SOUTHERN MARYLAND — Grab your costumes and candy buckets — Halloween fun is popping up all over Southern Maryland! Parking lots across Calvert, Charles, and St. Mary’s counties are turning into festive “trunk-or-treat” wonderlands, offering families a safe and exciting way to celebrate the season. From schools and firehouses to local businesses and community fields, here’s your guide to the top spots for candy, costumes, and spooky good times this Halloween.
Check back often — more trunk-or-treat stops and community celebrations will be added as Halloween approaches! Want something scary? Check out The Spookiest Haunted Houses & Attractions In Maryland.
Trunk-Or-Treats In Calvert County
Oct. 17, 2025 (7 to 9 p.m.)
Frightfully Fun Halloween Celebration at Mt. Hope Community Center, 104 Pushaw Station Rd., Sunderland, MD – Crafts, games, and trick-or-treating for all ages.
Oct. 18, 2025 (10 a.m. to 4 p.m.)
Halloween in the Garden at Annmarie Sculpture Garden & Arts Center at 13480 Dowell Rd., Solomons, MD – More than 60 candy booths, music, and a DJ dance party at Calvert’s biggest Halloween festival.
Oct. 18, 2025 (1 to 3 p.m.)
St. Paul United Methodist Church Trunk-or-Treat at 11000 H.G. Trueman Rd., Lusby, MD – Family-friendly fun with live music, candy, and a costume contest.
Wednesday, Oct. 22, 2025 (5–8 p.m.)
“Unity in the Lot: Trunk, Treat & Eat” at Patuxent High School at 12485 Southern Connector Blvd., Lusby, MD – A community celebration hosted by Pax PTSO, PBIS, and local schools featuring food trucks, game tables, crafts, a bake sale, and trick-or-treat fun for all ages. Trunk-or-treating begins at 6 p.m.
Oct. 24, 2025 (5 to 8 p.m.)
Trunk or Treat at Prince Frederick CDJR at 265 Solomons Island Road S, Prince Frederick, MD 20678 – Enjoy candy, cars, and celebrity guests including Washington NFL star Santana Moss and Philadelphia Eagles legend Vince Papale (autographs 6–7:30 p.m.), plus live broadcasting by T-Bone & Heather, trunk voting, and family fun.
Oct. 24, 2025 (6 to 9 p.m.)
Halloween at Hallowing Point Park at 4755 Hallowing Point Rd., Prince Frederick, MD – Free county-hosted evening of trick-or-treating, food trucks, and games.
Saturday, Oct. 25, 2025 (noon to 5 p.m.)
Spooktacular Candy Crawl at The Lusby Commons Center, Lusby, MD – Celebrate Halloween with an afternoon of candy, costumes, and community fun as local businesses join together for the first-ever Candy Crawl. Families are invited to dress up, explore the shops, and enjoy treats and festive surprises.
Oct. 25, 2025 (2 to 4 p.m.)
North Beach Annual Boo Bash at Town Pavilion, North Beach, MD – Children’s costume parade, contests, and business trick-or-treating along Bay Avenue.
Oct. 25, 2025 (6 to 8 p.m.)
Halloween Family Fun Night at Kellam’s Field, 3825 Gordon Stinnett Ave., Chesapeake Beach, MD – The Town of Chesapeake Beach hosts its annual family-friendly Halloween celebration featuring trick-or-treating with community partners, pumpkin painting, games, and free snacks.
Oct. 25, 2025 (6–8 p.m.)
Tract-or-Treat at Mrs. Moo’s Corner Market at 3915 Hallowing Point Rd., Prince Frederick, MD 20678 – Costume parade, dance party, raffles, music, treats, and a prize for the most spooktacular trunk-site.
Oct. 26, 2025 (3 to 4:30 p.m.)
Calvert Nursery School Trunk-or-Treat at 90 Church St., Prince Frederick, MD – Join Calvert Nursery School for a spooky, family-friendly Halloween celebration with decorated trunks, candy, and seasonal fun for young children. Registration encouraged.
Oct. 26, 2025 (1 to 3 p.m.)
Optimist Club of Calvert Trunk-or-Treat at Calvert County Fairgrounds, 140 Calvert Fair Dr., Prince Frederick, MD – Decorated trunks, music, and candy at this community event.
Oct. 26, 2025 (5 to 7 p.m.)
