St. Mary’s Insider

ST. MARY’S COUNTY
OCTOBER 2026

St. Mary’s InsiderHalloween
Guide

One costume. A whole month to wear it.

A friendly ghost, pumpkins and a bat

I wanted to put October in one place for you, so I pulled together 83 Halloween and fall plans around St. Mary’s County, with a few extras across the bridge. There are candy stops for the kids, haunted nights, and a few good excuses to get out of the house yourself. Save this one and send it to the friend who always asks what’s going on.

83 Halloween & fall plans · 8 ways to spend October

Find your kind of October

Pick a chapter below, or keep scrolling. Each card includes times, locations, and a link to the organizer.

CHAPTER 01 / 17 PLANS

Family fun& candy routes

Candy stops, costumes, and a good reason to get more than one outing out of that outfit.

THRU31Scarecrow StrollThrough Saturday, October 31 • Self-guided
Leonardtown

Take a wander around Leonardtown and meet this year’s scarecrow displays. The stroll opened October 2. Voting runs October 6–26, with the winner announced October 29. An easy stop to pair with lunch or a trip around the Square. Free.

Event details
OCT10Batty for BatsSaturday, October 10 • 10 a.m.–noon
Piney Point Lighthouse Museum, 44720 Lighthouse Road, Piney Point

Decorate a bat box at this all-ages, walk-up museum activity. Free program; donations welcome. Bat boxes are available for the first 20 participants, with alternate crafts afterward.

Event details
OCT16Friday Night on the Farm and Tractor TreatFriday, October 16 • 4–7:30 p.m.
Lyon Family Farms, 39010 Lyon Lane, Mechanicsville

Wear a costume for tractor treating, hayrides, a maze, games and animal visits at Lyon Family Farms. One pumpkin is included, so that’s one October errand handled. Rain date: October 17. Food, extra pumpkins and vendor purchases are additional. $12; children 3 and under free.

Event details
OCT18Second District Trunk or TreatSunday, October 18 • 3–5 p.m.
Second District Volunteer Fire Department and Rescue Squad, 19330 Piney Point Road, Valley Lee

Decorated trunks, costumes and candy at the Valley Lee firehouse. Bring your candy collectors for an afternoon with the Second District crew. Free.

Event details
OCT23My Gym Little Boo SpooktacularFriday, October 23 • 5:30–6:45 p.m.
My Gym St. Mary’s, 23415 Three Notch Road, Unit 2022, California

Little ones can wear costumes for gym adventures, a Monster Mash and a trick-or-treat trail. For ages 6 and under with a participating grown-up. Members and nonmembers are welcome. Reserve ahead. The booking page lists $29.99 for one session; check checkout for any applicable discounts.

Event details
OCT24Dixon Family Farm Pumpkin FestivalSaturday, October 24 • 11 a.m.–5 p.m.
Dixon Family Farm, 27075 South Sandgates Road, Mechanicsville

Wear a costume for the trick-or-treat trail, face painting, hayrides and fall fun. Some workshops and activities cost extra. Rain or shine; tickets are nonrefundable but transferable. No pets; service animals are permitted. Online tickets including fees: adults $16.91; seniors $13.75; ages 4–12 $11.65; children under 4 free.

Event details
OCT24Town Market Trunk or Treat and Vendor ShowSaturday, October 24 • Trunk or treat noon–4 p.m.; vendors begin at 9 a.m.
Town Market, 22675 Washington Street, Leonardtown

Classic cars, candy and vendors in Leonardtown. The noon start is for trunk or treating.

Event details
OCT24Monster Mash BashSaturday, October 24 • 1–4 p.m.
Leonardtown Wharf, 22510 Washington Street, Leonardtown

Put the waterfront on your Halloween itinerary for Leonardtown’s Monster Mash Bash. Check the event page for the latest activity and admission details.

Event details
OCT24Lost CitySaturday, October 24 • 5–8 p.m.; last entry 7:30 p.m.
Historic St. Mary’s City Town Center, 47414 Old State House Road, St. Mary’s City

Trick-or-treat around Maryland’s first capital, make Halloween crafts and explore Maryland Dove as a family-friendly haunted ship. The evening is G-rated, with games and costumed interpreters along the way. Park at 47418 Old State House Road. Free admission and parking.

