Upcoming Live Music Events

The Whittingham Cancer Center Concert

 Westport Library 1 Nov 2025
MUSIC

Head of the Charles Rowing Regatta

 Boston Massachussets 17 Oct 2025
SPORTS

Salt & Shell Siorée

 521 Riverside Ave, Westport, CT, United States, Connecticut 06880 12 Oct 2025
MUSIC

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Upcoming Halloween Events

Family Campfire: OWL-Ween

 10 Woodside Ln, Westport, CT, United States, Connecticut 06880 24 Oct 2025

Halloween Cooking for Kids

 Wakeman Town Farm 17 Oct 2025
KIDS USD 71

Murder Mystery Campfire

 Earthplace 18 Oct 2025
ART

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Upcoming Comedy Events

A Sherlock Carol

 Westport Country Playhouse 13 Dec 2025
ART

October 17th Comedy Extravaganza @ the VFW Westport

 Veterans of Foreign Wars 17 Oct 2025
COMEDY USD 23

The Importance of Being Earnest

Westport Country Playhouse 28 Oct 2025
COMEDY

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Upcoming Food & Drinks Events

WTF Beer Garden - An Outdoor Fall Event for the Whole Family!

 Wakeman Town Farm 12 Oct 2025
MUSIC USD 18

Wine tasting to benefit The Sunshine Kids

 20 Wilton Rd 12 Nov 2025
KIDS FREE

October Comedy Night at Walrus Alley

 Walrus Alley Restaurant 27 Oct 2025
COMEDY USD 29

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Upcoming Festivals Events

STORYFEST!

 The Westport Library 18 Oct 2025
ART

Mark Naftalin $ Friends Blues Party

Westport VFW 1 Nov 2025
ENTERTAINMENT

Some Hacks are back at the Black Duck

Black Duck Cafe 28 Nov 2025
HOLIDAY

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Trending Events in Westport

Family Halloween Spooktacular

 14 Allen Raymond Ln, Westport, CT, United States, Connecticut 06880 18 Oct 2025
HALLOWEEN

Halloween Parade at the Farm! A spook-tacular time!

 Wakeman Town Farm 28 Oct 2025
HALLOWEEN USD 7 TO 34

St. Ann’s Holiday Fair

 Norwalk Conneticut 16 Nov 2025
CHRISTMAS-MARKETS-AND-FAIRS

Requiem: A Thanksgiving for Life

 Christ & Holy Trinity Episcopal Church 2 Nov 2025
THANKSGIVING FREE

Julian Shively & Emma McDonald: An evening of jazz, R&B and neo-soul ♫

 Suzuki Music Schools 24 Oct 2025
CONCERTS

"Psycho" screening hosted by Mark Shanahan

 Westport Country Playhouse 10 Oct 2025
ART

House on Haunted Hill (1959)

 Earthplace 11 Oct 2025
ENTERTAINMENT

October Stop the Bleed Class

 Westport Volunteer Emergency Medical Service (WVEMS) 22 Oct 2025
WORKSHOPS FREE

Decks & Balconies: Roofs You Can Walk On

 Gault Energy & Home Solutions Gault Stone & Landscape Supplies 16 Oct 2025
WORKSHOPS FREE

Westport VFW

Westport VFW 11 Oct 2025

The Great Geography Journey

 The Westport Library 14 Oct 2025
CONTESTS FREE

American Modern Opera Company at UU Westport

 10 Lyons Plains Rd, Westport, CT, United States, Connecticut 06880 25 Oct 2025
MUSIC

Mandy Patinkin in Concert: JUKEBOX

 Westport Country Playhouse 21 Nov 2025
ENTERTAINMENT

Advanced Lego Robotics Grades 3-5

 The Westport Library 12 Oct 2025
WORKSHOPS USD 0 TO 29

Sunday Services at UU Westport

 10 Lyons Plains Rd, Westport, CT 06880-1302, United States 12 Oct 2025
HEALTH-WELLNESS

More things to do in Westport

Live Music
Halloween
Comedy
Food & Drinks
Thanksgiving
Christmas Carols
Festivals
Christmas Markets & Fairs
Parades