2024 Summer Fairs and Festivals in Fairfield County


A woman eating at a summer fair and festival.As soon as June hits, it’s my favorite time of year! Not only is it the end of the school year, the start of the summer season, and when everyone’s mood starts to shift for the better, but it is also time for summer fairs and festivals! My children wait all year for the first time they can fly high on a ride, win a goldfish, or bite into something sweet (I prefer the savory side of things)! I can already smell the cotton candy and freshly popped kettle corn and envision all the bright twinkling lights.

There will be a lot of fun this summer in Fairfield County. Check out this list of local Fairfield County summer fairs and festivals, and mark them on your calendars! These events are not to be missed!

June 13-16

  • Westport Womans Club: 44 Imperial Avenue, Westport, CT; Thursday 6-10 p.m., Friday 6-10 p.m., Saturday 1-10 p.m., Sunday 1-5 p.m. The fair proceeds go to the Westport Woman’s Club and the yearly grants and scholarships they award to local recipients.

June 18-22

  • St. Rose Church Fair: St. Rose Church, Newtown, CT; Tuesday to Saturday, 6-10:30 p.m. Last year was the return of this fair, which proved to be super fun!

June 28-29

  • Trumbull Day: Trumbull Day is a fun-filled family event with food, vendors, carnival rides and games, children’s entertainment, and a main stage featuring local bands and fireworks. Located at Hillcrest Middle School, Trumbull. Friday 6:30-10:30 p.m., Saturday 1:30-10:30 p.m.

July 10-13

  • St. Catherine Siena Carnival of Fun: St. Catherine’s Church, Riverside, CT; Wednesday to Saturday, 6-11 p.m. There will be dining, live entertainment, rides, games of skill and chance, an amazing raffle, and more for all ages!

July 23-27

  • St. Pio of Pietrelcina: (aka Pompeii Church), East Haven, CT; Tuesday to Saturday, 6-10:30 p.m. It will be the 67th annual year of this fun festival!

July 30-August 3

  • Easton Fireman’s Carnival: Easton Fire Department, Easton, CT; Tuesday to Saturday, 6-11 p.m. Carnival games and rides, bingo, great food, and a free shuttle bus for those parking at Helen Keller School. Parking is also available at Silverman’s Farm.

August 21-24

  • St. Jude Church Fair: St. Jude Church, Monroe, CT; Wednesday to Friday, 6-10 p.m., Saturday, 5-10 p.m. Fun and games galore!

August 27-31

  • St. Leo Fair: St. Leo Church, Stamford, CT; Tuesday to Friday, 6-11 p.m., Saturday, 2-11 p.m. Known to locals as the “end of summer” fair. This fair has it all! Raffles, bingo, games, rides, and many delicious food offerings.

September 6-8

  • Norwalk’s Oyster Festival: Friday, 6-11 p.m., Saturday, 11:00 a.m. – 11:00 p.m., Sunday, 11 a.m. – 8 p.m. Held at Veteran’s Memorial Park in Norwalk. The Norwalk Seaport Association puts it on to raise funds to support the historic Sheffield Island Lighthouse. This festival has the normal rides, games, and foods but adds one-of-a-kind vendors to find that special gift for yourself or someone you care about!

September 13-15

  • Assumption Church Fair: Located at Assumption Church in Fairfield, CT; Friday, 6-10:30 p.m.; Saturday, 1-10:30 p.m.; Sunday, 1-6 p.m. This one is for all of us not ready to give up on summer just yet!

October 19

  • Tokeneke School: Located in Darien. The fair will take place on Saturday 10 a.m. – 5 p.m. It will give the kids one last hurrah before the fair hiatus for the fall and winter.

Did we miss any summer fairs or festivals near you? What are some of your favorites?


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