Event detailsMaryland Dove haunted ship details
OCT24MVRS Trunk or Treat in the VillageSaturday, October 24 • 5:30–8 p.m.
Mechanicsville Volunteer Rescue Squad, 28120 Old Flora Corner Road, Mechanicsville

Collect candy and check out the decorated trunks at the rescue squad. Pizza Hotline and Fizzin’ Dirty Soda will be on site. This is the rescue squad’s October 24 event; the Mechanicsville fire department’s Boo Thru is October 31.

Event details
OCT25Animal Adoption and Resource Center Trunk or TreatSunday, October 25 • noon–4 p.m.
St. Mary’s County Animal Adoption and Resource Center parking lot, 22975 FDR Boulevard, California

County Animal Services’ annual trunk-or-treat includes costumes and vendors. No pets unless you have a scheduled meet-and-greet.

Event details
OCT25Ridge VFD Auxiliary Halloween Kid BingoSunday, October 25 • Doors noon; bingo 1–3 p.m.
Ridge Volunteer Fire Department, 13820 Point Lookout Road, Ridge

For ages 5–16 with an adult. Costumes are encouraged. Food is available separately. $20 per child.

Event details
OCT25Real Life Church Trunk or Treat FestSunday, October 25 • 4–7 p.m.
Real Life Church, 27399 Old Village Road, Mechanicsville

A community trunk-or-treat celebration, rain or shine. Free.

Event details
OCT31St. John’s School Trick or Trot Eagle 5KSaturday, October 31 • Check-in 7 a.m.; kids’ mile 9 a.m.; 5K 9:30 a.m.
St. John’s School, Hollywood

Start Halloween with a run, a family costume contest and bounce activities. Costume masks are not allowed. Registration prices change during October; use the race page for the current fee and exact check-in location. Paid registration.

Event details
OCT31Trunk or Treat on the Flight LineSaturday, October 31 • 1–3 p.m.
Patuxent River Naval Air Museum, 22156 Three Notch Road, Lexington Park

Collect candy among the aircraft at the museum. That costume photo is getting a considerably better backdrop this year. Adults $7; active-duty military and seniors 55+ $4; costumed children free with a paid adult.

Flight Line event details
OCT31Ridge VFD Trunk or TreatSaturday, October 31 • 5–7 p.m.
Ridge Volunteer Fire Department, 13820 Point Lookout Road, Ridge

Halloween-night trunk or treating at the firehouse. This is separate from the October 25 kid bingo.

Event details
OCT31Mechanicsville VFD Annual Boo ThruSaturday, October 31 • 7–9 p.m.
Mechanicsville VFD Station 2, 28165 Hills Club Road, Mechanicsville

Drive through the haunted firehouse for candy and fire-prevention goodie bags. This family Halloween stop lets the car do the walking. Free.

Boo Thru details
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CHAPTER 02 / 7 PLANS

Ghost stories,haunts & a little theater

For the ghost-story crowd and the friend who insists nothing scares them.

THRU25The Addams FamilyThrough Sunday, October 25 • Thursday–Saturday 7 p.m.; Sunday 3 p.m.
Three Notch Theatre, 21744 South Coral Drive, Lexington Park

The Newtowne Players bring the oddest family in the neighborhood to Three Notch Theatre. The musical runs about 2½ hours including intermission and carries a PG advisory. The sensory-friendly performance is Thursday, October 8, at 7 p.m.; the theater lists sensory-friendly admission as free. Choose your performance on the ticket calendar. Adult base admission $20; seniors 65+, students and military $17. Child tickets are listed at $15, but the theater and ticketing pages give different age cutoffs; confirm child pricing for your performance. Regular Thursday performances $15. Online fees may apply.

Event details
OCT9Paws and Popcorn Hocus PocusFriday, October 9 • 6–8 p.m.SOLD OUT
Meow Dyer Cat Café, 41665 Fenwick Street, Suite 13, Leonardtown

Catch the original Hocus Pocus in the cat lounge, with a drink, popcorn and two hours of feline company. This October 9 showing is sold out. Under-13s need an accompanying parent or guardian, and all under-18s need a parent-signed waiver. $28.

