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Yankee Doodle Fair

June 15, 2023 @ 6:00 pm - 10:00 pm

Once again on Father’s Day Weekend, “kids of all ages” will gather at the Westport Woman’s Club (44 Imperial Avenue, Westport, CT) to enjoy one of the town’s oldest and best-loved family events, The Westport Woman’s Club’s YANKEE DOODLE FAIR.  This year’s family Fair opens Thursday, June 15 (6pm – 10pm) and continues Friday, June 16 (6pm – 10pm), Saturday, June 17 (1pm – 10pm) and Sunday, June 18 (1pm – 5pm).

Says WWC Past President and Yankee Doodle Chair, Karen Kleine, “We’re so excited to bring the YANKEE DOODLE FAIR, a fun end-of-school year tradition, to Westport again this June.  Net profits from the fair will support many charities in Fairfield County, need-based college scholarships to Staples High School students, and our WWC Food Closet that works in tandem with Westport’s Department of Human Services. In 2022, with YDF patrons’ help, the Westport Woman’s Club granted $300,000 to WVEMS to purchase a new ambulance to service the community. So please save the dates of June 15-18 to bring your friends and family to make great memories at this year’s YANKEE DOODLE FAIR 2023. The Westport Woman’s Club really makes a difference in the lives of so many.”

The Yankee Doodle Fair will once again feature carnival rides and games from Stewart Amusements.  Returning are the ever-popular Carousel, Flying Dumbo, Dizzy Dragon, Frog Hopper, Scrambler, Cliff Hanger, Zero Gravity, Expo Wheel, among others.  Pay one price; unlimited ride wristbands will be available all days of the Fair, including Friday and Saturday nights!  Our youngest visitors will be excited to know that Sand Art is available at the Fair again this year. 

Entertainment at this year’s Yankee Doodle Fair includes: SWEETCAKE MOUNTAIN, an all acoustic country/bluegrass band performing Saturday (4pm - 6pm);  HAWKNS, a Connecticut Classis Rock Pop Band performing Friday (7:45pm – 9:45pm) and Saturday (7pm - 9pm).  In addition, WESTPORT VOLUNTER EMS will have one of their ambulances at the Fair on Saturday afternoon to share with fairgoers.

Throughout the Fair, you will have an opportunity to buy tickets for Yankee Doodle Fair Raffle Prizes.  The Raffle First Prize is $1000, Second Prize is a London Blue Topaz Necklace with Diamonds, value $975.00, and Third Prize is $500.  In addition, our Yankee Doodle Fair’s “Take a Chance” tent is returning this year with a wide variety of prizes, many donated by Westport’s generous merchants and restaurants. “Take a Chance” prizes will be available for viewing throughout the Fair under a tent on the fair’s upper level, where you can buy tickets to win “Take a Chance” prizes.  All winning Raffle and “Take a Chance” tickets will be drawn at the end of the Fair on Sunday, Father’s Day.  It is not necessary for winners to be present to claim their prizes. 

At the Yankee Doodle Food Court, fellow non-profit WESTPORT EXCHANGE CLUB will feature a selection of hamburgers, hot dogs, etc, as well as wine and beer to customers of legal age.  GRECIAN DELIGHTS will be offering Greek favorites, gyros, souvlaki and shish kabob. Skip’s vintage GOOD HUMOR Truck will be back with ice cream treats for every taste.  In addition, members of the Westport Woman’s Club will be selling cold beverages, home-made baked goods and bottled water, with proceeds benefitting WWC community service grants and need-based scholarships for Staples High School seniors.

The Westport Woman’s Club is grateful for their generous community sponsors:  Westport National Bank, The Vanderblue Team at the Higgins Group, and Principal Wealth Partners.  No dogs are permitted on the grounds during the Fair.

The Westport Woman’s Club, organized in 1907, is a non-profit philanthropic organization dedicated to volunteerism and the raising of funds in support of the educational, charitable, cultural and public health services in Westport and surrounding towns.  You do not have to be a Westport Resident to join The Westport Woman’s Club.  For more information or to join this historic philanthropic organization, visit www.westportwomansclub.org or call the WWC office at 203-227-4240.


June 15, 2023
6:00 pm - 10:00 pm
Event Category:


44 Imperial Avenue
44 Imperial Ave
Westport, CT 06880 United States
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44 Imperial Avenue
Westport, CT 06880-4386
(203) 227-4240
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