SOUTHERN MARYLAND — Holiday bazaars, artisan markets and festive shopping events are underway across the region as vendors, small businesses and community groups gear up for one of the busiest seasonal traditions. From multi-day markets and farm pop-ups to school bazaars, winery workshops and museum holiday fairs, Southern Maryland residents have dozens of opportunities to shop local, browse handmade goods and enjoy family-friendly festivities throughout December.
Santa and Grinch appearances are noted with a 🎅 throughout the listings.
See the full list here.
This list is being updated daily, check back to see new additions.
CALVERT COUNTY
Rolling Acres Farm 2nd Annual Christmas Weekend Spectacular 🎅
Nov. 28–30 (times vary), located at Rolling Acres Farm, 3305 St. Leonard Road, Port Republic, MD – A three-day Christmas celebration with vendors, family activities and festive farm fun.
St. John Vianney Annual Vendor Event 🎅
Nov. 29 (10 a.m. to 2 p.m.), located at St. John Vianney Family Life Center, 165 Vianney Ln, Prince Frederick, MD – Holiday vendor fair featuring handmade gifts, crafts and local artisans.
Holiday Open House at Dahlia & Vine
Nov. 29–30 (Sat. 10 a.m.–5 p.m.; Sun. 10 a.m.–2 p.m.), located at 1560 Lottie Fowler Road, Prince Frederick, MD – A two-day holiday kickoff featuring gift shopping, simmer pot jars, wreaths, candles, farm-made goods, meet-and-greet time with the farm bunnies, and complimentary hot cocoa and apple cider. Free admission.
6th Annual Holiday Market at Cardinal Creek
Nov. 29 (9 a.m.), located at Cardinal Creek Plant Farm, 5180 Sixes Rd, Prince Frederick, MD – Greenhouse holiday market with 35+ vendors, seasonal décor and shopping.
Spirit of Calvert Christmas Market 🎅
Dec. 6–7 (Sat. 9 a.m.–5 p.m.; Sun. 10 a.m.–3 p.m.), located at Calvert County Fairgrounds, 140 Calvert Fair Dr, Prince Frederick, MD – Two-day holiday market with vendors, displays and festive activities. Free admission.
Christmas Craft Fair at Jesus the Divine Word Catholic Church
Dec. 6 (9 a.m. to 2 p.m.), located at Jesus the Divine Word Catholic Church, 885 Cox Rd., Huntingtown, MD – 10th annual event featuring homemade and handmade crafts and gifts by local crafters, plus raffles, prizes, food and fun. Free admission.
Annual Holiday Market at No Thyme to Cook
Dec. 7 (11 a.m. to 4 p.m.), located at No Thyme to Cook, 14624 Solomons Island Road South, Solomons, MD – A waterfront holiday market featuring handmade and locally crafted gifts from regional artisans, perfect for last-minute holiday shopping. Ticket required.
Annmarie Holiday Market
Dec. 6 & 13th (9 a.m. to 2 p.m.), located at Annmarie Sculpture Garden & Arts Center, 13470 Dowell Road, Solomons, MD – Seasonal outdoor market featuring handmade goods and artisan vendors. Free admission these days. Check the listing for additional dates.
NHS Holiday Craft Fair at Northern High School
Dec. 13 (9 a.m. to 2 p.m.), located at Northern High School, 2950 Chaneyville Rd., Owings, MD – 23rd annual holiday craft fair featuring local crafters and vendors, supporting the NHS Band Boosters. Free admission.
Very Merry Christmas at Parkers Creek 🎅
Dec. 13 (9 a.m. to 5 p.m.), located at Parkers Creek Crystal Shop, 2990 Parkers Creek Rd., Port Republic, MD – Holiday market featuring Santa and his elf for photos, local vendors in the barn (until 3 p.m.), shops open until 5 p.m., a hot cocoa shed, food truck fare, caroling and festive surprises. Free admission.
Annual Christmas Bazaar at Deale VFD 🎅
Dec. 13 (9 a.m. to 2 p.m.), located at Deale Volunteer Fire Department, 6007 Drum Point Rd., Deale, MD – The 49th year of this community bazaar featuring crafters, vendors, lunch options, treats for children, and a noon visit from Santa. Baked goods available for sale. Free admission and door prizes.