Abner’s Crabhouse Trunk or Treat at 3748 Chesapeake Beach Rd., Chesapeake Beach, MD – Enjoy a “Scary Good Time” Halloween celebration hosted by DJ Ketchup, Abner’s Crabhouse, and others, featuring live music, lighting, and trunk-or-treat fun in the restaurant’s parking lot.
Oct. 29, 2025 (5 to 7 p.m.)
2nd Annual Trunk or Treat at The Gym 24/7 at 2192 Solomons Island Rd. S., Prince Frederick, MD – Families and local businesses are invited for an evening of festive fun, candy, and community spirit.
Oct. 31, 2025 (6 to 8 p.m.)
Southern Calvert Baptist Church Trunk-or-Treat at 12140 H.G. Trueman Rd., Lusby, MD – Family event with games, hot dogs, and candy (no scary costumes, please)
Trunk-Or-Treats In Charles County
Oct. 18, 2025 (1 to 4 p.m.)
Fall Fest at Westlake High School at 3300 Middletown Rd., Waldorf, MD – Hosted by iNgage Community Church, this free family Fall Fest features candy stations, games, activities, and community fun.
Oct. 18, 2025 (12 to 4 p.m.)
Fall Festival at Idlewilde Farm at 8710 Idlewilde Farm Pl., La Plata, MD – Enjoy trick-or-treating around themed stations, pumpkin painting, petting farm animals, games, food, and family fun in a sensory-friendly setting. $20 per family.
Oct. 18, 2025 (2 p.m. to sunset)
Shops at Waldorf Center “Spooky Fall Fest” at 2936 Festival Way, Waldorf, MD – Trick-or-treating, glow station, petting zoo, and live entertainment for all ages.
Oct. 24, 2025 (6 to 7:30 p.m.)
Dr. Higdon Elementary PTO Trunk-or-Treat at 12872 Rock Point Rd., Newburg, MD – $2 per child; candy, games, and family fun.
Oct. 24, 2025 (6 to 8 p.m.)
Connect Church Trunk-or-Treat at 19 Irongate Dr., Waldorf, MD – Free event with games, candy, and face painting.
Oct. 25, 2025 (9 a.m. to 2 p.m.)
Trick or Treat at the La Plata Farmers Market at 209 Washington Ave., La Plata, MD – Celebrate Halloween early with downtown merchants and vendors handing out candy and treats during the Saturday market. Costumes encouraged for all ages.
Oct. 25, 2025 (noon to 3 p.m.)
Town of La Plata Trick-or-Treat Trail at Downtown La Plata, 305 Queen Anne St. – Visit local businesses marked with orange and black balloons for candy giveaways.
Oct. 25, 2025 (noon to 2 p.m.)
SPARKS’ Waldorf Learning Center Sensory-Friendly Trunk-or-Treat at 11885 Holly Ln., Suites 1 & 2, Waldorf, MD – Families are invited to enjoy a sensory-friendly Halloween celebration with crafts, games, and candy in a welcoming, inclusive environment at the new SPARKS Learning Center. Costumes optional. Free admission.Oct. 25, 2025 (1 to 3 p.m.) CANCELED
Oct. 25, 2025 (5 to 8 p.m.)
Truck or Treat at Waldorf’s Ford of La Plata Service Center, 6825 Crain Hwy., La Plata, MD – Celebrate Halloween with candy, face painting, and family fun during this community trunk-or-treat event hosted by Waldorf’s Ford of La Plata. Free admission.
Oct. 25, 2025 (6 to 8 p.m.)
Trunk or Treat at Hughesville Baptist Church at 8505 Old Leonardtown Rd., Hughesville, MD – Free family event featuring crafts, food, music, a cake walk, contests, and decorated trunks filled with candy for all ages.
Oct. 26, 2025 (1–4 p.m.)
Rec Xpress Fall Festival at Bensville Park at 6980 Bensville Rd., Waldorf, MD – Enjoy a free afternoon of family fun with community vendors, food trucks, a DJ, games, a costume contest and safe trick-or-treating.
Oct. 26, 2025 (3:30 to 5 p.m.)
First Baptist Church of Waldorf Trunk-or-Treat at 10045 Bunker Hill Rd., Waldorf, MD – Candy, decorated trunks, and fellowship for families.
Oct. 26, 2025 (6 to 8:30 p.m.)
Shady Trails Trunk or Treat by CEA Maryland Shade at Unique Sports Academy, 109 D Post Office Road, Waldorf, MD 20602 – A spooky trunk-or-treat trail with games, a bounce house for little ones, and baked goods, snacks and treats for purchase. $15 entry.
