Westport Halloween Events 2026
Your guide to the best Halloween events in Westport and nearby
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.
Editor's Picks
-
Bayville Scream Park 2026
· Bayville
Long Island Halloween park with five haunted houses and immersive attractions.
-
Halloween Nightfair
· South Norwalk
South Norwalk street festival with live entertainment, vendors, and trick-or-treating.
-
Restless Souls Haunted House Complex
· Huntington Station
Annual haunted house fundraiser benefiting West Hills United Methodist Church.
-
15th Annual Milford 5K Trick or Trot Run/Walk
· Milford
Charity 5K run and walk featuring costume contests for Beth-El Center.
-
Seymour Pumpkin Festival
· Seymour
60th annual community festival with over 150 craft vendors
-
After Dark Haunted Attraction 2026
· Fairfield
Haunted hayride, woodland trail, funhouse, and manor walkthrough attractions.
Events Happening Soon
Browse Halloween Near Westport by Category
Family-Friendly Fall Activities
South Norwalk street festival with live entertainment, vendors, and trick-or-treating.
Haunted Experiences
Haunted hayride, woodland trail, funhouse, and manor walkthrough attractions.
Halloween Food, Drink, and Parties
Bavarian celebration featuring live Oompah music, food, games, and an Alpine Village.
Halloween Movies, Theater, and Entertainment
Supernatural magic and conjurings communicating with legendary Sleepy Hollow spirits.
Unique & Unusual Halloween Events
Haunted walking tour uncovering buried secrets and Yale's spectral founders.
Westport Halloween Events Map
See every Halloween event, haunted attraction, and pumpkin patch on one map.