Solomons Christmas Walk 🎅
Dec. 13 (4 to 9 p.m.), located throughout Solomons Island, MD – Island-wide Christmas celebration featuring lights, entertainment and Santa. Free admission.
Solomons Christmas Walk at Calvert Marine Museum 🎅
Dec. 13 (6 to 9 p.m.), located at Calvert Marine Museum, Solomons, MD – Museum activities, crafts, lights and Santa photos during the Christmas Walk. Free admission.
2nd Annual Marching Cavaliers Craft Fair at Calvert High School
Dec. 20 (9 a.m. to 5 p.m.), located at Calvert High School, 520 Fox Run Blvd., Prince Frederick, MD – Annual event featuring local vendors, baked goods, food truck offerings and Battle of the Bands Mattress Sale activity. Free admission.
CHARLES COUNTY
Pop-Pops Greenhouse / Pleasant View Farm – Thousands of Lights
Dec. 5 (opens at dusk), located at Pleasant View Farm, 13340 Rock Point Rd, Newburg, MD – Walk through thousands of holiday lights and displays during this seasonal drive-through experience. Ticket required.
Green Acres Nursing and Rehab Holiday Bazaar 🎅
Dec. 6 (10 a.m. to 2 p.m.), located at Green Acres Nursing and Rehab, 10200 LaPlata Road, La Plata, MD – Holiday bazaar featuring local vendors, arts and crafts for kids, games, raffles, delicious food and festive fun for all ages. Free admission.
Holiday Craft Fair at Thomas Stone High School
Dec. 7 (10 a.m. to 3 p.m.), located at Thomas Stone High School, 3785 Leonardtown Road, Waldorf, MD – Annual holiday craft fair benefiting the Humane Society of Charles County, featuring local makers, seasonal gifts and shopping. Suggested donation of $1 or a donation of pet food.
Shop Local Christmas Vendor Market at Apehangers Bar & Grill
Dec. 7 (2 p.m. to 6 p.m.), located at Apehangers Bar & Grill, 9100 Crain Hwy, Bel Alton, MD – Second annual community market featuring local vendors, handmade goods, holiday crafts, bonfire, live music and food and drink specials. Free admission.
Old Tyme Holiday Gathering – Town of La Plata 🎅
Dec. 7 (3 to 6 p.m.), located at La Plata Town Hall, La Plata, MD – Celebrate the season with carriage rides, kids’ activities, live entertainment, vendors, refreshments and a visit from Santa. Free admission.
Kris Kringle Christmas Market at Charles County Fairgrounds 🎅
Dec. 12–14 (Fri. 4–8 p.m.; Sat. 9 a.m.–8 p.m.; Sun. 10 a.m.–3 p.m.), located at Charles County Fairgrounds, 8440 Fairgrounds Rd, La Plata, MD – German-style holiday market featuring artisans, food, live music, kids’ activities and the official arrival of Santa. Ticket required.
Merry and Bright Christmas Bazaar 🎅
Dec. 13 (noon to 4 p.m.), located at 11775 Pika Drive, Waldorf, MD – Free community event featuring giveaways, free clothes while supplies last, free toys, raffles, nail painting, face painting, vendors, book reading with Pete the Cat, and cookies and cocoa with Santa. Free admission.
Holidays on the Half Shell: Ornament Pop-up at Port Tobacco Restaurant
Dec. 19 at 6 p.m., located at Port Tobacco Restaurant, 7536 Shirley Blvd., Port Tobacco, MD – Learn the art of decoupage as you create three custom oyster shell ornaments with step-by-step instruction from an experienced instructor. Seasonal food and drink specials will be available. Tickets required.
ST. MARY’S COUNTY
The Holiday Market with The Grinch & Cindy Lou Who 🎅
Nov. 28 (9 a.m. to 7 p.m.), located at Leonardtown Square & Town Market LLC, Leonardtown, MD – Browse holiday vendors and enjoy festive photo ops with the Grinch and Cindy Lou Who. Free admission.
Holiday Bazaar
Nov. 29 (11:30 a.m. to 4:30 p.m.), located at 43958 Willow Creek Ct, California, MD – Shop hand-painted Christmas ornaments, pictures and unique holiday gift items during this garage-sale-style seasonal bazaar. Free admission.
