Entertainment events in Westport

Check out happening entertainment events all around Westport, CT

Harvest Fest 2025

 Sat, 13 Sep at 06:00 pm Wakeman Town Farm USD 189

The Whittingham Cancer Center Concert

 Sat, 01 Nov at 06:30 pm Westport Library

JOSH RITTER & THE ROYAL CITY BAND w/ BHI BHIMAN

 Wed, 20 Aug at 07:00 pm 40 Jesup Rd, Westport, CT, United States, Connecticut 06880

JOHN OATES AND THE GOOD ROAD BAND

Fri, 22 Aug at 07:00 pm 40 Jesup Rd, Westport, CT, United States, Connecticut 06880

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

 Sat, 13 Sep at 09:00 pm Black Duck Cafe

Incendio - FREE SHOW!

 Sun, 17 Aug at 07:00 pm 40 Jesup Rd, Westport, CT, United States, Connecticut 06880

Jim Savage Live at Westport VFW

Fri, 12 Sep at 05:30 pm Westport VFW

MIHALI * Full Band Show * w/s/g SOULE MONDE and w/ MR MOTA

 Sat, 06 Sep at 05:00 pm 40 Jesup Rd, Westport, CT, United States, Connecticut 06880

Eight To The Bar - FREE SHOW!

 Sun, 24 Aug at 07:00 pm 40 Jesup Rd, Westport, CT, United States, Connecticut 06880

Continental Connections

 Sat, 18 Oct at 05:00 pm Christ & Holy Trinity Episcopal Church USD 23 to 92

Beardsley Gala

 Sat, 18 Oct at 06:00 pm The Inn at Longshore

September 5th Comedy Night @ The Westport VFW

 Fri, 05 Sep at 08:00 pm Veterans of Foreign Wars USD 23

Vibe Cartel (formerly Southern Fried) returns to VFW Westport

 Sat, 04 Oct at 07:00 pm Westport VFW POST 399

Mark Naftalin $ Friends Blues Party

Sat, 08 Nov at 06:30 pm Westport VFW

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

 Sat, 20 Sep at 07:00 pm 40 Jesup Rd, Westport, CT, United States, Connecticut 06880

Eliot Lewis Live in Westport, CT

 Sat, 27 Sep at 08:00 pm Westport VFW Auxiliary Post 399

Skorts w/ Pond View - FREE SHOW!

 Thu, 21 Aug at 07:00 pm 40 Jesup Rd, Westport, CT, United States, Connecticut 06880

Vic DiBitetto

 Sat, 13 Sep at 08:00 pm Westport Country Playhouse

Westport Cars & Coffee

 Sun, 07 Sep at 08:00 am Westport Train Station

Amy Irving - FREE SHOW!

 Sun, 07 Sep at 07:00 pm 40 Jesup Rd, Westport, CT, United States, Connecticut 06880

Head of the Charles Rowing Regatta

 Fri, 17 Oct at 05:00 pm Boston Massachussets

Vic DiBitetto

 Fri, 12 Sep at 07:00 pm Westport Country Playhouse

"Psycho" screening hosted by Mark Shanahan

 Fri, 10 Oct at 07:00 pm Westport Country Playhouse

2025 myTEAM TRIUMPH Westport Triathlon

 Sun, 07 Sep at 07:00 am Westport Compo Beach

Stuffed Animal Sleepover

 Fri, 05 Sep at 04:00 pm Higgins Room - Westport Children's Library

September Comedy Night at Walrus Alley

 Tue, 30 Sep at 06:30 pm Walrus Alley Restaurant USD 29

House on Haunted Hill (1959)

 Sat, 11 Oct at 06:30 pm Earthplace

An Evening with Peter Greenberg, The Travel Detective

 Thu, 25 Sep at 07:00 pm The Westport Library USD 23

Late Summer Farm Dinner with Alison Milwe Grace of AMG Catering + Events

 Thu, 28 Aug at 06:00 pm Wakeman Town Farm USD 150

Woodside Bash

 Sat, 04 Oct at 07:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

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

 Sat, 04 Oct at 07:00 pm Westport Country Playhouse

Broadway Scores at the Playhouse: Big Band Broadway

 Thu, 29 Jan at 07:00 pm Westport Country Playhouse

Mihali in Westport

 Sat, 06 Sep at 07:00 pm The Levitt Pavilion for the Performing Arts

October Comedy Night at Walrus Alley

 Mon, 27 Oct at 06:30 pm Walrus Alley Restaurant USD 29

Colin Quinn

 Thu, 09 Oct at 08:00 pm Westport Country Playhouse

Mandy Patinkin

 Thu, 20 Nov Westport Country Playhouse

Ana Gasteyer - Sugar & Booze Holiday Spectacular

 Mon, 22 Dec at 07:00 pm Westport Country Playhouse

Josh Ritter in Westport

 Wed, 20 Aug at 07:00 pm The Levitt Pavilion for the Performing Arts

The Levitt Pavilion in Westport, CT - In Concert ! on sale ticketing to be announced very soon!

Fri, 12 Sep at 07:30 pm Levitt Pavilion for the Performing Arts, Westport

Fall Festival

 Sun, 05 Oct at 10:00 am 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

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

 Sat, 08 Nov at 09:00 pm Black Duck Cafe

Recovery Community Development Benefit 2025

 Sun, 19 Oct at 04:00 pm Mitchells of Westport USD 55

John Oates

 Fri, 22 Aug at 11:00 pm The Levitt Pavilion for the Performing Arts and Westport Library

Josh Ritter & The Royal City Band

 Wed, 20 Aug at 11:00 pm The Levitt Pavilion for the Performing Arts and Westport Library

Weston Connecticut High School 50th Storytelling Gathering

 Sun, 05 Oct at 09:30 am Sherwood Island State Park

Fall Cooking for the Minis - Grades K-2

 Mon, 08 Sep at 04:15 pm Wakeman Town Farm USD 487

Urban Legacy Foundation Barbecue and Beach Party

 Sat, 06 Sep at 12:00 pm Sherwood Island State Park

Adventurous Scavenger Hunt! - Westport Village Treasure Trek

 Mon, 16 Dec at 08:00 am 24 Post Rd E USD 15