Westport Live Music Events

Harvest Fest 2025

Wakeman Town Farm 13 Sep 2025

The Whittingham Cancer Center Concert

Westport Library 1 Nov 2025

TEDESCHI TRUCKS BAND - WESTPORT, CT

40 Jesup Rd, Westport, CT, United States, Connecticut 06880 14 Sep 2025

New Old Stock returns to the Black Duck Cafe , Westport, CT

Black Duck Cafe 13 Sep 2025

STRAWBERRY FIELDS: THE ULTIMATE BEATLES TRIBUTE

40 Jesup Rd, Westport, CT, United States, Connecticut 06880 12 Sep 2025

Argonaut & Wasp + Wild & Co. – FREE SHOW! NEW DATE: SEPT 20

40 Jesup Rd, Westport, CT, United States, Connecticut 06880 20 Sep 2025

Head of the Charles Rowing Regatta

Boston Massachussets 17 Oct 2025

Walrus Alley (w/Dan Carlucci)

Walrus Alley 21 Sep 2025

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

Suzuki Music Schools 24 Oct 2025

Mandy Patinkin in Concert: JUKEBOX

Westport Country Playhouse 21 Nov 2025

Eliot Lewis Live in Westport, CT

Westport VFW Auxiliary Post 399 27 Sep 2025

Jim Savage Live at Westport VFW

Westport VFW 12 Sep 2025

Woodside Bash

10 Woodside Ln, Westport, CT, United States, Connecticut 06880 4 Oct 2025

At This Stage – A gala evening celebrating Westport Country Playhouse’s 95 Seasons!

Westport Country Playhouse 4 Oct 2025

Continental Connections

Christ & Holy Trinity Episcopal Church 18 Oct 2025

Broadway Scores at the Playhouse: Big Band Broadway

Westport Country Playhouse 29 Jan 2026

Ana Gasteyer - Sugar & Booze Holiday Spectacular

Westport Country Playhouse 22 Dec 2025

Back for some fun and good food-New Old Stock returns to Black Duck Cafe in Westport , CT

Black Duck Cafe 8 Nov 2025

Recovery Community Development Benefit 2025

Mitchells of Westport 19 Oct 2025