plata, MD – Help support the Humane Society of Charles County by donating supplies during this one-day community collection event. Free admission.
Shop Small La Plata on Nov. 29 (all day), located at participating downtown businesses throughout La Plata, MD – Celebrate Small Business Saturday with exclusive specials, passport giveaways, festive promotions and chances to win gift baskets by visiting local shops. Free admission.
Santa Event at St. Charles Towne Center on Nov. 29 (11 a.m. to 1 p.m.), located at St. Charles Towne Center, 11110 Mall Cir, Waldorf, MD – Enjoy hot chocolate, cookies and festive photo opportunities with Santa in Center Court. Free admission.
NERFSGIVING Blaster Battle on Nov. 29 (11 a.m. to 5 p.m.), located at Charles County Fairgrounds, 8440 Fairgrounds Rd, La Plata, MD – Join the Southern Maryland House of Nerf for a day of stock and competitive Nerf battles for ages 7 and up, with safety checks, game rotations and plenty of action. Ticket required.
Junior Billiard League on Nov. 29 (noon to 3 p.m.), located at World Class Billiard Room, 2720 Crain Hwy, Waldorf, MD – Teens can build skills and enjoy friendly competition in this weekly junior league session.
A Party for Scotty Featuring Michael Muse & Zyona on Nov. 29 (3 to 8 p.m.), located at Shark Bar and Seafood House, 2714 Crain Hwy, Waldorf, MD – Celebrate Scotty’s special night with live performances, dancing and a lively atmosphere featuring Michael Muse, Zyona and special guests. Ticket required.
Maxwell Hall Spirit Investigation on Nov. 29 (7 p.m.), located at Maxwell Hall, 17388 Teagues Point Rd, Hughesville, MD – Join a guided paranormal investigation inside this historic 1768 home using modern equipment to explore reported activity. Ticket required.
Karaoke Contest at Ape Hangers Bar on Nov. 29 (9 p.m.), located at Ape Hangers Bar, 9100 Crain Hwy, Bel Alton, MD – Show off your talent in a multi-genre karaoke competition featuring rock, pop, country and more, with cash prizes for top performers. Free admission.
A Latte Pages Book Club Kickoff on Dec. 2 (5:30 to 7:30 p.m.), located at Wee Bean Coffee Roasters, 6580 Crain Hwy, La Plata, MD – Join fellow readers for a cozy discussion of Good Spirits and connect with local book lovers over themed beverages. Free admission.
Weekend Concert Series at CSM on Dec. 4–6 (7:30 p.m.), located at Brad and Linda Gottfried Theater, Hank Willoughby Foundation Center for the Arts, 8730 Mitchell Rd, La Plata, MD – Enjoy three evenings of live performances featuring the Winter Choral Celebration, the Big Band Holiday Jam and the Latin Ensemble’s “¡Caliente!” concert. Ticket required.
For more Charles County events, visit the Charles County Maryland website.
THINGS TO DO IN ST. MARY’S COUNTY
St. Mary’s County Tree Lightings are located across the community throughout St. Mary’s County, MD – Tree lighting events are hosted in town squares, fire departments, libraries and local gathering places across the county; see the list here.
Family Holiday Open House at Piney Point Lighthouse on Nov. 30 (10 a.m. to 5 p.m.), located at Piney Point Lighthouse Museum and Historic Park, 44720 Lighthouse Rd, Piney Point, MD – Enjoy free museum admission, seasonal activities, refreshments and holiday shopping inside the museum store. Free admission.
“Christmas Carol” at The Newtowne Players on Nov. 29–30 (Sat. 8 p.m.; Sun. 3 p.m.), located at The Newtowne Players Theater, 21744 South Coral Drive, Lexington Park, MD – A comedic, fast-paced twist on the classic Dickens tale performed by the Farndale Avenue Townswomen’s Guild Dramatic Society. Tickets required.
Hearth & Home on Nov. 28–29 (10 a.m. to 4 p.m.), located at Historic St. Mary’s City, 18751 Hogaboom Ln, St. Mary’s City, MD – Explore seasonal foodways, living history demonstrations and hands-on activities during this open-air historical weekend experience. Free admission; ticket required.
Evening Tides: Christmas Candlelight at Piney Point on Nov. 29 (5 p.m.), at Piney Point Lighthouse Museum & Historic Park, 44720 Lighthouse Road, Piney Point, MD – A festive holiday evening featuring storytime with Buddy the Elf, Frosty the Snowman, Santa and Mrs. Claus, carolers, children’s activities, craft vendors, over a dozen decorated trees, and letters to Santa through the Magical Santa Mailbox. Free admission; $5 suggested donation.
A Casual Christmas at Mount Chance Farm on Nov. 29–30 (Fri. 4–9 p.m.; Sat. 12–4 p.m.), located at Mount Chance Farm, 23713 Mount Chance Farm Lane, Clements, MD – Enjoy pony rides, train rides, hayrides, reindeer rides, crafts, games, hot cocoa, vendor shopping and photo ops with Santa in a festive farm setting. Tickets required.