Hocus Pocus event detailsCat lounge rules
OCT10Southern Maryland’s Haunted HistorySaturday, October 10 • 1–4:30 p.m.
St. Mary’s County Arts Council Gallery and Gift Shop, 22660 Washington Street, Leonardtown

Hear local ghost stories, explore eerie photographs and join a guided walk to Moll Dyer Rock and the Old Jail. The photographs remain on display at the gallery throughout October. Free.

Event details
OCT22+Barefoot Farm of ScreamsOctober 22, 23, 24, 29 and 30 • 6:30–9:30 p.m.
Barefoot Farms, 21851 Oakley Road, Avenue

Save this one for the scare-seekers. The attraction is not intended for children under 10. $15, paid on site.

Event details
OCT30The Rocky Horror Picture ShowFriday, October 30 • 11:59 p.m.; Saturday, October 31 • 8 p.m.
Three Notch Theatre, 21744 South Coral Drive, Lexington Park

The cult classic returns to Three Notch Theatre for two Halloween-weekend screenings. This is the R-rated movie, with an optional prop bag available. The late show is Friday night: the ticket calendar lists October 30 at 11:59 p.m. The second screening is Saturday at 8 p.m. $20 adult base admission; optional prop bag $10.

Event details
OCT30SMCM Symphony Orchestra Halloween Spooktacular IIFriday, October 30 • 7–9 p.m.
Nancy R. and Norton T. Dodge Performing Arts Center, Concert Hall, St. Mary’s College of Maryland

The SMCM Symphony Orchestra brings a Halloween concert to the Dodge, with guests from the Chesapeake Orchestra. Free and open to the public. Costumes encouraged, so the outfit gets an evening at the concert hall, too.

Concert details
OCT30Paws and Popcorn Hocus Pocus 2Friday, October 30 • 6–8 p.m.
Meow Dyer Cat Café, 41665 Fenwick Street, Suite 13, Leonardtown

Watch the Sanderson sisters’ sequel with the cat lounge’s resident company. The ticket includes two lounge hours, a drink and popcorn. Book ahead; seating is limited. Under-13s need an accompanying parent or guardian, and all under-18s need a parent-signed waiver. $28.

Hocus Pocus 2 ticketsCat lounge rules
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CHAPTER 03 / 18 PLANS

Library, art& crafts

Spooky stories and costume-making, without turning the kitchen table into a permanent craft station.

Check age ranges and registration dates. Library branches: Charlotte Hall, 37600 New Market Road; Leonardtown, 23630 Hayden Farm Lane; Lexington Park, 21677 FDR Boulevard.

OCTALLA Harvest of HauntsThroughout October • Wednesday–Saturday, 11 a.m.–4 p.m.
St. Mary’s County Arts Council Gallery, 22660 Washington Street, Leonardtown

Browse the Arts Council’s seasonal collection of spooky artwork while you’re in Leonardtown. A good October stop for anyone who prefers their haunts hanging on a gallery wall.

Event details
OCT5Spun Cotton GhostsPast eventPast event · Monday, October 5 • 5:30–7:30 p.m.
Charlotte Hall Library, Meeting Room

Past event: held October 5. A hands-on spun-cotton ghost workshop for adults.

Event details
OCT14Horror Hangout Book Show and TellWednesday, October 14 • 5:30–6:30 p.m.
Leonardtown Library, Meeting Room 2

Ages 13–18 can bring a favorite teen-appropriate horror book, trade recommendations and enjoy refreshments. Register every attendee.

Event details and registration
OCT17ChompSaw Costume CreateSaturday, October 17 • 10 a.m.–noon
Lexington Park Library Makerspace

Build cardboard costume creations. Designed for youth, tweens and teens; check the library listing for participation details.

Event details
OCT17Create a Cat Trick or Treat BagSaturday, October 17 • noon–4 p.m.
Meow Dyer Cat Café, 41665 Fenwick Street, Suite 13, Leonardtown

Make a cat-themed candy bag, with supplies included. Reserve your bag ahead; walk-ins depend on remaining supplies. Cat lounge visits require a separate booking. $10 suggested donation per bag.

