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51st Westport Fine Arts Festival -TBD
 The Westport Fine Arts Festival remains a highlight on the calendar of collectors from New England and Manhattan each year.
Original works in Painting, Watercolor, Photography, Sculpture, Drawing, Printmaking, Mixed Media, Glass, Ceramics, Fiber, Jewelry, Wood and Digital Art are displayed along the lovely Saugatuck River in beautiful downtown Westport. Live music, special performances, and children's activities make this a festival for everyone.
Kickoff to Summer Event - May 25, 2024
Memorial Day Parade - May 27, 2024
The 2024 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.
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 -
July 2, 2024 (Rain Date: July 3, 2024)
 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. The fee is $50 per vehicle, cash or check only!!! TICKETS ARE SOLD OUT!
*Special thanks to Melissa and Doug Bernstein and the Bernstein Family Foundation for generously sponsoring this event.
Westport Rotary Annual 15th Great Duck Race - June 29, 2024
The 15th 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 - July 28, 2024
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 Josephine Rojas 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 - June 13 thru June 16
 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
Westport Triathlon -September 8, 2024
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 21, 2024
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 - October 29, 2024
Rain Date: October 30, 2024
 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. The parade ends on the Veterans Green (across from Town Hall). Parks and Recreation provides refreshments, a small gift for the children, along with entertainment.
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