Grand Opening Weekend Celebration at SMASHRx on Nov. 29 (9 a.m. to 4 p.m.), located at 21272 Great Mills Rd, Suite C & D, Great Mills, MD – Celebrate with a ribbon cutting, DJ Drumma, inflatables, photo stations and a vendor fair. No tickets needed; special weekend discount code available. Free admission.
Holiday Shopping at The Belmont Farm on Nov. 30 (10 a.m. to 2 p.m.), located at The Belmont Farm, 24079 Budds Creek Rd, Clements, MD – Shop local vendors, enjoy festive food and experience a fun seasonal market atmosphere with catered favorites available onsite. Free admission.
Holiday Vertical Porch Sign Workshop on Dec. 1 (5 p.m.), located at Garvey Senior Activity Center, 23630 Hayden Farm Ln, Leonardtown, MD – Create a festive porch sign using a 48″x8″ board, paint, and stencils, with all supplies provided and advanced registration required. Ticket required.
Interlocking Building Bricks Lighthouse Challenge 2025 on Dec. 1 to Dec. 4, located at Piney Point Lighthouse Museum & Historic Park, 44720 Lighthouse Road, Piney Point, MD – Calling all interlocking toy-building brick enthusiasts. This annual holiday challenge invites participants to create a lighthouse using interlocking building bricks and bring their design to the museum for display and competition judging. Tickets Required.
SOUTHERN MARYLAND LIVE MUSIC SCHEDULE BROUGHT TO YOU BY LYNN’S MUSIC LISTINGS
Friday – November 28th
2:00pm – Becky Titus – Port of Leonardtown Winery – Leonardtown MD
3:00pm – John & Rachael – Buckets Bar & Grill – Lusby MD
5:00pm – Joseph Norris – Snellmen’s Store & Shuck Shack – Hollywood MD
5:00pm – Chris Dean – Greene Turtle Sports Bar – California MD
5:00pm – Brian Grumbine – Greene Turtle Sports Bar – La Plata MD
5:00pm – Greg Seybold – Mully’s Brewery – Prince Frederick MD
6:00pm – Nightcap – Dockside Restaurant & Sports Bar – Deale MD
6:00pm – Funkzilla – Wheel House Beer Garden – North Beach MD
6:30pm – Run Catch Rain – Ruddy Duck Brewery & Grill – Solomons MD
7:00pm – The Wanderers – The Potomac Gardens – Coltons Point MD
8:00pm – All Funked Up – The Remedy 20601 – Waldorf MD
8:00pm – Wes Ryce – Olde Town Pub – Leonardtown MD
8:00pm – Arrival – Toots Bar – Hollywood MD
8:00pm – Buff Husky – Buckets Bar & Grill – Lusby MD
8:00pm – In Too Deep – The Rex Theatre – Leonardtown MD
Saturday – November 29th
12:30pm – Cherith Yuly – Two Lions Vineyard – Upper Marlboro MD
1:00pm – Eddie Pasa – Robin Hill Farm & Vineyards – Brandywine MD
2:00pm – Coastal Flats – Port of Leonardtown Winery – Leonardtown MD
2:00pm – Bamboo Chicken Band – Wharf 38 – Deale MD
5:00pm – Midnight Sunsets – Creekside Farm Brewery – King George VA
6:00pm – Jason Bishop – Dockside Restaurant & Sports Bar – Deale MD
6:00pm – Byron Ciotter – The Local – Hollywood MD
6:00pm – Gypsy Sol – Pax River Ale House – Lexington Park MD
7:00pm – River Rock Band – Water View Inn & Restaurant – Bushwood MD
7:00pm – Chris Dean – The Brass Tap – California MD
7:00pm – Taboo – Dockside Restaurant – Colonial Beach VA
8:00pm – Drivetrain – Martini’s Lounge – White Plains MD
8:00pm – Stripped – The Tavern – Saint Leonard MD
8:00pm – Mike Mead Band – Toots Bar – Hollywood MD
8:00pm – Myles Deep Band – Buckets Bar & Grill – Lusby MD
9:00pm – Be Kind & Rewind – Ollie’s Bar & Grill – La Plata MD
9:00pm – Tommy McGee Band – Huntt’s Tavern – Pomfret MD
Sunday – November 30th
2:00pm – Gabriel Heisey – Port of Leonardtown Winery – Leonardtown MD
Monday – December 1st
6:00pm – Open Mic w/ Will Benthal – Toots Bar – Hollywood MD
Tuesday – December 2nd
7:00pm – Open Mic w/Mike Trujillo – Twisted Bar & Grill – Hollywood MD
Wednesday – December 3rd
5:00pm – Mike Heuer – Ketch 22 Restaurant – North Beach MD
7:00pm – Open Mic w/Steve Nelson – The Tavern – Saint Leonard MD
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on 11/30 lets observe Mississippi day, Mississippi is the state responsible for overturning roe v. wade. Mississippi is important to the US.