Maryland Halloween Events 2019

Are you ready to track down some fun events for Halloween 2019? We have put together one of the largest calendars of Halloween events in the United States for you. It locates holiday activities for all ages – from kid-friendly children’s activities to adult Halloween parties. We don’t have every event yet, but there are plenty of ideas to get you and your family in the mood for Halloween in Maryland.

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2018 Events

Sweeney Todd at the Washington County Playhouse - Hagerstown, MD - Sep 13 to Oct 27, 2019
Sweeney Todd has become a bloody, worldwide success since being awarded eight Tony’s, (including Best Musical), for its Broadway premiere. Stephen Sondheim’s and Hugh Wheeler’s (A Little Night Music, Pacific Overtures) tasty, thrilling, theatrical treat has simultaneously shocked, awed and delighted audiences across the world. It comes to the Washington County Playhouse for the weeks leading up to Halloween.

Halloween Eye Spy Trains - Rockville, MD - Oct 4 to Oct 27, 2019
Great for families of all ages, Montgomery Parks’ Cabin John Miniature Train and the Wheaton Miniature Train will take a ride through “Trainslyvania.”

Wine and Ghost Spirits at Catoctin Breeze Vineyard - Thurmont, MD - Oct 18 to Oct 30, 2019
1-5pm. Live music and wine

Pumpkin Trolley Fest - Colesville, MD - Oct 19 to Oct 27, 2019
Pumpkin TrolleyFest includes trips to Pinson’s Pumpkin Market from 12:30 p.m. to 3:50 p.m. both weekends. Pumpkin tokens available in the Museum Shop.

Middletown Lion’s Club Halloween Parade - Middletown, MD - Oct 19 to Oct 31, 2019
One of the best local traditions in the area, local citizens, families, businesses, and classrooms of all ages vie with each other for creating a scarecrow like no other! Year after year, be amazed at the results! Come share in the fun and judging on Saturday! Scarecrows will delight the entire family and stay marching down Main until Halloween.

Mall-O-Ween - Hagerstown, MD - Oct 24, 2019
Trick or treat at Valley Mall merchants at 5pm. Free, you can register on Eventbrite via the Ticket link above.

ZooBOOO! - Baltimore, MD - Oct 25 to Oct 27, 2019
Come celebrate Halloween and the fall season with the Zoo’s annual ZooBOOO! festival. There will be games, prizes, contests, live entertainment and FREE trick-or-treating!

BOOtanica - Wheaton, MD - Oct 25, 2019
Gather the family together for a fun evening! Children can dress in their favorite costume, participate in a garden costume parade, paint a pumpkin, try a pumpkin treat, and top the evening off listening to award-winning storyteller Gary Loyld present “Pumpkin Tales for the Young” telling tales more funny than scary.

Trick or Treat through History - Frederick, MD - Oct 25, 2019
6:30-8:30 at Rose Hill Manor Park & Museums. Bring a bag to collect treats from costumed historical characters

Murder at the Mansion Dessert Theater at the Kentlands Mansion - Gaithersburg, MD - Oct 25 to Oct 27, 2019
Theater with desserts – this year’s production is Deadline – SteamedPunk! Ventures is due to drop their biggest app yet and energy billows through the office, but it’s not all positive. There’s a kink in the pipes and a few more amongst the staff. Fissures threaten to grow into cracks as the pressure builds. Suppressed jealousies and conflicts threaten to explode. Will the team be able to keep the airship afloat or will the boiler burst before they can safely land? – Dress up in Victorian/Steampunk attire for a chance to win a prize. – Guests will enjoy a fun evening with a buffet of sweet treats. A cash bar will be available for those 21 & older. Photo ID required for alcohol sales. Recommended for 15+.

Devil’s Crawl - Baltimore, MD - Oct 25, 2019
Creep through multiple venues and TREAT your way into the area’s top bars and restaurants at Power Plant Live! Dress to impress, to scare, and to dance! $5 Parking (with validation from Power Plant Live) in Pier 5 Garage starting at 7pm.

Halloween Party at Howl - Baltimore, MD - Oct 26, 2019
Howl at the Moon Baltimore hosts another Halloween party with drink specials, games, and a costume contest.

Halloween at Annapolis Towne Centre: Fall Fest and Trick or Treat - Annapolis, MD - Oct 26, 2019
Fall fest with activities like pumpkin painting, trick or treat, hay maze, train ride, and more

Downtown Halloween Party - Brunswick, MD - Oct 26, 2019
This popular event in historic downtown Brunswick features trick-or-treating, costume contest with prizes, hayride, and the grand finale group “Thriller” dance.. 6pm, Come in costume!

Halloween in the Garden - Dowell, MD - Oct 26, 2019
Trick or treating from 10-4pm. $2 per person, $5 fast pass. Proceeds benefit local charities

Halloween in Downtown Frederick - Frederick, MD - Oct 26, 2019
10-12pm. Great for families and kids of all ages. Costumes are encouraged, though not required. You can paint your own pumpkin, stop by a craft station, and trick-or-treat at more than 50 downtown businesses while supplies last!

