Minute Man Race -Sunday, April 26, 2026
The Westport Young Women's League will host its 47th annual Minute Man Race.
The main event features a certified USA Track and Field 10k Run, and 5k Walk, while the Kids Fun Run includes a 50-yard dash, 100-yard dash, and 1/2-mile run, with a fun Kids Zone available during and after the races. Net proceeds support our Grants Program, benefiting charities throughout Fairfield County. For more information visit:
WYWL Minute Man Race
Kickoff to Summer Event - Saturday June 13th
Join us for the Kickoff Summer Event at Compo Beach on Saturday, June 13th, 2026
(11am - 3pm)
This seasonal celebration features food vendors, a "Touch-a-Truck" experience with Police, Fire, EMS, Public Works and Parks and Rec Maintenance vehicles, plus activities like face painting, obstacle courses, and a raffle. Don't miss the fun!
Summer Movie Night:TBD
Join us for a fun-filled Summer Movie Night under the stars! Bring your family, dinner, and snacks, or grab a bite from the Fire Engine Pizza Truck on-site. Enjoy a relaxing evening with a great movie - titles to be announced soon. Don't forget your blankets and chairs!
Memorial Day Parade - Monday, May 25, 2026
The 2025 Memorial Day Parade will begin promptly @9:00am. The route will be the same as previous years. Following the parade, ceremonies will take place on Veterans Green (across from Town Hall) and the reviewing stand will be in front of Town Hall.
Sign Up to be in the parade
Levitt Pavilion for the Performing Arts
 The Levitt Pavilion is a 501(c)(3) not-for-profit organization and they produce one of the largest and longest-running outdoor festivals in the nation! The Levitt Pavilion presents over 50 FREE shows under the stars, as well as the Stars-on-Tour series.
For more information about the Levitt Pavilion, please visit Levitt Pavilion for the Performing Arts
Independence Day Fireworks Celebration - Thursday, July 2, 2026, with Rain Date: Friday, July 3, 2026
 The PAL Fireworks take place at Compo Beach. This is a ticketed event and tickets can be purchased at the Westport Police Department beginning June 1st, 50 Jesup Road and at the Parks and Recreation Office beginning June 3rd, 260 Compo Road South CASH OR CHECK ONLY.
*Special thanks to Melissa and Doug Bernstein and the Bernstein Family Foundation for generously sponsoring this event.
Westport Rotary Annual 16th Great Duck Race - Saturday, June 27, 2026
The 16th Annual Duck Race takes place at Parker Harding Plaza in downtown Westport. There are prizes, face painting, food trucks, games and much more.
For more information about the Great Duck Race, please visit Westport Sunrise Rotary
Westport YMCA Annual Point-to-Point Swim - Saturday, July 25, 2026
An annual one mile open water race that is held at Compo Beach. The event is open to ages 10 and up.
All entrants will receive a T-shirt and awards will be given for the top male and female finishers in 14 different age groups.
For more information about this event, please visit Westport YMCA or call Brian Ference at 203.226.8981, ext. #139
Westport Library Book Sales - Online Sales and Periodically Outdoor Sales
Westport Library Book Sales are a long-standing community tradition, powered by a dedicated team of over 70 volunteers year-round, and over 200 additional volunteers who support the periodic book sales events.
For more information about the books sales, please visit Westport Library Book Sales
Yankee Doodle Fair -Thursday, June 18, 2026
 Enjoy one of Westport's oldest and best loved family events. There will be carnival rides, food, face painting, bake sale and much more!
This event is sponsored by the Westport Women's Club and all profits benefit local charities and college scholarships for Staples H.S. students.
For more information about this event, please visit Westport Women's Club Fundraisers
Summer Stroll - Saturday, June 26, 2026
For the 3rd year in a row - with the support of "06880" and the Compo Beach Improvement Association - the exit beach exit road will be closed to vehicles.
From 10 a.m. to 2 p.m. Westporters can enjoy live music, food, kids' activities and more!
Westport Triathlon - Sunday, September 27, 2026
This is a fun family friendly event open to all ability levels. The race is a beautiful and scenic flat course. Awards will be given out to all age groups in 1st to 3rd place. Race course consists of a 1/2 mile swim, 5.5 mile bike ride and a 2.2 mile run. For more information about this event, please visit myTeam Triumph
Lobster Fest! - Saturday, September 19, 2026
The Westport Rotary Club is throwing their annual Lobster Fest at Compo Beach! 100% of the net proceeds benefit charitable organizations. Come out to enjoy lobsters, oysters, steak, burgers, beer, wine, soda, music, and family fun! It's going to be a blast!
Halloween Parade -Wednesday, October 28, 2026 (Rain Date: October 29th)
The parade begins on Main Street and continues right onto Avery Place, then left onto Myrtle Avenue. Recommended for children up to age 8. Children may trick or treat along Main Street and in Town Hall starting at 3:30 PM. The parade ends on the Veterans Green (across from Town Hall). DJ Kenny Michaels leads the Monster Mash on Veteran's Green! Town Hall and PAL are back again for trick or treating fun!
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