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Shop & Gift Local with the “SOMD Holiday Gift Guide!”
We’ve curated the best gifts for everyone on your list.
✨ ENTER TO WIN $600+ IN GIFT PICKS WHEN YOU SHOP LOCAL THIS SEASON! ✨
Here’s your bi-weekly list of fun, upcoming SOMD events. From Christmas Pop-Up Shops to Wreath Workshops to Holiday Parties; there is a lot going on in Southern Maryland!
Friday, December 3rd:
- Garden in Lights (Now thru 1/1) & Holiday Train Display (Now thru 12/12) @ AnnMarie Garden in Dowell, MD
- Parent’s Night Out! @ ARTful PLAYhouse in Leonardtown, MD
- 6×6 Art Show & Fundraiser @ St. Mary’s County Art Council in Leonardtown, MD
- Holiday Lights on Horseback (Friday – Sunday) @ Foxfire Farm in Brandywine, MD
- First Friday Live Music, Food Truck & Wine Tastings @ Port of Leonardtown Winery in Leonardtown, MD
- Yoga Refresh @ Flying Frog Fitness in Prince Frederick, MD
- New Moon Yoga Nidra & Sound Healing @ Journeys Holistic Therapy Group in Charlotte Hall, MD
- Random Acts of Christmas Musical (Friday – Sunday) @ Real Life Church in Mechanicsville, MD
- Blazin Keys Dueling Pianos @ Taphouse 1637 in California, MD
- Elf: The Musical Performance (Friday – Sunday) @ The Newtowne Players in Lexington Park, MD
- Christmas Trivia & Food Truck (AZTK) @ Scorpion Brewing Co in Owings, MD
Saturday, December 4th:
- Home Grown Farm Market @ 21078 Three Notch Road in Lexington Park, MD
- Winter Classic Tournament @ Buzz’s Marina in Ridge, MD
- Holiday Shopping @ St. Inie’s Coffee in Lexington Park, MD
- Winter Wonderland Workshops @ Historic Sotterley in Hollywood, MD
- Christmas Tree Farm Mini Sessions & Holiday Fundraiser @ Evergreen Acres Christmas Tree Farm in Mechanicsville, MD
- Holiday Maker’s Market @ AnnMarie Gardens in Dowell, MD
- SOMD Farm & Country Christmas Auction @ Farrell Auction Service in Mechanicsville, MD
- Pop Up Wreath Workshop by Blume @ St. Mary’s Bryantown School in Bryantown, MD
- Outdoor Holiday Market @ St. Mary’s Bryantown in Bryantown, MD
- Holiday Pop Up Market @ Vintage by the Bay in Deale, MD
- 2nd Annual Holiday Market @ Cardinal Creek Plant Farm in Prince Frederick, MD
- Holiday Horse Open House @ Greenwell State Park in Holllywood, MD
- Toddler & Future Chef @ Waldorf Senior & Rec Center in Waldorf, MD
- Holiday Market and Carolina Snowflakes Workshop @ Jefferson Patterson Park & Museum in Saint Leonard, MD
- Seeking the Light: Holiday Grief Workshop @ Burnett Calvert Hospice House in Prince Frederick, MD
- 43rd Annual Arts & Crafts Festival @ PAX River Drill Hall in Lexington Park, MD
- Evergreen Workshop @ Historic St. Mary’s City
- ✨ Holiday Kick-Off Market @ Southern Trail Distillery in Mechanicsville, MD ~ Stop by and see some of our SOMD Holiday Gift Guide businesses! ✨
- Christmas Kid’s Craft Event & Free Hot Dogs @ Meadows Farms Nurseries & Landscape in Leonardtown, MD
- Pop-Up & Grow @ 3000 Festival Way in Waldorf, MD
- Craft & Chill Christmas Make & Takes @ 3000 Festival Way in Waldorf, MD
- A Very Plaid Christmas Holiday Tour @ Maxwell Hall in Hughesville, MD
- Santa Paws: Pet Photos with Santa @ Calvert County Animal Shelter in Prince Frederick, MD
- Deck the Stalls Holiday Event @ Hearts on Fire Equine Learning in Hollywood, MD
- Home for the Holidays: Light Up Linden @ Calvert Chamber of Commerce in Prince Frederick, MD
- Food Truck (Chaptico Market), Live Music & Tastings @ Port of Leonardtown Winery in Leonardtown, MD
- Solomons Christmas Walk @ Solomons Island, MD
- The Park at Dark: A Lantern-lit Walk @ Jefferson Patterson Park in Saint Leonard, MD
- Karaoke Night @ Gridiron Grill in Callaway, MD
Sunday, December 5th:
