All Upcoming events

• Fri, 27 Feb, 2026 - 08:00 PM

  VersoFest 2026 Kickoff Concert: The Thing

  The Westport Library

  USD 39
• Fri, 05 Dec, 2025 - 07:00 PM

  Norwalk Metropolitan Youth Ballet: The Nutcracker

  Westport Country Playhouse
• Sat, 13 Dec, 2025 - 06:30 PM

  Candlelight: Coldplay & Imagine Dragons | Windsor

  Our Lady of the Assumption Church (Westport, Connecticut)
• Sat, 06 Dec, 2025 - 08:00 PM

  On The Trail

  Voices Cafe

  8+ Interested
• Sat, 29 Nov, 2025 - 09:00 PM

  Tune Squad w/ Holley McCreary at Black Duck, Westport, CT

  Black Duck Cafe
• Sat, 06 Dec, 2025 - 05:30 PM

  Traditional Lucia Celebration in Westport

  Christ & Holy Trinity Episcopal Church

  Free
• Fri, 05 Dec, 2025 - 12:00 AM

  Westport Library Book Sale

  20 Jesup Rd, Westport, CT, United States, Connecticut 06880

  51+ Interested
• Sat, 06 Dec, 2025 - 10:00 AM

  CraftWestport 2025

  Staples High School

  235+ Interested
• Sat, 20 Dec, 2025 - 01:00 PM

  44th Annual Production of The Nutcracker

  Staples High School, Westport
• Fri, 28 Nov, 2025 - 09:00 PM

  Some Hacks are back at the Black Duck

  Black Duck Cafe

  21+ Interested
• Thu, 11 Dec, 2025 - 07:00 PM

  MoCA\CT Presents: Emmet Cohen Trio

  19 Newtown Turnpike, Westport, CT, United States, Connecticut 06880
• Thu, 04 Dec, 2025 - 06:00 PM

  Holiday Hors d'oeuvres - Cooking Class with Chef Laura Weinman

  Wakeman Town Farm

  USD 162
• Fri, 12 Dec, 2025 - 10:00 AM

  Fairfield County Homeless Services Legislative Roundtable

  Greens Farms Church

  Free
• Mon, 22 Dec, 2025 - 07:00 PM

  Ana Gasteyer - Sugar & Booze Holiday Spectacular

  Westport Country Playhouse

  87+ Interested
• Sat, 06 Dec, 2025 - 03:00 PM

  Baroque Portrait Photography Adult Workshop with Lewis Derogene

  19 Newtown Turnpike, Westport, CT, United States, Connecticut 06880
• Sun, 07 Dec, 2025 - 02:00 PM

  One River's Holiday Makers Market

  833 Post Road East Westport, CT, United States, Connecticut 06880

  4+ Interested
• Sat, 06 Dec, 2025 - 01:00 PM

  LivFree on Ice

  WPAL Rink at Longshore

  35+ Interested
• Tue, 16 Dec, 2025 - 06:30 PM

  December Comedy Night at Walrus Alley

  Walrus Alley Restaurant

  USD 29
• Thu, 18 Dec, 2025 - 06:30 PM

  Vision Board & Wellness Event

  131 Kings Hwy N suite m4

  USD 50
• Sun, 14 Dec, 2025 - 05:00 PM

  Christmas Lessons & Carols

  Christ & Holy Trinity Episcopal Church

  Free
• Fri, 12 Dec, 2025 - 06:00 PM

  Kids' Night Out: Hibernation Station

  10 Woodside Ln, Westport, CT, United States, Connecticut 06880
• Fri, 12 Dec, 2025 - 08:00 PM

  Upstairs Comedy (Holiday Edition) @ The VFW Westport

  Westport VFW POST 399

  6+ Interested
• Sun, 07 Dec, 2025 - 11:00 AM

  Troop 36 Wreath Sale

  245 Post Rd E, Westport, CT
• Fri, 12 Dec, 2025 - 08:00 PM

  Holiday Comedy Show @ The VFW Westport - Friday December 12th

  Veterans of Foreign Wars

  USD 23
• Thu, 04 Dec, 2025 - 12:00 PM

  ART AT NOON: Encaustic and Collage with Leslie Giuliani

  19 Newtown Turnpike, Westport, CT, United States, Connecticut 06880
• Thu, 29 Jan, 2026 - 07:00 PM

  Broadway Scores at the Playhouse: Big Band Broadway

  Westport Country Playhouse

  6+ Interested
• Sun, 21 Dec, 2025 - 01:00 PM

  Campfire: Winter Solstice

  10 Woodside Ln, Westport, CT, United States, Connecticut 06880
• Fri, 12 Dec, 2025 - 04:30 PM

  Holiday Bites + Frosty Treats for Kids

  Wakeman Town Farm

  USD 77
• Thu, 08 Jan, 2026 - 05:00 PM

  Kaia Yoga 200hr Teacher Training

  Kaia Yoga (Westport)