Oct. 28, 2025 (6 to 7:30 p.m.)
B.Funk Dance Studio Trunk-or-Treat at 122 Drury Dr., La Plata, MD – Best-trunk contest, candy, and dance performances.
Oct. 29, 2025 (6 to 8 p.m.)
Westlake Volunteer Fire Department “Get Spooky with Westlake VFD” at 7000 St. Florian Dr., Waldorf, MD – Free event with candy, games, and community fun.
Oct. 29, 2025 (6 to 8 p.m.)
Trunk or Treat at Grace Christian Academy at 13000 Zekiah Drive, Waldorf, MD 20601 – Enjoy a night of candy, costumes, and festive fun with decorated trunks, sweet treats, and family activities for all ages.
Oct. 30, 2025 (5 to 7 p.m.)
Waldorf Toyota Trunk-or-Treat at 2600 Crain Hwy., Waldorf, MD – Haunted-house vibes, candy, and decorated displays at this free event.
Oct. 30, 2025 (6 to 8 pm)
Charles County Sheriff’s Office Trunk-or-Treat at the lower courthouse parking lot, La Plata, MD – Free community event with decorated police vehicles and candy giveaways.
Oct. 31, 2025 (5 to 7 p.m.)
Mall-O-Ween at St. Charles Towne Center at 10105 Mall Circle, Waldorf, MD — Enjoy mall-wide trick-or-treating, family games, and spooky fun throughout the shopping center.
Oct. 31, 2025 (5 to 9 p.m.)
Family Fall FunFest & Spooktacular at Melwood Recreation Center at 9035 Ironsides Rd., Nanjemoy, MD – Celebrate Halloween night with Southern Maryland’s largest trunk-or-treat event featuring trick-or-treating, outdoor movies, a glow dance party, and more. Free registration available online.
Oct. 31, 2025 (6 to 8 p.m.)
Town of Indian Head Trunk-or-Treat at Village Green Park, 100 Walter Thomas Rd., Indian Head, MD – Family night with candy, costumes, and an outdoor showing of Hocus Pocus at 6:30 p.m.Oct. 31, 2025 (6 to 8:30 p.m.) CANCELLED
Trunk or Treat at LifePoint Church at 9690 Shepherds Creek Place, La Plata, MD 20646 – Enjoy a night of candy, food trucks on site, and family fun at this community Halloween celebration.
Oct. 31, 2025 (4 to 6 p.m.)
Trunk or Treat – A Complete Care Event at 1 Magnolia Drive, La Plata, MD 20646 – A free, family-friendly evening with decorated trunks full of candy, costume and car contests, photo ops, and Halloween music.
Nov. 1, 2025 (5:30 to 8 p.m.)
Newburg Volunteer Rescue Squad & Fire Department Trunk or Treat at 12245 Rock Point Rd., Newburg, MD – A community Halloween celebration featuring trunk-or-treating, a car decoration contest, and a costume contest. Candy donations are appreciated and can be dropped off at the station anytime.
Trunk-Or-Treats In St. Mary’s County
Oct. 17, 2025 (4 to 7 p.m.)
Fall Friday Night on the Farm & Tractor Treat at Lyon Family Farms at 39010 Lyon Lane, Mechanicsville, MD – Trick-or-treating with big trucks and tractors, plus food trucks, yard games, local vendors, and fall family fun.
Oct. 18, 2025 (5 to 8 p.m.)
Historic St. Mary’s City “Lost City” Trick-or-Treat at 47414 Old State House Rd., St. Mary’s City, MD – Lantern-lit paths, candy stations, and pirate-themed fun at this G-rated adventure through Maryland’s first capital.
Oct. 18, 2025 (noon to 2:30 p.m.)
St. Mary’s County Animal Services “Trunk-or-Treat & Adoption Day” at 22975 FDR Blvd., Lexington Park, MD – Family-friendly event featuring candy stations, costumes, and adoptable animals on-site for same-day adoption. Free admission; open to all ages
Oct. 19, 2025 (8 a.m. to 2 p.m.)
SOMD R/C Drag Club “Trunk-or-Treat Halloween Race” at 37850 Golden Beach Park & Ride, Charlotte Hall, MD – Bring candy for the kids and enjoy a full day of R/C drag racing with bracket classes, Power Wheels runs, and trick-or-treating in the pits. $10 track fee; first round begins 11 a.m
Oct. 23, 2025 (5:30 to 7:30 p.m.)
