Upcoming Westport Events

Check out what's happening all around Westport, CT

Harvest Fest 2025

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

Taylor Haskins & Ben Monder in Westport

Fri, 22 Aug at 07:30 pm The Mill

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

Tuesdays With Morrie

Thu, 04 Sep at 07:00 pm Westport Country Playhouse

JOHN OATES AND THE GOOD ROAD BAND

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

The Importance of Being Earnest

Tue, 28 Oct at 07:00 pm Westport Country Playhouse

The Fairfield Counts - FREE SHOW!

Tue, 26 Aug at 07:00 pm 40 Jesup Rd, Westport, CT, United States, Connecticut 06880

Sip and Shuck at the Farm

Sat, 30 Aug at 06:00 pm Wakeman Town Farm USD 93

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

Community Volunteer Day

Sat, 06 Sep at 10:00 am 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

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

Westport Rotary Club LobsterFest - 2025

Sat, 20 Sep at 03:00 pm 60 Compo Beach Rd USD 0 to 109

Eight To The Bar - FREE SHOW!

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

Rising Tide Westport August Meeting: Work-Life Balance

Thu, 21 Aug at 06:30 pm Haus Of Pretty Free

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

Fall Festival

Sat, 06 Sep at 01:00 pm Jesup Green, Westport, CT

Freaky Flawless: A Mother & Daughter Skincare Reset

Fri, 19 Sep at 06:00 pm Restore Hyper Wellness Free

Kim & The Rays at Via Sforza - Westport

Fri, 29 Aug at 07:00 pm Via Sforza Trattoria

Some Hacks return to the Black Duck

Sat, 16 Aug at 09:00 pm Black Duck Cafe

Mark Naftalin $ Friends Blues Party

Sat, 08 Nov at 06:30 pm Westport VFW

Spotted Lantern Fly: The pretty pest you DON'T need

Thu, 04 Sep at 05:30 pm 7 Sylvan Ln, Westport, CT, United States, Connecticut 06880

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

Mandy Patinkin

Thu, 20 Nov Westport Country Playhouse

A Sherlock Carol

Sat, 13 Dec at 07:00 pm Westport Country Playhouse

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

Pick Your Own Bouquet

Sun, 07 Sep at 02:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Script In Hand: THE ONE GOOD THING or “Are Ya Patrick Swayze?”

Mon, 08 Sep at 07:00 pm Westport Country Playhouse

Head of the Charles Rowing Regatta

Fri, 17 Oct at 05:00 pm Boston Massachussets

SUMMER LEARNING CLUBS - MIDDLE SCHOOL ORGANIZATIONAL SKILLS

Mon, 18 Aug at 04:00 pm The Westport Library - Komansky Room USD 0 to 29

Unbroken Chains: The Hidden Cost of Human Trafficking

Wed, 17 Sep at 07:00 pm The Westport Library - Komansky Room Free

Canoe Paddle

Sat, 20 Sep at 01:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Stop the Bleed Class

Wed, 17 Sep at 07:00 pm Westport Volunteer Emergency Medical Service (WVEMS) Free

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

Get Lit at Walrus Alley

Sat, 06 Sep at 07:00 pm Walrus Alley

Summer Blooms: Wildflower ID Walk

Sat, 23 Aug at 01:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

House on Haunted Hill (1959)

Sat, 11 Oct at 06:30 pm Earthplace

American Parkinson Disease Association Optimism Walk

Sat, 20 Sep at 10:00 am Sherwood Island Ln, Westport, CT 06880, United States

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

The Buzz about Bees

Thu, 21 Aug at 05:30 pm 7 Sylvan Ln, Westport, CT, United States, Connecticut 06880

21 Strong Family Beach Day

Sun, 17 Aug at 10:00 am Sherwood Isl Beach, CT

Drop in Parent and Me Little Farmer Classes 9/2 - 9/5

Tue, 02 Sep at 09:00 am Wakeman Town Farm USD 40 to 45

Pick Your Own Bouquet

Sun, 24 Aug at 11:00 am 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Frog's Cup du Westchester 2025

Sun, 31 Aug at 11:30 am Longshore Sailing School (environ 35 minutes de Mamaroneck) USD 247 to 317

DNR: The (Almost) All-Physician Rock Band! Annual Tribute to First Responders & Westport EMS: FREE!

