In the beautiful Litchfield Hills region of Connecticut is the adorable little town of Kent, one of Connecticut’s cutest small towns and one of the most charming places to visit in New England in the fall.
Kent is one of those storybook towns in New England where you can find waterfalls, covered bridges, cute shops, interesting museums, and more. If you’re planning a trip to Kent, this guide to the top things to do in Kent Connecticut can help!
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Top Things to Do in Kent Connecticut
Kent Falls State Park
At the top of any list of things to do in Kent Connecticut is a visit to beautiful Kent Falls State Park, one of the best state parks in CT. The entire park is lovely, but the real draw at Kent Falls State Park are the 250+ feet of cascading waterfalls found there! The hike to get out to this gorgeous Kent attraction is on this list of best hikes in Connecticut.
Connecticut Antique Machinery Association
The Connecticut Antique Machinery Association provides a host of activities for train lovers. Enjoy learning about and viewing historical trains, natural gas engines, and the blacksmith shop exhibit. Throughout the year, you’ll find different Kent events and festivals onsite, such as their Annual Fall Festival with train rides, lumberjack demonstrations, and more!
Macedonia Brook State Park
Macedonia Brook State Park is a gorgeous 2300-acre state park in Kent that features gorgeous trails to hike, places to camp, and picnic. This is one of the top Kent CT things to do in fall, especially, as this park offers the perfect way to get out and spend an autumn day!
Kent Falls Brewing Company
Kent Falls Brewing Company is a farm brewery located in lovely Kent Hollow with an emphasis on producing good quality craft beer in an eco-conscious way, with a variety of solar and thermal energy components. Sample the goods at the Kent Falls Brewing Company tasting room and keep an eye out for events like the Hop Harvest Festival, too!
Kent Coffee & Chocolate
Kent Coffee & Chocolate is an adorable coffee and chocolate shop in Kent, with a great selection of gourmet coffees, teas, and sweets! Whether you’re looking to just pick up a quick cup of coffee or you’ve got a sweet tooth in need of a delicious fresh baked treat, this is the spot to go. Kent Coffee & Chocolate is also a great place to pick up cute souvenirs of your Kent Connecticut trip, too.
House of Books
If you’re looking for cute shops in Kent, House of Books is located in a darling historic home on Main Street and is a great place to go to find all sorts of literary treasures. Throughout the year, this fantastic bookshop offers a variety of great local events and book signings, so check the event calendar to see what’s happening during your visit to Kent.
Fife ‘n Drum
For a great place to eat in Kent CT, visit Fife ‘n Drum on Main Street. You’ll find a great selection of hearty, comfort foods on the menu at this Kent staple, served up in a cozy, historic dining room with a fireplace. There’s even a piano player for dinner service Fridays and Saturdays! Fife ‘n Drum is more than just a restaurant, it’s also a traditional inn, and guess what? It’s pet friendly, too!
Bulls Bridge is a historic covered bridge near the New York border in Kent. Built in 1842, it is one of only a handful of remaining functional covered bridges, and it is a picturesque place to enjoy the view of the gorge and waterfalls down below. Bulls Bridge entrance is central to many hiking trails and the perfect place to spend an afternoon in Kent.
Lake Waramaug State Park
Spend the day at beautiful Lake Waramaug, a picture perfect setting for a day in Kent Connecticut. 656-acres of lake spans a few different CT communities and offers plenty of space for all kinds of great outdoor activities, like canoeing, kayaking, swimming, and more. Info for rentals for canoes and kayaks can be found here.
Eric Sloane Museum
Learn about the life of one of Connecticut’s most influential artists and authors, Eric Sloane. Eric Sloane authored 38 books, and the Eric Sloane Museum showcases his studio as well as a permanent collection of his art, an Early American Hand Tools Gallery, a Kent Iron Furnace on the National Register of Historic Places, a gift shop, and more.
There are lots of fun things to do in Kent Connecticut, any time of year, but a visit to this adorable New England town in fall is especially picturesque.
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Amy Hartle is the founder and Editor-in-Chief of New England With Love, a comprehensive resource for travel in the New England region. Amy has been exploring New England since 2001. She lived in Vermont for many years and is a graduate of Plymouth State University in New Hampshire. Amy has been writing about travel for over a decade. On this site, Amy aims to share her love of New England and help you to have the best possible adventures!
Amy has been a full time blogger since 2012, and is also the publisher of Two Drifters, where she writes about couples travel and relationships, as well as Let’s Adventure Baby, a family travel site. When not traveling the world or creating epic blog content, Amy can be found cuddling with her husband, son, and cats, & drinking a maple latte.