Event details
OCT19Connect and Converse Halloween CraftMonday, October 19 • noon–1 p.m.
Charlotte Hall Library

Make cotton-ball ghosts in this program for adults with intellectual or developmental disabilities and their friends or caregivers. Register every attendee.

Event details
OCT19Spooky Art Night for KidsMonday, October 19 • 6–7 p.m.
Leonardtown Library, Meeting Room 2

A Halloween art session for elementary-age children and tweens. Register each participant; registration is open.

Event details
OCT21Fall Teen Escape Room Mothman RisesWednesday, October 21 • Starts at 3, 3:30, 5:30, 6 and 6:30 p.m.
Leonardtown Library, Meeting Rooms 1 and 2

Tweens and teens get 20 minutes to escape Mothman’s mysteries. Bring a party of up to six and make one reservation per party. Registration opens October 7; arriving more than ten minutes late cancels the reservation.

Event details and registration
OCT22Trivia Fright NightThursday, October 22 • 6–7:30 p.m.
Lexington Park Library, Meeting Room B

Test your horror-movie knowledge solo or with a team of up to four. Teens and adults are welcome, and costumes earn bonus points. Register each person beginning October 8.

Event details and registration
OCT24Howl-O-weenSaturday, October 24 • Homebase 1–4 p.m.; other activities vary
Leonardtown Library, outdoor areas and Meeting Room 2

Bring your Halloween spirit to the library’s pet-themed celebration. Outdoor activities include a pet-and-human costume parade. Homebase runs 1–4 p.m. indoors with crafts and a trick-or-treat starting point. Check the main listing for the outdoor activity schedule and pet rules.

Howl-O-ween scheduleHomebase details
OCT26Charlotte Hall Library SpooktacularMonday, October 26 • 6–7 p.m.
Charlotte Hall Library, Meeting Room

A Halloween program for toddlers, preschoolers and younger elementary-age children. Walk-ins are welcome; optional reminder registration opens October 12.

Event details
OCT26Tales from the CryptMonday, October 26 • 7–8 p.m.
Online via Zoom through St. Mary’s County Library

An adult program exploring archaeology and cemeteries. Register for the Zoom link.

Event details
OCT27Mystical MadnessTuesday, October 27 • 5–7 p.m.
Charlotte Hall Library, Meeting Room

Explore crystals, tarot and astrology in a program for upper-elementary youth, tweens and teens.

Event details
OCT28Tiny Cryptid Trinket TinsWednesday, October 28 • 2–4 p.m.
Charlotte Hall Library, Meeting Room

A craft for ages 12–18. Registration opens October 14; adults do not participate in the craft.

Event details
OCT28Spooky StoriesWednesday, October 28 • 6–6:30 p.m.
Lexington Park Library, Meeting Room B

For elementary-age listeners. The library specifically warns that these stories are meant to be scary, so use your child’s scare tolerance as the guide.

Event details
OCT28Southern Maryland Legends and LoreWednesday, October 28 • 6–7:30 p.m.
Leonardtown Library, Meeting Rooms 1 and 2

Hear local legends with Adam Tremper in this adult library program. Registration opens October 14.

Event details
OCT29Lexington Park Library SpooktacularThursday, October 29 • 6–7 p.m.
Lexington Park Library, Meeting Rooms A and B

A family costume celebration with trick or treating and games. No registration is required.

Event details
OCT31Spooky Stop-In Halloween CraftsSaturday, October 31 • 1:30–3:30 p.m.
Charlotte Hall Library, Meeting Room

Drop in for Halloween crafting. For tweens, teens and adults.

Event details
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CHAPTER 04 / 8 PLANS

Grown-up nightsgames, wine & costumes

Costume nights, tabletop adventures, and a few grown-up plans.

OCT4Halloween Designer Purse BingoPast event · Sunday, October 4 • 12:30–4:30 p.m.
Mechanicsville VFD Station 2, 28165 Hills Club Road, Mechanicsville

Past event: held October 4. Southern Maryland Boot Scooters hosted this Halloween bingo outing. Paid event.