  4+ Interested
• Sat, 25 Apr, 2026 - 05:00 PM

  ANDERSON BROTHERS play Gershwin

  Christ & Holy Trinity Episcopal Church

  USD 23
• Sat, 24 Jan, 2026 - 05:00 PM

  NEW YORK POLYPHONY:Sky of My Heart

  Christ & Holy Trinity Episcopal Church

  USD 23
• Sat, 17 Jan, 2026 - 01:00 PM

  Paint Your Dreams-A Mixed Media Adventure with Peri Pf

  19 Newtown Turnpike, Westport, CT, United States, Connecticut 06880
• Wed, 17 Dec, 2025 - 07:00 PM

  CT 3rd District Monthly Meeting

  Westport VFW POST 399
• Thu, 11 Dec, 2025 - 07:00 PM

  Learn to Make Sourdough Bread with Amanda Crowley

  Wakeman Town Farm

  USD 82
• Sat, 13 Dec, 2025 - 09:00 PM

  Back at The Black

  The Black Duck

  10+ Interested
• Sat, 20 Dec, 2025 - 12:00 PM

  Holiday Gingerbread - Parent + Child Workshop

  Wakeman Town Farm

  USD 29
• Thu, 18 Dec, 2025 - 06:30 PM

  Rising Tide Westport December Meeting: Intention Setting for 2026

  Haus Of Pretty

  Free
• Tue, 25 Nov, 2025 - 04:00 PM

  Tracking Club

  10 Woodside Ln, Westport, CT, United States, Connecticut 06880
• Sun, 07 Dec, 2025 - 02:00 PM

  Free Concert - Westport Center for Senior Activities

  Westport Center for Senior Activities
• Sat, 13 Dec, 2025 - 11:00 AM

  Marco Bicego Trunk Show

  136 Main St, Westport, CT 06880
• Mon, 01 Dec, 2025 - 01:00 PM

  Westport Art Teachers Exhibition

  833 Post Road East, Westport, CT 06880
• Sat, 29 Nov, 2025 - 11:00 AM

  Annual Staples Rugby Thanksgiving Alumni Game

  Staples High School
• Sat, 13 Dec, 2025 - 11:00 AM

  Frederique Constant Trunk Show

  136 Main St, Westport, CT 06880
• Thu, 04 Dec, 2025 - 06:30 PM

  Jingle & Mingle: Westport Empty Nest Moms Holiday Celebration

  Rizzuto's Oyster Bar & Restaurant

  USD 53
• Fri, 12 Dec, 2025 - 07:00 PM

  A Sherlock Carol

  Westport Country Playhouse
• Fri, 12 Dec, 2025 - 11:00 AM

  Roberto Coin Trunk Show

  136 Main St, Westport, CT 06880
• Thu, 15 Oct, 2026 - 05:00 PM

  Head of the Charles Rowing Regatta

  Boston Massachussets

  54+ Interested
• Sun, 07 Dec, 2025 - 01:00 PM

  Winged Wonders

  10 Woodside Ln, Westport, CT, United States, Connecticut 06880
• Sat, 06 Dec, 2025 - 12:30 PM

  Adjustment Series: The Sun Salutations and Warriors with Lisa Giordano

  Kaia Yoga (Westport)
• Fri, 05 Dec, 2025 - 08:45 AM

  Westport Library Big Fall 2025 Book Sale – Early Access Friday Dec. 5th

