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Best Things to Do in CT September 2023 with Kids

Hop on the best of September and the top things to do in CT with kids! Photo courtesy of the South Windsor Apple Festival
Hop on the best of September and the top things to do in CT with kids! Photo courtesy of the South Windsor Apple Festival
9/1/23 - By Jennifer Coe

The start of Autumn brings the best of September to Connecticut! The air gets cooler, kids head back to school, and the summer comes to a close. There's a lot of reasons to get out and experience fall fun in Connecticut. Autumn brings apples and mums, fall fairs, and many more opportunities for family outings. Connecticut's coastline is also popping with fun things to do and if you don't mind mazes and you love cider donuts, Lyman's maze is opening this month too! 

Explore our Fall Fun Guide for our top picks for autumn activities. You can find family-friendly ideas for things to do on our ever-growing event calendar. Still looking for more fun? Be sure to sign up for our newsletters and get all our Connecticut picks delivered to your inbox.

 

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Give kids a screen break and a peek at the past! Photo courtesy of The Connecticut Renaissance Faire
Give kids a screen break and a peek at the past! Photo courtesy of The Connecticut Renaissance Faire

Best of September - Events in Connecticut

Woodstock Fair

Woodstock - Friday, Sept. 1 - Monday, Sept. 4, 2023
It's a Labor Day tradition: the Woodstock Fairgrounds! Enjoy agricultural exhibits (including a birthing center where you can view a cow birth a calf right before your eyes!), animal and farm equipment competitions, entertainment, music, food, and carnival rides. READ MORE

Haddam Neck Fair

Haddam Neck - Friday, Sept. 1 - Monday, Sept. 4, 2023
All weekend long, there will be rides, concessions, petting zoo, children's activities, agricultural contests, entertainment, and more. READ MORE

Corn Maze and Cider Donut Festival

Middlefield - Saturday, Sept. 2 - Sunday, Sept. 3, 2023
Enjoy live music, free food tastings at the Apple Barrel Farm Market. There will also be horse-drawn hayrides, face painting by Lara, drumming circle, silhouette portraits, and more! Don't forget to try the freshly-made Apple Cider Donut Sundae and apple cider and ice cream float!   READ MORE

Goshen Fair

Goshen - Saturday, Sept. 2 - Monday, Sept. 4, 2023
A great country fair with loads of animals, food, entertainment, and rides. Enjoy this Litchfield County Labor Day tradition that features fireworks, pie eating contests, a draft horse show, and a lumber jack contest.  READ MORE

The Connecticut Renaissance Faire

Lebanon - Saturday, Sept. 2 - Sunday, Oct. 15, 2023
Step back to the past at The Connecticut Renaissance Faire. It's a time to play and unwind, to feast and drink, and a time to celebrate the old-fashioned way. READ MORE

Wapping Fair

South Windsor - Thursday, Sept. 7 - Sunday, Sept. 10, 2023
Head out and join the fun at the Wapping Fair where family fun abounds. Enjoy racing ducks and pigs, jugglers, acrobats, two stages filled with live music, carnival rides, food, and so much more. READ MORE

Hebron Harvest Fair

Hebron - Thursday, Sept. 7 - Sunday, Sept. 10, 2023
One of the largest fairs in Connecticut, the Hebron Harvest Fair is an agricultural event that features animal displays, various food, animal pulls, truck pulls, country music, carnival midway, and something to do for the entire family.  READ MORE

Norwalk Seaport Association's Oyster Festival

Norwalk - Friday, Sept. 8 - Sunday, Sept. 10, 2023
The beloved annual Oyster Festival features live music from dozens of bands on multiple stages, as well as festival entertainment and attraction for the whole family.  READ MORE

CT Maritime Heritage Festival

New London - Saturday, Sept. 9 - Sunday, Sept. 10, 2023
Free
The Connecticut Maritime Heritage Festival will feature a range of fun-filled activities for visitors of all ages on the waters of Long Island Sound and along the waterfront in one of Connecticut’s historic ports.  READ MORE

Four Town Fair

Somers - Thursday, Sept. 14 - Sunday, Sept. 17, 2023
Music, entertainment and fun for the whole family at the annual Four Town Fair in Somers where you will find various agricultural contests, livestock competitions, music, jugglers, a midway and more. READ MORE

Super Hero Day: Sensory Friendly

Niantic - Friday, Sept. 15, 2023
Join the Niantic Children's Museum for a special evening, which is free for families with children on the autism spectrum or with sensory processing challenges. Dress as your favorite Superhero and come help keep the Museum safe! Participants will do experiments related to super powers and have the chance to decorate Superhero masks and magic wrist cuffs During this event, the Museum will be made more welcoming to our more sensitive guests, along with having some quiet corners and sensory bins set-up throughout the facility. Children will be able to choose what activities they would... READ MORE

Touch a Truck @ Brown's Harvest

Windsor - Saturday, Sept. 16, 2023
Get to see a large variety of vehicles up close; city and school bus, cement trucks, crane, garbage and mail trucks, all emergency response vehicles, SWAT, a variety of tractors, and more. Let your kids run around and admire them, take photos, honk the horns and play all the kids activities/games we have. READ MORE

Norwalk Boat Show

Norwalk - Thursday, Sept. 21- Fri. Sept. 24, 2023
The Norwalk Boat Show offers something for everyone from nautical novices to seasoned sailors. Enjoy family fun activities, including Touch Tanks with live tidepool creatures; Keep on Truckin’, the chance to climb aboard and take pictures with different kinds of trucks; paddle boating in a mini pool, toy boat-building workshops, and more. READ MORE

Bristol Mum Festival

Bristol - Friday, Sept. 22 - Sunday, Sept. 24, 2023
This year's festival theme is "Mumma Mia, Here We Grow Again" and events include live music, a carnival midway, food trucks, a car show, children's programming, and plenty more. READ MORE

Wolcott Country Fair

Wolcott - Friday, Sept. 22 - Sunday, Sept. 24, 2023
The annual extravaganza includes live entertainment, carnival rides, contests, pig racing, a petting zoo, concerts, and fireworks. READ MORE

South Windsor Apple Festival

South Windsor - Saturday, Sept. 23, 2023
The Apple Festival is back and even bigger! Over 100 vendors and food trucks will be there as well as live music, dancers, children's activities and more. Kids will love the Roaming Railroad ride, pie a la mode, cider donuts, and henna artist. Adventurous types can try to win the pie eating contest. READ MORE

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