Event details
OCT20Dungeons & Drafts: The Crooked Pint21+Tuesday, October 20 • 6–9 p.m.
Brudergarten, 22725 Duke Street, Leonardtown

A spooky folk-horror Dungeons and Dragons one-shot for ages 21+. Play at level 5; characters are available. $30, including the first beer.

Event details
OCT22Wizards & Wine: The Macabre MalbecThursday, October 22 • 6 p.m.
Xella Winery and Vineyard, 26781 Laurel Grove Road, Mechanicsville

A spooky Dungeons and Dragons one-shot for new and experienced players. The event page does not state an age restriction; confirm eligibility with the organizer. $30, including the first glass of wine.

Event details
OCT24St. Mary’s Social Halloween Costume BashRSVP aheadSaturday, October 24 • 1–5 p.m.
Toot’s Bar, 23971 Mervell Dean Road, Hollywood

St. Mary’s Social is bringing a costume contest, Halloween trivia, a s’mores roast, lawn games and a piñata to Toot’s, with an after-party to follow. Your ticket includes one Walking (Dead) Taco and a drink. Tickets are $12 early bird before October 17, then $15. RSVP through the ticket page; confirm age eligibility with the organizer. No refunds.

Details & tickets ↗
OCT24Bats and Booze21+Saturday, October 24 • 4–10 p.m.
Southern Trail Distillery, 27227 Morganza Turner Road, Mechanicsville

A Halloween outing with HydraFX. Ages 21+ only; the venue does not admit children or infants. Check the venue for admission details.

Event details
OCT26Cardfight!! Vanguard Halloween TournamentMonday, October 26 • 6 p.m.
Swords and Spoons, 22599 MacArthur Boulevard, Suite 126, California

Standard format, Swiss best-of-one play. Costumes are optional. $10.

Event details
OCT27Hololive Halloween TournamentTuesday, October 27 • 6 p.m.
Swords and Spoons, 22599 MacArthur Boulevard, Suite 126, California

Individual Swiss best-of-one play, up to five rounds. Costumes are welcome. $10.

Event details
OCT31Hit or Miss Halloween Farewell21+Saturday, October 31 • Doors 8 p.m.; show 9 p.m.
The Rex, 22695 Washington Street, Leonardtown

Hit or Miss closes things out with one final show and a $1,000 costume contest. Expect pop punk, emo, nu metal and dad rock. Ages 21+. General admission is $18.41 including the listed fee ($15 base). Table options are sold out as of October 4; check the ticket page for current availability.

Hit or Miss tickets
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CHAPTER 05 / 7 PLANS

Halloweenfor adults 50+

There’s plenty here beyond handing out the candy.

For adults 50+. Advance registration is required for all seven events; check each listing’s registration status. Reserve through Aging and Human Services under “View and Sign Up for Activities and Programs,” or contact the center.

OCT6Karaoke and Candy WalkAdults 50+Past event · Tuesday, October 6 • 10–11:30 a.m.
Northern Senior Activity Center, 29655 Charlotte Hall Road, Charlotte Hall

Past event: held October 6. Halloween karaoke and candy prizes for adults 50+. $2.

Event details
OCT?Make a Halloween Witch from a BookAdults 50+October 8 or 22 • Confirm date with Loffler
Loffler Senior Activity Center, 21905 Chancellors Run Road, Great Mills

Crafts with Penny gives an old book a witchy new life. The current county catalog lists Thursday, October 22, 12:30–2 p.m.; the county PDF lists October 8. The sources do not resolve the date conflict. Confirm the date with Loffler or the current catalog before making plans. For adults 50+. Advance registration required. $15.

Current county catalog
OCT8Spooky Minis Painting WorkshopConfirm both datesThursday, October 8 • 5 p.m.
Garvey Senior Activity Center, 23630 Hayden Farm Lane, Leonardtown

Create four little Halloween paintings. For adults 50+. Advance registration is required. The county describes a two-part workshop but publishes only this first date; confirm both workshop dates when registering. $5, including supplies.