Thu, 11 Sep at 07:30 pm 40 Jesup Rd, Westport, CT, United States, Connecticut 06880

October Stop the Bleed Class

Wed, 22 Oct at 07:00 pm Westport Volunteer Emergency Medical Service (WVEMS) Free

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

Labor Day weekend Thursday night closing

Thu, 28 Aug at 05:00 pm 7 Sylvan Ln, Westport, CT, United States, Connecticut 06880

The 2025 CT United Ride

Sun, 07 Sep at 08:30 am Sherwood Island Connector, Westport, CT

Free-Range Kids

Wed, 10 Sep at 01:00 pm Earthplace

Kids Plein Air Painting Class Ages 7 - 11

Thu, 04 Sep at 04:15 pm Wakeman Town Farm USD 45

Real Estate Salon for Buyers and Sellers

Thu, 18 Sep at 07:00 pm 11 Riverside Ave, Westport, CT, United States, Connecticut 06880

October Comedy Night at Walrus Alley

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

Canoe Paddle

Sun, 24 Aug at 01:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Pop Shop Market - Westport Museum For History & Culture - 9/20

Sat, 20 Sep at 10:00 am Westport Museum for History & Culture

Some Hacks are back at the Black Duck

Fri, 28 Nov at 09:00 pm Black Duck Cafe

AIR COOLED CLASSIC SHOW

Sun, 12 Oct at 09:00 am Town Hall (Westport, Connecticut)

CraftWestport 2025

Sat, 06 Dec at 10:00 am Staples High School

Westport Museum STEM & History Event

Mon, 01 Sep at 06:00 pm Westport Museum for History & Culture

Walrus Alley (w/Dan Carlucci)

Sun, 21 Sep at 12:00 pm Walrus Alley

Colin Quinn

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

Family Campfire: OWL-Ween

Fri, 24 Oct at 06:30 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Winged Wonders

Sun, 07 Sep at 01:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

myTeam Triumph Triathlon

Sun, 07 Sep at 07:30 am Compo Beach

KEVIN BURKE & JOHN BRENNAN

Sun, 07 Sep at 12:30 pm Saugatuck Rowing Club - 521 Riverside Avenue, Westport, CT

Westport VFW

Sat, 11 Oct at 07:00 pm Westport VFW

Bug Club

Tue, 09 Sep at 04:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Nature Theater: A Harvest Homecoming

Sun, 14 Sep at 12:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Ana Gasteyer - Sugar & Booze Holiday Spectacular

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

Fairfield County Out of the Darkness Community Walk

Sat, 04 Oct at 09:00 am Sherwood Island State Park

Bark, Leaves, and Seeds: A Tree ID Walk

Sat, 18 Oct at 01:00 pm Earthplace

Woodland Harvest: Foraging in Fall

Sun, 28 Sep at 01:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

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

Family Campfire: Fall Equinox

Sun, 21 Sep at 01:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Free-Range Kids

Wed, 22 Oct at 01:00 pm Earthplace

Sunset Paddle

Sun, 12 Oct at 04:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Fall Festival

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

Mushroom Growing Workshop

Sun, 19 Oct at 01:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880

Weekend FunRun for Make-A-Wish: Fairfield County 5K Run/Walk

Sat, 18 Oct at 09:00 am Sherwood Island Connector Park & Ride, Sherwood Island Ln, Westport, Connecticut 06880, United States

Beaver Moon Hike

Wed, 05 Nov at 06:30 pm Earthplace

Tracking Club

Tue, 11 Nov at 04:00 pm 10 Woodside Ln, Westport, CT, United States, Connecticut 06880