  The Westport Library

  USD 39
• Wed, 10 Dec, 2025 - 11:00 AM

  Holiday / Winter Wreath Making Class

  Wakeman Town Farm

  USD 87
• Sat, 07 Feb, 2026 - 01:00 PM

  27th Annual Crossword Puzzle Contest

  The Westport Library

  Free
• Tue, 14 Apr, 2026 - 07:00 PM

  Primary Trust

  Westport Country Playhouse
• Thu, 08 Jan, 2026 - 06:30 PM

  Deepen Your Practice: An Immersion into the Heart of Yoga

  Kaia Yoga (Westport)

  5+ Interested
• Sat, 06 Dec, 2025 - 11:30 AM

  Social Media experiment 67

  Imperial Lot

  13+ Interested
• Tue, 09 Dec, 2025 - 12:00 PM

  Georgia Peach Truck - Westport, CT @ Gilbertie's Garden Center

  7 Sylvan Ln, Westport, CT 06880-4612, United States
• Tue, 14 Jul, 2026 - 07:00 PM

  Agatha Christie’s The Murder of Roger Ackroyd

  Westport Country Playhouse

  11+ Interested
• Tue, 06 Jan, 2026 - 09:00 AM

  Drop in Little Farmer Parent & Me January Classes 2026 (Ages 0 -5)

  Wakeman Town Farm

  USD 40
• Sat, 02 May, 2026 - 09:00 AM

  Westport Weston Cooperative Nursery School's 19th Annual Touch-A-Truck

  50 Imperial Ave

  Free
• Thu, 18 Dec, 2025 - 06:30 PM

  Winter Baking for Adults

  Wakeman Town Farm

  USD 146
• Wed, 28 Jan, 2026 - 07:00 PM

  Big Band Broadway

  Westport Country Playhouse
• Mon, 16 Feb, 2026 - 09:00 AM

  February 2026 School Recess Creativity Camp

  19 Newtown Turnpike, Westport, CT, United States, Connecticut 06880
• Tue, 09 Dec, 2025 - 04:30 PM

  Holiday Baking for Kids Ages 7-12

  Wakeman Town Farm

  USD 71
• Thu, 04 Dec, 2025 - 06:30 PM

  Paths to Publishing with Kidlit Authors Lori Kase and Diana Sussman At Westport Writers Workshop

  Westport Writers' Workshop
• Sun, 26 Apr, 2026 - 02:00 PM

  Oxalis Trio at the Westport Library (CT)

  The Westport Library
• Mon, 15 Dec, 2025 - 04:15 PM

  Winter Cooking for the Minis - Grades K-2

  Wakeman Town Farm

  USD 418
• Wed, 07 Jan, 2026 - 04:15 PM

  Winter Cooking for Kids Series, Gr 2-6

  Wakeman Town Farm

  USD 349
• Tue, 13 Jan, 2026 - 02:15 PM

  Curious Sprouts Winter Session (Ages 3 - 5 with Caregiver)

  Wakeman Town Farm

  USD 305
• Tue, 13 Jan, 2026 - 04:15 PM

  Fantastic Farmhands Elementary Age Program Winter Session(Min Age 6-10)

  Wakeman Town Farm

  USD 400
• Tue, 13 Jan, 2026 - 09:00 AM

  Little Farmers Parent and Me Winter Session 2026 (Age 0 -3 )

  Wakeman Town Farm

  USD 305