Event details
OCT15Halloween Themed WatercolorsAdults 50+Thursday, October 15 • 12:30 p.m.
Loffler Senior Activity Center, 21905 Chancellors Run Road, Great Mills

A beginner-friendly session with T. L. Ford and a choice of two murder-mystery-inspired designs. For adults 50+. $25.

Event details
OCT27Harvest Moon Acrylic PaintingTuesday, October 27 • 10 a.m.
Loffler Senior Activity Center, 21905 Chancellors Run Road, Great Mills

Make and Take with Jamie. A seasonal painting session for adults 50+. $25, including materials.

Event details
OCT30Heroes vs Villains Halloween Bingo Lunch and DanceAdults 50+Friday, October 30 • 10:30 a.m.–2:15 p.m.
Northern Senior Activity Center, 29655 Charlotte Hall Road, Charlotte Hall

For adults 50+. Bingo runs 10:30–11:15 a.m., followed by lunch and a DJ Big Tony dance from noon–2:15 p.m. Expect costumes, refreshments and door prizes. Entertainment is free; bingo donations and lunch contributions are collected separately. Confirm your bingo/dance choices and make a separate lunch reservation.

Event details
OCT30Who Killed Grumpy Halloween Murder Mystery PartyAdults 50+Friday, October 30 • 1 p.m.; confirm end time
Loffler Senior Activity Center, 21905 Chancellors Run Road, Great Mills

For adults 50+. An interactive murder mystery, dancing and DJ Duncan. Advance registration is required. Free. County sources list different end times (3 p.m. and 4 p.m.); confirm the finish with Loffler.

Event details
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CHAPTER 06 / 15 PLANS

School & basecommunities

Check who can attend before you go. These events have community or access requirements.

For the named school or neighborhood community, veterans and families, or eligible base patrons. Confirm attendance eligibility. School listings do not state a fee unless one is shown.

OCT16Mechanicsville Elementary Trunk or Treat and Haunted MazeSchool communityFriday, October 16 • 6 p.m.; confirm end time
School bus loop, 28585 Three Notch Road, Mechanicsville

For the school community. The school calendar lists 6–8 p.m.; the linked flyer lists 6–7:30 p.m. Confirm the finish with the school. October 23 is the rain date. Confirm any admission fee with the school.

Mechanicsville school event details
OCT17Lexington Park Elementary PTO Halloween BingoSchool communitySaturday, October 17 • Confirm time with the PTO
Lexington Park Volunteer Rescue Squad Station 39, 21685 FDR Boulevard, Lexington Park

School-community event. The school calendar lists 11:30 a.m.–1:30 p.m.; school news lists noon–2 p.m. Confirm the time, attendance eligibility, ages and any fee with the PTO.

Event details
OCT17Park Hall Elementary PTA Trunk or TreatSchool communitySaturday, October 17 • 5–7 p.m.
Park Hall Elementary, 20343 Hermanville Road, Park Hall

School-community event. Confirm the exact gathering location, attendance eligibility and any fee with the PTA.

Event details
OCT22White Marsh Elementary Boo ThruSchool communityThursday, October 22 • 5–6:30 p.m.
White Marsh Elementary, 29090 Thompson Corner Road, Mechanicsville

A PTA Family Fun Night for the school community. Confirm attendance eligibility and any fee.

Event details
OCT22Greenview Knolls Elementary PTO Trunk or TreatConfirm end timeThursday, October 22 • Begins 5:30 p.m.
School parking lot, 45711 Military Lane, Great Mills

The school’s own calendar lists a 7 p.m. finish; the shared community-school calendar says 7:30 p.m. Confirm the end time, attendance eligibility and any fee with the PTO.

Greenview Knolls school calendar
OCT23George Washington Carver Elementary Trunk or Treat and Fall FestivalSchool communityFriday, October 23 • 4:30–6 p.m.
George Washington Carver Elementary, 46155 Carver School Boulevard, Lexington Park

For the school community. Confirm any admission fee with the school.

Carver school calendar
OCT23Piney Point Elementary PTA Trunk or TreatSchool communityFriday, October 23 • 5–7 p.m.
Piney Point Elementary, 44550 Tall Timbers Road, Tall Timbers

School-community event. Confirm attendance eligibility and any fee with the PTA.

