Yankee Doodle Fair 2026

Join the Westport Woman’s Club for the beloved Yankee Doodle Fair, one of Westport’s favorite family traditions! Enjoy carnival rides, games, delicious food, live entertainment, raffles, and fun for all ages during Father’s Day Weekend at 44 Imperial Avenue. Proceeds support local charities, scholarships, and community programs throughout Fairfield County.

With the legendary Miggs Burroughs as Curator, and 16 participating local artists, the popular Westport Woman’s Club’s (WWC) Annual Art Show returns for three days only:

  • Thursday, April 23rd from 4-7 pm
  • Friday, April 25th  from 2-5pm
  • Saturday, April 26, from 2-5pm

Learn More »

April 5, 2025 @ 6:00 pm - 11:30 pm

Master of Ceremonies: Scott Foley

Join the Westport Woman's Club at their Spring Gala on April 5, 2025, honoring women who've made significant community contributions. Support our philanthropic legacy by sponsoring the event at various levels, from Friend ($500) to Benefactor/Corporate ($50,000), with benefits including tickets, advertising, VIP access, and more. Your contribution supports over a century of community service and gets recognition at the celebrated Gala at the Patterson Club. Learn more and become a sponsor today!

Details

  • Date: April 5, 2025
  • Time:
    6:00 pm - 11:30 pm
  • Event Category:

Join us for our annual clothing fundraiser!

You'll find many treasures; come browse and take home your favorites!

  • Women's Clothing
  • Gorgeous New Dresses (Sponsored by Winged Monkey, Westport)
  • Men's Clothing
  • Children's Clothing
  • Shoes, Boots
  • Handbags
  • Scarves
  • Jewelry
  • and so much more!

Friday November 8th: EARLY BIRD ACCESS 9:00 AM – 10 AM
$10.00 DONATION AT THE DOOR

Friday November 8th: 10am – 4pm
Saturday, November 9th: 10am – 4pm
Sunday, November 10th: 11am – 4pm

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 charitable, educational, cultural and public health services in Westport and surrounding towns

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 13 (6pm – 10pm) and continues Friday, June 14 (6pm – 10pm), Saturday, June 15 (1pm – 10pm) and Sunday, June 16 (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. Please save the dates of June 13-16 to bring your friends and family to make great memories at this year’s YANKEE DOODLE FAIR 2024. 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.  We will also have Snowflake Painting as a new activity.

Throughout the Fair, you will have an opportunity to buy tickets for Yankee Doodle Fair Raffle Prizes. 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, with proceeds benefiting 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:  Belta’s Farm Legacy, Ellen Hooker, Rich Dean Boxing & Fitness, Salon Paul Michael, Sam Sloat Coins, Inc, Westport National Bank, Continuum Card, National Express Inc, Izzo’s Landscapes, JMG Insurance Corp, Principal Wealth Partners, Toni Mickiewicz - William Pitt Sotheby’s International Realty.

NO DOGS ALLOWED. Trained service dogs only. NO EXCEPTIONS

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.

WESTPORT WOMAN’S CLUB POP-UP ART SHOW – MAY 3-5
“AFFORDABLE FINE ART FROM THE AREA’S MOST DESIRABLE ARTISTS”
The Westport Woman’s Club will host a “Pop-Up” Art Show on Friday May 3rd from 5-7 (opening reception) and Saturday, May 4th and Sunday, May 5th from 2-5 in the clubhouse at 44 Imperial Avenue. Admission is free and open to the public. Refreshments will be served.
Curated by Westport Artist Miggs Burroughs, this popular show features a variety of local artists whose works are available for purchase. Event Chairperson, Karen Kleine shares that, “The Westport Woman’s Club is excited to host this Pop-Up Art Show which will feature 200+ works of art including paintings, mixed media and ceramics, priced from $50-$1500. Artists featured are members of our local Artists’ Collective of Westport joined by other talented creators specifically selected by Miggs Burroughs. ”
“I am grateful to the Westport Woman’s Club for the opportunity to present this diverse and talented group of emerging and established artists to our community.” said Miggs Burroughs, Curator, Westport Woman’s Art Show, co-founder of The Artists Collective of Westport and a member of the Westport Arts Advisory Committee. “This exhibit not only enhances Westport’s reputation as an outstanding arts destination, but also benefits the Westport Woman’s Club charitable initiatives, which is a wonderful example of the power of art to enrich the area from which it originates.”
The roster of Westport Woman’s Club Art Show 2024 artists, whose works will be available for purchase, include: Ola Bossio, Trace Burroughs, Louise Cadoux, Susan Fehlinger,
Herm Freeman, Darcy Hicks, Julie Hicks, Erzsebet Laurinyecz, Bernard Perry, Dionne Pia,
Jon Puzzuoli, Dorothy Robertshaw, Ken Runkel, Rowene Weems and Mark Yurkiw. In addition, there will be a drawing of the artists’ work. Cash, checks and credit cards will be accepted for purchases as well as charitable donations to the Westport Woman’s Club.
Musician, Mark Naftalin (Rock and Roll Hall of Fame Inductee) will share his talents on piano at the reception on Friday night.
The Westport Woman’s Club wishes to recognize the generosity of the Drew Friedman Community Arts Center, Leah Sherzer, Barbara and Hal Levy, and Becky Ruthven for sponsoring the 2024 Pop-Up Art Show.
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.
Miggs Burroughs is a lifelong Westport resident and full-time graphic artist since 1972. He is co-founder of The Artists Collective of Westport and a member of the Westport Arts Advisory Committee. Miggs has curated the Westport Women’s Annual Art Show since 2016.

Join us in supporting the Westport Woman's Club
Saturday March, 23rd, 6pm at 6:00 PM
44 Imperial Avenue
Tickets: $150 

Murder By Bathtub Gin
Welcome to the roaring 20s, where parties are the bees knees! Al Spumoni, the notorious ice cream kingpin, is throwing a shindig like you've never seen before. The lights were dimmed, the jazz was hot, and the bathtub gin was flowing. But, as Al blew out the candles, the night took a dark turn - he took a sip and dropped like a rock!

Suddenly, a mystery is born! Who was behind the dastardly deed? Was it the cunning gangster, the sultry flapper, the sassy starlet, or ... GASP ... even you? Get ready to solve the mystery of Al Spumoni's demise!

Prizes for best costume, break out your flappers and top hats!

Reservations Required: 203 -227-4240

Sponsorship Opportunity

Join us for our annual clothing fundraiser! 

You'll find many treasures, come browse and take home your favorites!

  • Women's Clothing
  • Men's Clothing
  • Children's Clothing
  • Shoes
  • Handbags
  • Scarves
  • Jewelry
  • and so much more!

Join us for our annual clothing fundraiser! 

You'll find many treasures, come browse and take home your favorites!

  • Women's Clothing
  • Men's Clothing
  • Children's Clothing
  • Shoes
  • Handbags
  • Scarves
  • Jewelry
  • and so much more!

Join us for our annual clothing fundraiser! 

You'll find many treasures, come browse and take home your favorites!

  • Women's Clothing
  • Men's Clothing
  • Children's Clothing
  • Shoes
  • Handbags
  • Scarves
  • Jewelry
  • and so much more!

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.

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.

 

Your support helps us give back to our Fairfield County community
44 Imperial Avenue
Westport, CT 06880-4386
(203) 227-4240
wwc@westportwomansclub.org
CLUBHOUSE HOURS
Monday – Friday:
10am –  4pm

CURIO COTTAGE HOURS
Thursday & Friday: 11am– 2pm
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