Westport is a terrific town to live in, year round, but, during the summer, it really shines (pardon the pun.) A definite sign that summer is arriving (beside this week's 90+ degree weather), is the opening of the 101st Yankee Doodle Fair.
The Fair runs from Thursday, June 12 thru Sunday, June 15. It is sponsored by the Westport Women's Club and serves as their major fundraiser, of the year. All net proceeds benfit local charities. 
The Yankee Doodle Fair offers something for kids, of all ages.
There are rides and kiddie game, weekend crafters, a food court, bake sale, plant sale and Sunday, farmer's market.
The Westport Women's Club is located at:
44 Imperial Avenue, Westport
Fair hours are: Thursday 6-11 PM
Friday 6-11 PM
Saturday Noon - 11 PM
Sunday Noon - 5 PM
The Yankee Doodle Fair is only one of Westport's many summer attractions. Later in June, there is the June Benefit Horse Show, at the Fairfield County Hunt Club. July brings the annual, weekend sidewalk sale, the Italian Festival and the 35th Annual Outdoor Fine Arts Festival. Throughout the summer, you can enjoy the free concerts, at the Levitt Pavilion. Or, if your taste runs to more formal entertainment, catch a show at the Westport Country Playhouse.
For visitors and residents alike, summer in Westport is a summer vacation.

Marilyn.. This is a great blog. I forgot about the Yankee Doodle Fair. I went to it when I lived in Bethel, CT... years ago.
Valerie- Westport really is a fun place, in the summer. That's why people pay "Monopoly Money" prices, for summer rentals. Thanks for stopping by.