Event details
OCT23Oakville Elementary PTA Trunk or TreatSchool communityFriday, October 23 • 5:30–7:30 p.m.
Oakville Elementary, 26410 Three Notch Road, Mechanicsville

School-community event. Confirm attendance eligibility and any fee with the PTA.

Event details
OCT24SOMD VFV Trick or TreatVeterans & familiesSaturday, October 24 • 9 a.m.–4 p.m.
Charlotte Hall Veterans Home, 29449 Charlotte Hall Road, Charlotte Hall

The organizer identifies this event as being for veterans and their families. Confirm eligibility directly before attending.

Event details
OCT29Navy MWR Zombie RunBase access requiredThursday, October 29 • 6–7 p.m.
Drill Hall, 47382 Keane Road, Building 458, Patuxent River

Try to finish a 1–2-mile outdoor course without a zombie stealing your flag. Surviving runners receive a dog tag. Register online; base access is required. Free for people with base access.

Event details
OCT30Pax River MWR Trunk or TreatBase access requiredFriday, October 30 • Sensory-friendly hour 3–4 p.m.; general session 4–6 p.m.
Navy Exchange parking lot, 22099 Cuddihy Road, Patuxent River

Decorated trunks and candy at the NEX, with an earlier sensory-friendly hour and allergy-friendly nonfood treats. Base access and MWR eligibility apply. Rain location: the Drill Hall. Free for eligible attendees.

Event details
OCT30Lexington Park Elementary Trunk or TreatConfirm venueFriday, October 30 • 4:30–6 p.m.
Exact event location not stated in the school calendar

School-community event. Confirm the venue, attendance eligibility and any fee with Lexington Park Elementary before going.

Event details
OCT30Hollywood Elementary PTO Trunk or TreatSchool communityFriday, October 30 • 5–6:30 p.m.
Hollywood Elementary, 44345 Joy Chapel Road, Hollywood

School-community event. Confirm attendance eligibility and any fee with the PTO.

Event details
OCT31Strike Zone Halloween Bowling SpecialBase access requiredSaturday, October 31 • noon–8 p.m.
Strike Zone Bowling Center, Drill Hall, 47382 Keane Road, Building 458, Patuxent River

Cosmic bowling all day, plus a goodie bag for bowlers in costume. Reservations are recommended at 301-342-3994. Base access is required. $30 per hour, per lane, including shoes; maximum six people per lane.

Halloween bowling details
OCT31Hollywood Shores Halloween Pizza PartyNeighborhood eventSaturday, October 31 • 5 p.m.
Community pool, 43211 Riverside Drive, Hollywood

A neighborhood pizza-and-drinks gathering before trick or treating. Nonresident eligibility is not stated; contact the community before attending.

Event details
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CHAPTER 07 / 2 PLANS

A littlemore fall

A couple of pumpkin-season plans, even if you prefer October without jump scares.

OCT8Faux Pumpkin DecoupageThursday, October 8 • 6–8 p.m.
Port of Leonardtown Winery, 23190 Newtowne Neck Road, Leonardtown

Decorate a 9-inch faux pumpkin with CrafterParty Southern MD. Supplies, instruction and a glass of wine, wine slushie or sangria are included. Reserve ahead; ask the winery about age eligibility. $45.

Event details
OCT10+Bowles Farms Corn MazeOctober 10–11, 17–18, 24–25 and 31 • Saturdays 10 a.m.–6 p.m.; Sundays 10 a.m.–5 p.m.
Bowles Farms, 22880 Budds Creek Road, Clements

Give the costume a break and tackle the 15-acre Statue of Liberty corn maze. Pumpkins cost extra, and ticket sales stop an hour before closing. The farm closed for rain October 3 and 4; check the live maze-status notice before every visit. $15; children 3 and under free.

Event details
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CHAPTER 08 / 9 PLANS

Acrossthe bridge

Nine fall outings in Solomons, Lusby and Prince Frederick, Calvert County. A nearby bonus for St. Mary’s readers.

These nine events are in Calvert County.