- Sunday Brunch! @ Brick Wood Fired Bistro in Prince Frederick, MD
- Bottomless Mimosas @ Social Coffeehouse in Leonardtown, MD
- Brunch @ The Charles in La Plata, MD
- Holiday Craft Show to Benefit the Humane Society of Charles County @ Thomas Stone High School in Waldorf, MD
- Outdoor Wreath-Making Party @ AnnMarie Garden in Dowell, MD
- Drive Thru Chicken Dinner @ Hollywood VRS in Hollywood, MD
- Cookies with Santa @ Dunkirk VFD in Dunkirk, MD
- Museum Holiday Open House @ St. Clement’s Island Museum in Coltons Point, MD
- Wreath Workshop @ Susanna’s Watch in Mechanicsville, MD
- Live Music, Food Truck (Heidi’s Eats & Sage’s Treats) & Wine Tastings @ Port of Leonardtown Winery in Leonardtown, MD
- Christmas Wine Glass Painting @ Port Tobacco Marina in Port Tobacco, MD
Monday, December 6th:
- Weekly Wander – Outdoor Meet Up @ Jefferson Patterson Park in Saint Leonard, MD
- Santa Butta Live Music @ The Scuttlebutt in Cobb Island, MD
- Salty Paintz Night @ Port of Leonardtown Winery in Leonardtown, MD
- Tea Workshop @ The Lobby Coffee Bar in Huntingtown, MD
Tuesday, December 7th:
- Make It & Take It: Holiday Wreath Arrangements @ Discovery Commons Wildewood in California, MD
- Special Needs Night: Garden in Lights @ AnnMarie Garden in Dowell, MD
- Family Night with Santa @ Skipper’s Pier in Deale, MD
- Trivia Night & Taco Tuesday @ The Rex in Leonardtown, MD
Wednesday, December 8th:
- YPN Ugly Sweater Event @ Running Hare Vineyard in Prince Frederick, MD
- Wine Wednesday & Live Music @ Brick Wood Fired Bistro in Prince Frederick, MD
- DIY Christmas Ornaments @ Waldorf Senior & Rec Center in Waldorf, MD
- DIY Ugly Christmas Attire @ Milton Somers Community Center in La Plata, MD
- Trivia Night @ Gridiron Grill in Callaway, MD
- Trivia Night @ Thursday’s Bar & Grill in Owings, MD
- Trivia Night @ Brudergarten Beer Garden in Leonardtown, MD
Thursday, December 9th:
- Sea Squirts @ Calvert Marine Museum in Solomons, MD
- Merry Menagerie – Live Animal Photo Op @ Annmarie Garden in Dowell, MD
- Evil Genius Tap Takeover & Ugly Sweater Party @ Olde Town Pub in Leonardtown, MD
- Toddler & Future Chef @ Piccowaxen Middle School in Newburg, MD
- DIY Christmas Paint Workshop @ Dream BIG Boutique in La Plata, MD
- Holiday Lights on Horseback (Thursday – Sunday) @ Foxfire Farm in Brandywine, MD
- Holiday Game Night Mixer @ Willows Rec Center in Lexington Park, MD
- Paint Night: The Grinch @ The Greene Turtle in La Plata, MD
- Christmas Ornament & Cookie Exchange @ PAX Presbyterian Church in California, MD
- Music Trivia @ Taphouse 1637 in California, MD
Friday, December 10th :
- ✨ Kris Kringle Christmas Market (Friday – Sunday) @ Charles County Fairgrounds in La Plata, MD ~ Stop by and see some of our SOMD Holiday Gift Guide businesses! ✨
- Garden in Lights @ AnnMarie Garden in Dowell, MD
- Parent’s Night Out & Kid’s Party In! @ Real Life Church in Mechanicsville, MD
- Christmas Tree Lighting @ Ridge VFD in Ridge, MD
- Restorative Aerial Yoga with Hot Stone Massage @ Flying Frog Fitness in Prince Frederick, MD
Saturday, December 11th:
- Home Grown Farm Market @ 21078 Three Notch Road in Lexington Park, MD
- New York City Bus Trip @ St. Mary’s County Rec & Parks in Leonardtown, MD
- Open House & Christmas Bazaar @ Summerseat Farm in Mechanicsville, MD
- Photos with Santa @ Hardesty Haven Cafe in Aquasco, MD
- Holiday Craft Fair @ Northern High School in Owings, MD
- Jingle Bell Fun Run/Walk @ Starmaker School for Early Education in California, MD
- Holiday Market @ Cardinal Creek Plant Farm in Prince Frederick, MD
- Annual Christmas Bazaar @ Deale VFD in Deale, MD