Halloween Celebration at Westview Promenade - Frederick, MD - Oct 26, 2019
11-1pm. Trick or treating at the promenade plus crafts, games, and costumed characters.

Howl-O-Ween Dog Costume Parade - Hagerstown, MD - Oct 26, 2019
10-2pm at Fairgrounds Park. Dress your pup and compete for prizes, plus vendors, giveaways, and more

Not So Scary Halloween Party - Monrovia, MD - Oct 26, 2019
Adventure Park USA will be transformed into a home for happy haunts, creating a spectacular and innocently spooky time for all ages. Both indoor and outdoor attractions will be open for double the fun. Family-favorite cartoon characters will wander the park meeting guests and taking pictures. Dress up in your best costume for the not-so-scary occasion with trick-or-treating at 8:45pm. Buy online to save $10!

Halloween Comicfest - , MD - Oct 26, 2019
Comic shops aroung the US give away comics – the event website has a list of participating comic shops so you can find one near you

South Baltimore Halloween Bash - Baltimore, MD - Oct 26, 2019
Music, pumpkin painting, crafts, games, food, beer & wine and more! All kids can get a book at the Book Nook

Great Halloween Lantern Parade - Baltimore, MD - Oct 26, 2019
Theme is 20th Anniversary. Each year on the last Saturday of October, the day begins with a family Halloween festival, featuring an adorable kids costume contest, lantern making, hayrides, yoga, live music, an arts & crafts market, and more. Local food trucks and a beer garden provie a place for families and friends spread a picnic blanket and enjoy the afternoon.

Alsatia Mummers Parade - Hagerstown, MD - Oct 26, 2019
Spectators can enjoy the Mummers’ Parade almost anywhere along side the parade route.

DC Halloween Crawl - Baltimore, MD - Oct 26, 2019
Bust out your best costume and get ready for a spooktacular party like no other this season. The official DC Halloween Crawl celebrates the scariest time of the year with thousands of your closest friends

Halloween Party – Zombie World - Baltimore, MD - Oct 26, 2019
Come down to Baltimore’s BIGGEST Halloween party at Power Plant Live! 21+. Get creative with your costume and enter their HUGE Costume Contest with over $10,000 in cash & prizes on the Live! Stage and various Power Plant Live! venues.

Ultimate Halloween Party - Baltimore, MD - Oct 26, 2019

Spooky Skull Hike - Wheaton, MD - Oct 27, 2019
Can you find the animal skulls hidden in the woods? On this self-guided hike, you’ll walk a short loop in search of skulls, and use clues to identify them. Stop by any time during program hours, and pick up a clue sheet. Get a Halloween treat after identifying all the skulls (or for wearing a costume)!

Trunk or Treat - Germantown, MD - Oct 27, 2019
4-6pm at Journey’s Crossing

Trunk or Treat - Hagerstown, MD - Oct 27, 2019
6-8:30pm at the Church of the Nazerene

Howl-o-ween Trails and Treats Pet Fest and Parade - Have de Grace, MD - Oct 27, 2019
1:30-5pm at Concord Point Lighthouse. Costumed pet parade 3pm, prizes, vendors, treats and activities

Carve and Candy - Havre de Grace, MD - Oct 27, 2019
Carve or paint a pumpkin with a decoy carver, “Trick or Treat” your way through the Decoy Museum, and enjoy other seasonal games and activities.

Trick or Treat at the Square - Baltimore, MD - Oct 27, 2019
Among the treats for families: music, a Monster Mash dance lesson and performance, surprises from Square merchants, food and drink specials, a costume contest (18 and under), pumpkin decorating (free while supplies lasts), new trunk-or-treating from community members and more!

Halloween Parade - Havre de Grace, MD - Oct 30, 2019
HdG Recreation Committee presents the annual Havre de Grace Halloween parade. Meet at the corner of Washington Street and Congress Ave. dressed in costume. Registration 6:00, the parade begins at 6:30. Come early or stay late…Trick or Treat in participating business from 4-8 pm!

AVAM’s Free Fall Halloween Celebration - Baltimore, MD - Oct 30, 2019
FREE Museum admission. Plus, free face painting and Monster Mash-Up Workshop in the Jim Rouse Visionary Center building. All ages welcome! Last workshop entry @ 6:30pm

Hampden HalloweenFest - Baltimore, MD - Oct 31, 2019
The event, sponsored by the merchants of historic Hampden, was created to encourage handmade artistry and creativity in Halloween costume design across all ages. Costumed children and adults are encouraged to go shop-to-shop for Trick-or-Treating from 5-6 p.m. with participating merchants along 36th Street, northward up Falls Road, and southward down Chestnut Avenue.

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