Holiday Sip & Shop at The Rex
Nov. 29 (11 a.m. to 2 p.m.), located at 22695 Washington St, Leonardtown, MD – A Small Business Saturday pop-up marketplace featuring local vendors, unique gifts, holiday treats and cocktails inside The Rex. Free admission.
Hollywood Volunteer Fire Department Christmas Tree Lighting 🎅
Nov. 29 (doors open at 5 p.m.), located at Hollywood Volunteer Fire Department, Hollywood, MD – A community tradition with Santa’s arrival, refreshments, activities and fire truck rides. Free admission.
A Casual Christmas at Mount Chance Farm 🎅
Nov. 29–Dec. 21 (various times) located at Mount Chance Farm, 23713 Mount Chance Farm Ln, Clements, MD – Holiday farm celebration featuring unlimited pony rides, Giddy-Up express train rides, Grinchmas hayrides, reindeer rides, games, cocoa, vendor shopping, decorated barn displays and Santa photo opportunities. Ticket required.
Holiday Shopping at The Belmont Farm
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 explore holiday offerings. Free admission.
Holiday Bazaar – Mechanicsville VFD Auxiliary
Nov. 30 (10 a.m. to 3 p.m.), located at Mechanicsville Volunteer Fire Department, 28165 Hills Club Rd, Mechanicsville, MD – Holiday vendor bazaar featuring gifts, crafts, raffles and seasonal goods. Free admission.
Holidays at Piney Point
Nov. 30–Dec. 31 (museum hours vary), located at Piney Point Lighthouse Museum & Historic Park, 44720 Lighthouse Rd, Piney Point, MD – Month-long holiday décor, tree displays and museum programming. Ticket required.
Christmas Market at Barefoot Farms 🎅
Dec. 5 (Fri. 5–9 p.m.), located at Barefoot Farms, 21851 Oakley Rd, Avenue, MD – Two-day market with vendors, lights, food, kids’ activities and Santa appearances. Free admission.
Frost Fair at Historic St. Mary’s City
Dec. 5–6 (4 to 8 p.m.), located at Historic St. Mary’s City, 18751 Hogaboom Ln, St. Mary’s City, MD – Old-world winter market with lanterns, vendors and demonstrations. Ticket required.
Annual Christmas Open House – Cecil’s Country Store
Dec. 6 (9 a.m. to 8 p.m.), located at Cecil’s Country Store, 20853 Indian Bridge Rd, California, MD – Holiday shopping experience with gifts, décor and treats. Free admission.
MWR 47th Annual Holiday Arts & Crafts Festival at Pax River
Dec. 6 (10 a.m. to 3 p.m.), located at the Drill Hall, NAS Patuxent River, MD – Holiday festival featuring dozens of vendors selling unique handmade items. Free admission; must have base access.
Holly Days Extravaganza – Lexington Park Library 🎅
Dec. 6–7 (Sat. 5:30–6:30 p.m.; Sun. 1–4 p.m.), located at Lexington Park Library, Lexington Park, MD – A two-day holiday celebration featuring the Christmas Tree and Menorah Lighting, caroling, free hot chocolate, craft vendors and festive activities for all ages, with a visit from Santa. Free admission.
2025 Winter Bazaar – Great Mills High School
Dec. 13 (10 a.m. to 5 p.m.), located at Great Mills High School, Great Mills, MD – School-hosted bazaar with gifts, crafts and raffles. Free admission.
Holiday Vendor Show at Briar Branch Alpaca Clothing
Dec. 13 (10 a.m. to 3 p.m.), located at 39590 Sunnyside Rd., Clements, MD – A two-day holiday market featuring local vendors with crocheted hats and stockings, quilted goods, table runners, baked treats, and alpaca products including socks, sweaters, blankets, yarn and more. Free admission.
Toots Winter Sip & Shop
Dec. 14 (noon to 5 p.m.), located at Toots Bar, 28565 Point Lookout Rd., Loveville, MD – Holiday market with local vendors, door prizes, and a food drive. Free admission.
Last Chance Christmas Market – Dixon Family Farm 🎅
Dec. 20 (12 to 5 p.m.), located at Dixon Family Farm, Mechanicsville, MD – Final holiday vendor market of the season featuring gifts and décor. Free admission.
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