- ✨ Christmas Vendor Show @ Briar Branch Alpaca Clothing in Clements, MD ~ Stop by and see some of our SOMD Holiday Gift Guide businesses! ✨
- Holiday Photos with Santa @ NewLife Calvert in Prince Frederick, MD
- Buche de Noel Class @ No Thyme to Cook in Solomons, MD
- Pics with Santa & Mrs. Claus @ All American Harley Davidson in Hughesville, MD
- ✨ Holiday Sip & Shop @ Power Explosion Studio Dance ~ Stop by and see some of our SOMD Holiday Gift Guide businesses! ✨
- Gingerbread House with Horses @ Hearts on Fire Equine Assisted Learning in Hollywood, MD
- Live Music & Wine Tastings @ Port of Leonardtown Winery in Leonardtown, MD
- 2nd Annual Christmas Event @ Mt. Zion UMC of Laurel Grove in Mechanicsville, MD
- Christmas Party @ Betty Russell’s Bar in Leonardtown, MD
- Annual Community Christmas Concert @ Our Father’s House AG in California, MD
- Holiday Wine & Wreath Workshop @ Blume in Brandywine, MD
- Kid’s Night Out @ Elite Gymnastics & Rec Center in Waldorf, MD
- Jolly Jingle Jam Cookie Decorating Party @ My Gym St Marys in California, MD
- Annual Bells & Blessings Auction & Dinner Benefit @ St. Marys Bryantown School in Bryantown, MD
- Characters of Christmas Costume & Cocktail Party @ Running Hare Vineyard in Prince Frederick, MD
- Sound Bath @ Flying Frog Fitness in Prince Frederick, MD
Sunday, December 12th:
- Sunday Brunch! @ Brick Wood Fired Bistro in Prince Frederick, MD
- Bottomless Mimosas @ Social Coffeehouse in Leonardtown, MD
- Brunch @ The Charles in La Plata, MD
- ✨ Christmas Vendor Show @ Briar Branch Alpaca Clothing in Clements, MD ~ Stop by and see some of our SOMD Holiday Gift Guide businesses! ✨
- Holiday Designer Purse Bingo @ Mechanicsville VFD in Mechanicsville, MD
- Dash for Christmas – Holiday Shopping Events with Wine @ Friday’s Creek Winery in Saint Leonard, MD
- Santa Claus Comes to Imaginarium @ Imaginarium Indoor Playspace in Solomons, MD
- Holiday Open House @ Shepherd’s Old Field Market in Leonardtown, MD
- Holiday Homemade & Handmade Swap @ St. Mary’s County Rec & Parks in Leonardtown, MD
- Live Music, Food Truck & Wine Tastings @ Port of Leonardtown Winery in Leonardtown, MD
- HoliGays Party by PFLAG Leonardtown @ Chancellor’s Run Park in Great Mills, MD
- Candlelight Yoga with Evolve Yoga & Wellness @ Briar Branch Alpaca Clothing in Clements, MD
- Comedy Night @ The Bugeye Grill in Solomons, MD
- Greetings from Santa Night: Garden in Lights @ AnnMarie Garden in Dowell, MD
Tuesday, December 14th:
- Holiday Storytime @ Jefferson Patterson Park & Museum in Saint Leonard, MD
- Meet & Greet with Santa @ Town of Leonardtown
- Bunco – Trades of Hope @ Dream BIG Boutique in La Plata, MD
- Holiday Cupcake Decorating Class @ Port of Leonardtown Winery in Leonardtown, MD
- Trivia Night & Taco Tuesday @ The Rex in Leonardtown, MD
Wednesday, December 15th:
- Wine Wednesday & Live Music @ Brick Wood Fired Bistro in Prince Frederick, MD
- Wine & Pine Wreath Making Workshop @ Romano Vineyard & Winery in Brandywine, MD
- DJ Bingo @ The Greene Turtle in California, MD
- Trivia Night @ Gridiron Grill in Callaway, MD
- Trivia Night @ Thursday’s Bar & Grill in Owings, MD
- Trivia Night @ Brudergarten Beer Garden in Leonardtown, MD
- Garden in Lights (Wednesday – Sunday) @ AnnMarie Garden in Dowell, MD
Thursday, December 16th:
- Little Minnows @ Calvert Marine Museum in Solomons, MD
- Music Trivia @ Taphouse 1637 in California, MD
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Chrissy Meadows is a Southern Maryland Influencer and Realtor® with EXIT Landmark Realty. She is passionate about promoting local entrepreneurs and sharing amazing products, services & events with the SOMD community.