Trunk or Treat at Applebee’s Grill + Bar at 45480 Miramar Way, California, MD – Celebrate Applebee’s 30th year in St. Mary’s County with giveaways, costumes, live music, and family-friendly trunk-or-treat fun in the restaurant parking lot.
Oct. 24, 2025 (4 to 6 p.m., sensory-friendly 3 to 4 p.m.)
NAS Patuxent River MWR Trunk-or-Treat at NEX Parking Lot, NAS Patuxent River – Decorated trunks, games, and candy for base families; moves indoors if it rains. Base access required.
Oct. 24, 2025 (5:30 to 7:30 p.m.)
Fall Festival at Leonardtown Baptist Church at 23520 Hollywood Rd., Leonardtown, MD – Enjoy free family fun with hayrides, games, candy, food, and a photo booth at this annual community celebration.
Oct. 25, 2025 (noon to 3 p.m.)
Leonardtown Town Market Trunk-or-Treat at Leonardtown Square – Classic cars, candy stations, and crafters line the area for a safe Halloween celebration.
Oct. 25, 2025
Get Over It Jeep Club “Trunk-or-Treat” at Bowles Farms at 22880 Budds Creek Rd., Clements, MD – Bring the kids for a fun-filled “Jeep Trunk-or-Treat” as the Jeep Club decorates their rides and hands out candy during Bowles Farms’ final weekend of fall festivities. Regular farm admission required.
Oct. 25, 2025 (1 to 3 p.m.)
Trunk-or-Treat on the Flight Line at Patuxent River Naval Air Museum at 22156 Three Notch Rd., Lexington Park, MD – Kids in costume receive free admission with paid adult; enjoy candy, displays, and photo ops near historic aircraft.
Oct. 25, 2025 (2 p.m.)
Trunk or Treat at 45900 Highway to Heaven Ln., Great Mills, MD – Hosted by Southern Maryland Auction Company with community-decorated trunks and candy for kids. Check the Facebook event for updates.
Oct. 25, 2025 (5:30 to 8 p.m.)
Mechanicsville Volunteer Rescue Squad “Trunk-or-Treat in the Village” at 28120 Old Flora Corner Rd., Mechanicsville, MD – Family event featuring candy, games, and decorated vehicles.
Oct. 25, 2025 (3 to 6 p.m.)
Foundations Learning Center Trunk or Treat at 46925 Crocus St., Lexington Park, MD – Candy, crafts, fun games, and a live DJ playing kids’ favorite songs. Costumes encouraged for a spooktacular time. Free admission.
Oct. 26, 2025 (8 to 11 a.m.)
SOMD Cars & Coffee Trunk-or-Treat at Laurel Glen Shopping Center, 46315 Alton Ln., California, MD – Decorate your ride, hand out candy, and grab donuts and coffee at this community favorite
Oct. 26, 2025 (3 to 5 p.m.)
Second District Volunteer Fire Department & Rescue Squad Trunk-or-Treat at 19330 Piney Point Rd., Valley Lee, MD – Fire trucks, festive trunks, and family fun at the station’s annual Halloween event.
Oct. 26, 2025 (4 to 8 p.m.)
Real Life Church Trunk-or-Treat Fest at 27399 Old Village Rd., Mechanicsville, MD – Free family celebration with themed trunks, live music, and food trucks.
Oct. 29, 2025 (time TBA)
Trunk or Treat at Texas Roadhouse at 45255 Abell House Ln., California, MD – Businesses, schools, and community teams are invited to join this festive parking-lot celebration with decorated trunks, candy, and fall fun.
Oct. 31, 2025 (4:30 to 6:30 p.m.)
Trick or Treat at Wildewood Center at 23415 Three Notch Rd., California, MD – Enjoy an afternoon of candy, costumes, and balloon twisting with Miss Doreen Face Paint & Balloons at Wildewood’s family-friendly Halloween celebration.
Oct. 31, 2025 (5 to 7 p.m.)
Ridge Volunteer Fire Department Trunk-or-Treat at 13820 Point Lookout Rd., Ridge, MD – Candy, hot dogs, and family-friendly fun with Ridge VFD.
Oct. 31, 2025 (5 to 7 p.m.)
Tom Hodges Mitsubishi Trunk or Treat at Tom Hodges Mitsubishi, Hollywood, MD – Enjoy a family-friendly Halloween night filled with decorated cars, candy, costumes, and festive fun at Tom Hodges Mitsubishi’s annual Trunk or Treat.
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