Westport events October 2025

Things to do in October 2025 in Westport

With a bunch of festivals in October 2025 in Westport queued up, there is a lot to catch on! From being a spectator at all the cool festivals to attending some interesting events in October in Westport there is all the fun awaiting you this month. Take a tour to this interesting guide or list of things to do in Westport in October 2025 and make the most of your holidays and weekends!

Just announced

Abhijeet Bhattacharya Live - New Jersey - 25th October, 2025

SOUND WAVE AT HARD ROCK 1000 BOARDWALK, ATLANTIC CITY, NJ 08401

Sat, 25 Oct

Trending events in october in Westport

House on Haunted Hill (1959)

Earthplace

Sat, 11 Oct
Woodside Bash

10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Sat, 04 Oct
The Importance of Being Earnest

Westport Country Playhouse

Tue, 28 Oct
Continental Connections

Christ & Holy Trinity Episcopal Church

Sat, 18 Oct
Vibe Cartel (formerly Southern Fried) returns to VFW Westport

Westport VFW POST 399

Sat, 04 Oct
Head of the Charles Rowing Regatta

Boston Massachussets

17-19 Oct

Most popular events in october in Westport

Family Campfire: OWL-Ween

10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Fri, 24 Oct
"Psycho" screening hosted by Mark Shanahan

Westport Country Playhouse

Fri, 10 Oct
Sunset Paddle

10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Sun, 12 Oct
Beardsley Gala

The Inn at Longshore

Sat, 18 Oct
AIR COOLED CLASSIC SHOW

Town Hall (Westport, Connecticut)

Sun, 12 Oct
Westport VFW

Westport VFW

Sat, 11 Oct

Upcoming events in october in Westport

Family Campfire: OWL-Ween

10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Fri, 24 Oct
"Psycho" screening hosted by Mark Shanahan

Westport Country Playhouse

Fri, 10 Oct
Sunset Paddle

10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Sun, 12 Oct
Beardsley Gala

The Inn at Longshore

Sat, 18 Oct
Fall Festival

10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Sun, 05 Oct
Mushroom Growing Workshop

10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Sun, 19 Oct
AIR COOLED CLASSIC SHOW

Town Hall (Westport, Connecticut)

Sun, 12 Oct

Events in October from nearby cities

Upcoming Events in October in Westport

Date	Event	Venue
04 Oct 2025	Fairfield County Out of the Darkness Community Walk	Sherwood Island State Park, Westport
24 Oct 2025	New Old Stock returns to the Black Duck Cafe Westport CT	Black Duck Cafe, Westport

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