Westport Halloween & Things to Do 2026
Your complete guide to the best halloween in Westport and surrounding areas
Westport welcomes the Halloween season with trick or treat events, spooky things to do, and Halloween parties around its historic streets. Near Westport Country Playhouse and the old mill district, visitors can enjoy glowing lights, seasonal activities, and a lively autumn setting. The Importance of Being Earnest at Westport Country Playhouse offers theatrical charm, while Harvest Fair After Dark Halloween Haunt and Fright Night at Ambler Farm bring after-dark thrills. Spooky tours, harvest celebrations, and costume gatherings give families and adults plenty of choices. Westport makes it easy to pair a cultural outing with a festive scare.
Find the best Westport Halloween happenings this year!
Browse Halloween Near Westport by Category
Family-Friendly Fall Activities
Washington Street transformed into a lively Halloween festival
Haunted Experiences
Long Island's #1 scariest 5-in-1 haunted attraction
Food, Drink, and Parties
Connecticut's premier gay bar and dance party destination.
Movies, Theater, and Entertainment
Oscar Wilde's classic comedy of manners and mistaken identity.
Unique & Unusual
Meet Washington Irving and hear his personal stories.
Editor's Picks
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Bayville Scream Park
(Bayville)
Long Island's #1 scariest 5-in-1 haunted attraction
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Washington Irving's 'The Man Behind the Legend' at Sleepy Hollow Cemetery
(Sleepy Hollow)
Meet Washington Irving and hear his personal stories.
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Norwalk Halloween Nightfair
(Norwalk)
Washington Street transformed into a lively Halloween festival
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Blood Manor Stamford
(Stamford)
10,000 sq ft haunted house with a dark history
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Lyndhurst Mansion Halloween Opening Season Party
(Tarrytown)
Exclusive twilight mansion access without a tour
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Sleepy Hollow Haunted Hayride
(Sleepy Hollow)
Hayride through the legendary Sleepy Hollow woods
Westport Halloween Events Map
See every Halloween event, haunted attraction, and pumpkin patch on one map.
