Cumberland Halloween & Things to Do 2026
Your complete guide to the best halloween in Cumberland and surrounding areas
Cumberland becomes a family fright headquarters during the Halloween season with trick or treat events, spooky things to do, and memorable fright nights. Adams Farm Pumpkin Patch and Hayrides brings classic fall activities, while 13th World Fright Park offers bigger nighttime scares.
Near Diamond Hill and the town’s porch-lit neighborhoods, families can ease into the evening with pumpkins and hayrides. Later, brave visitors can explore haunted experiences, eerie entertainment, and seasonal lights across the community.
Find the best Cumberland Halloween happenings this year!
Browse Halloween Near Cumberland by Category
Family-Friendly Fall Activities
Kid-focused Halloween event at a baseball stadium.
Haunted Experiences
Thousands of hand-carved pumpkins in themed displays
Food, Drink, and Parties
Boston's largest Halloween bar crawl with multiple venues.
Movies, Theater, and Entertainment
50th Anniversary tour with original star Barry Bostwick
Unique & Unusual
Explore Boston's haunted history after dark with costumed guides.
Editor's Picks
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Ghosts & Gravestones Nightwalk Tour
(Boston)
Explore Boston's haunted history after dark with costumed guides.
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2025 Official Halloween Bar Crawl Boston
(Boston)
Boston's largest Halloween bar crawl with multiple venues.
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The Rocky Horror Picture Show 50th Anniversary Spectacular Tour
(Boston)
50th Anniversary tour with original star Barry Bostwick
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Boo in the Woo for Kids at Polar Park
(Worcester)
Kid-focused Halloween event at a baseball stadium.
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PruBoo Halloween Event at Prudential Center
(Boston)
Annual Halloween event with trick-or-treating and entertainment.
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Head Of The Charles Regatta
(Boston)
World's largest rowing competition on the Charles River
Cumberland Halloween Events Map
See every Halloween event, haunted attraction, and pumpkin patch on one map.