OCT10Annmarie Monster MarketSaturday, October 10 • 9 a.m.–2 p.m.
Annmarie Sculpture Garden and Arts Center, 13470 Dowell Road, Solomons, Calvert County

Browse Halloween-inspired crafts, seasonal treats and unusual little treasures, with food vendors on site. Admission is to the market area; leashed, friendly pets may join you outdoors. Free admission to the market area; donations welcome.

Monster Market details
OCT18Patuxent Plaza Trunk or TreatSunday, October 18 • 10 a.m.–1 p.m.
Patuxent Plaza, 13924 HG Trueman Road, Solomons, MD 20688

Start the candy route early with decorated trunks, vendors and local businesses at Patuxent Plaza. Bring the kids in costume. The listing does not state an admission price or registration requirement; check the event page before you go.

Event details
OCT23Calvert Cliffs Constellation Trunk or TreatFriday, October 23 • 5–8 p.m.
Calvert Cliffs–Constellation Energy, 1650 Calvert Cliffs Parkway, Lusby, MD 20657

Free community event for all ages, with a pumpkin patch, scarecrow contest, tours, displays and food trucks. Bring a nonperishable food donation for End Hunger in Calvert County if you can. Use the registration link for sign-up details. This is at Constellation’s Calvert Cliffs site, not the state park.

Event detailsRegistration
OCT23Halloween at HallowingFriday, October 23 • 6–8:30 p.m.
Hallowing Point Park, 4755 Hallowing Point Road, Prince Frederick, MD 20678

A free family evening with a trick-or-treat trail for children 12 and under, games, face painting and food trucks. There is also an inflatable-costume run and a mummy-wrap contest. Register ahead for the contests through the county’s event page.

Event details & contest registration
OCT24Annmarie Halloween in the GardenSaturday, October 24 • 10 a.m.–4 p.m.
Annmarie Sculpture Garden and Arts Center, 13470 Dowell Road, Solomons, Calvert County

Head across the bridge for trick-or-treat booths, crafts, games and a DJ dance party. Reserve ahead, including free reservations for members and children 2 and under. Nonmembers: $5 online or $10 at the gate. Members: free with advance reservations or $5 at the gate. Children 2 and under are free with advance reservations.

Event details
OCT25Optimist Club of Calvert Trunk or TreatSunday, October 25 • 2–4 p.m.
Calvert County Fairgrounds parking lot, 140 Calvert Fair Drive, Prince Frederick

The Optimist Club of Calvert hosts this free trunk-or-treat stop at the fairgrounds, with treats, arts and crafts, and photos. Bring the costumes for another afternoon across the bridge.

Organizer’s details ↗
OCT28THE COLLECTIVE Community Trunk or TreatWednesday, October 28 • 4–8 p.m.
The Space Collective Studio, 2192 Solomons Island Road South, Suite 4, Prince Frederick

Costumes, candy and local vendors, with activities upstairs and downstairs. Hosted by The Space Collective Studio and The Gym 24/7.

Organizer’s details ↗
OCT30Bad Art Night The Great Pumpkin Challenge21+Friday, October 30 • 4:30–7:30 p.m.
Annmarie Sculpture Garden and Arts Center, 13470 Dowell Road, Solomons, Calvert County

Ages 21+. Art supplies, a pumpkin-themed challenge and a cash bar. No reservations required. $7; members free.

Event details
OCT31Cuisine to Kill For with Spooky SolomonsSaturday, October 31 • Starts at 6 p.m.
No Thyme to Cook, 14624 Solomons Island Road South, Solomons, MD 20688

Dinner, storytelling and a guided historical ghost walk, with a costume prize in the mix. Ages 21+. Tickets are listed at $130.06. The listing gives conflicting end times; confirm the finish when booking. The organizer cannot accommodate alpha-gal, gluten-free, lactose-intolerant or shellfish dietary restrictions.

Details & tickets
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One last thing before you go.

Costumes are fun. Driving to a rainout is considerably less fun. Give the organizer’s page one last look for tickets, registration, weather changes, and current availability.

Updated October 7, 2026 · All times Eastern
An unlisted price does not mean free. Event questions go to the organizer.

Michael Cole, publisher of St. Mary’s Insider