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.
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 detailsDecorate 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 detailsWear 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 detailsDecorated trunks, costumes and candy at the Valley Lee firehouse. Bring your candy collectors for an afternoon with the Second District crew. Free.
Event detailsLittle 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 detailsWear 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 detailsClassic cars, candy and vendors in Leonardtown. The noon start is for trunk or treating.
Event detailsPut the waterfront on your Halloween itinerary for Leonardtown’s Monster Mash Bash. Check the event page for the latest activity and admission details.
Event detailsTrick-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 detailsCollect 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 detailsCounty Animal Services’ annual trunk-or-treat includes costumes and vendors. No pets unless you have a scheduled meet-and-greet.
Event detailsFor ages 5–16 with an adult. Costumes are encouraged. Food is available separately. $20 per child.
Event detailsA community trunk-or-treat celebration, rain or shine. Free.
Event detailsStart 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 detailsCollect 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 detailsHalloween-night trunk or treating at the firehouse. This is separate from the October 25 kid bingo.
Event detailsDrive through the haunted firehouse for candy and fire-prevention goodie bags. This family Halloween stop lets the car do the walking. Free.
Boo Thru detailsThe 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 detailsCatch 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 rulesHear 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 detailsSave this one for the scare-seekers. The attraction is not intended for children under 10. $15, paid on site.
Event detailsThe 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 detailsThe 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 detailsWatch 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 rulesCheck age ranges and registration dates. Library branches: Charlotte Hall, 37600 New Market Road; Leonardtown, 23630 Hayden Farm Lane; Lexington Park, 21677 FDR Boulevard.
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 detailsPast event: held October 5. A hands-on spun-cotton ghost workshop for adults.
Event detailsAges 13–18 can bring a favorite teen-appropriate horror book, trade recommendations and enjoy refreshments. Register every attendee.
Event details and registrationBuild cardboard costume creations. Designed for youth, tweens and teens; check the library listing for participation details.
Event detailsMake 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 detailsMake cotton-ball ghosts in this program for adults with intellectual or developmental disabilities and their friends or caregivers. Register every attendee.
Event detailsA Halloween art session for elementary-age children and tweens. Register each participant; registration is open.
Event detailsTweens 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 registrationTest 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 registrationBring 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 detailsA Halloween program for toddlers, preschoolers and younger elementary-age children. Walk-ins are welcome; optional reminder registration opens October 12.
Event detailsAn adult program exploring archaeology and cemeteries. Register for the Zoom link.
Event detailsExplore crystals, tarot and astrology in a program for upper-elementary youth, tweens and teens.
Event detailsA craft for ages 12–18. Registration opens October 14; adults do not participate in the craft.
Event detailsFor 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 detailsHear local legends with Adam Tremper in this adult library program. Registration opens October 14.
Event detailsA family costume celebration with trick or treating and games. No registration is required.
Event detailsDrop in for Halloween crafting. For tweens, teens and adults.
Event detailsPast event: held October 4. Southern Maryland Boot Scooters hosted this Halloween bingo outing. Paid event.
Event detailsA spooky folk-horror Dungeons and Dragons one-shot for ages 21+. Play at level 5; characters are available. $30, including the first beer.
Event detailsA 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 detailsSt. 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 ↗A Halloween outing with HydraFX. Ages 21+ only; the venue does not admit children or infants. Check the venue for admission details.
Event detailsStandard format, Swiss best-of-one play. Costumes are optional. $10.
Event detailsIndividual Swiss best-of-one play, up to five rounds. Costumes are welcome. $10.
Event detailsHit 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 ticketsFor 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.
Past event: held October 6. Halloween karaoke and candy prizes for adults 50+. $2.
Event detailsCrafts 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 catalogCreate 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 detailsA beginner-friendly session with T. L. Ford and a choice of two murder-mystery-inspired designs. For adults 50+. $25.
Event detailsMake and Take with Jamie. A seasonal painting session for adults 50+. $25, including materials.
Event detailsFor 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 detailsFor 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 detailsFor 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.
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 detailsSchool-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 detailsSchool-community event. Confirm the exact gathering location, attendance eligibility and any fee with the PTA.
Event detailsA PTA Family Fun Night for the school community. Confirm attendance eligibility and any fee.
Event detailsThe 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 calendarFor the school community. Confirm any admission fee with the school.
Carver school calendarSchool-community event. Confirm attendance eligibility and any fee with the PTA.
Event detailsSchool-community event. Confirm attendance eligibility and any fee with the PTA.
Event detailsThe organizer identifies this event as being for veterans and their families. Confirm eligibility directly before attending.
Event detailsTry 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 detailsDecorated 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 detailsSchool-community event. Confirm the venue, attendance eligibility and any fee with Lexington Park Elementary before going.
Event detailsSchool-community event. Confirm attendance eligibility and any fee with the PTO.
Event detailsCosmic 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 detailsA neighborhood pizza-and-drinks gathering before trick or treating. Nonresident eligibility is not stated; contact the community before attending.
Event detailsDecorate 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 detailsGive 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 detailsThese nine events are in 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 detailsStart 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 detailsFree 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 detailsRegistrationA 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 registrationHead 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 detailsThe 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 ↗Costumes, candy and local vendors, with activities upstairs and downstairs. Hosted by The Space Collective Studio and The Gym 24/7.
Organizer’s details ↗Ages 21+. Art supplies, a pumpkin-themed challenge and a cash bar. No reservations required. $7; members free.
Event detailsDinner, 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.
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