Westport Festivals Events

Festivals Happening Next in Westport, CT

Harvest Fest 2025

 Wakeman Town Farm 13 Sep 2025
MUSIC USD 189

Kids Fun Fest

 7 Sylvan Ln, Westport, CT, United States, Connecticut 06880 14 Aug 2025
KIDS

Karina Rykman – FREE SHOW!

 40 Jesup Rd, Westport, CT, United States, Connecticut 06880 15 Aug 2025
MUSIC

Mark Naftalin $ Friends Blues Party

Westport VFW 8 Nov 2025
ENTERTAINMENT

Amy Irving - FREE SHOW!

 40 Jesup Rd, Westport, CT, United States, Connecticut 06880 7 Sep 2025
ENTERTAINMENT

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

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

Miss Tutti & The Fruity Band :: Children’s Series – FREE SHOW!

 40 Jesup Rd, Westport, CT, United States, Connecticut 06880 13 Aug 2025
MUSIC

Suzanne Sheridan & Friends – FREE SHOW!

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

Frog's Cup du Westchester 2025

 Longshore Sailing School (environ 35 minutes de Mamaroneck) 31 Aug 2025
TRIPS-ADVENTURES USD 247 TO 317

Some Hacks are back at the Black Duck

Black Duck Cafe 28 Nov 2025
HOLIDAY

AIR COOLED CLASSIC SHOW

 Town Hall (Westport, Connecticut) 12 Oct 2025
AIR-SHOWS

Walrus Alley (w/Dan Carlucci)

 Walrus Alley 21 Sep 2025
FESTIVALS

Fall Festival

 10 Woodside Ln, Westport, CT, United States, Connecticut 06880 5 Oct 2025
FESTIVALS

St. Ann’s Holiday Fair

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