10 Connecticut Towns That Are Totally Worth a Visit
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If you’re looking for a quick getaway, Connecticut has some hidden gems that are totally worth a visit. From charming coastal towns to scenic spots inland, there’s something for everyone. Whether you’re after great food, unique shops, or just want to take in the scenery, these towns won’t disappoint.
Mystic
Mystic is a historic seaport village known for its maritime heritage. Visit the Mystic Seaport Museum, the Mystic Village, Mystic Aquarium, and enjoy a stroll along the picturesque Mystic River. There are also some great restaurants in Mystic, CT.
Chester
Chester offers a charming Main Street lined with colonial-era buildings, boutique shops, and art galleries. Don’t miss the Chester Museum at the Mill, and Honeycone Craft Ice Cream, which serves up some of the best ice cream in Connecticut.
Old Lyme
One of my favorite coastal towns to visit in southeastern Connecticut is Old Lyme. Old Lyme is worth a visit for the history because it is where the Old Lyme art colony was established, which was a significant center for American Impressionism. You can learn about this history at the Florence Griswold Museum. If art isn’t your thing, there’s plenty of coastal beauty and nature to enjoy.
East Hampton
If you love the outdoors, East Hampton is definitely worth a visit. Some of the best hiking trails in Middlesex County are here. In addition to great hiking, there’s a lot of history in the town. Be sure to check out the historic downtown area, Chatham Historical Society, and the historic Comstock Covered Bridge.
Simsbury
Simsbury is home to Talcott Mountain State Park, which has a tower you can climb for some stunning views of the surrounding landscape. It’s one of the best trails for hiking near Hartford, CT. Be sure to also visit the Drake Hill Flower Bridge when visiting Simsbury.
Essex
Essex is a quaint town with a rich maritime history. Take a ride on the Essex Steam Train, visit the Connecticut River Museum, and explore the charming downtown area.
Stonington
Stonington is a cute shoreline town with a lot of history. Stonington Borough is very walkable and it has various shops, restaurants, and multiple shoreline public access points. And, there are so many beautiful historic homes to see!
Kent
Kent is known for its stunning natural landscapes, including Kent Falls State Park. The town also has a vibrant arts scene with galleries and the Kent Art Association.
Old Saybrook
Old Saybrook is one of the oldest towns in Connecticut, offering beautiful beaches, historic sites like the Katharine Hepburn Cultural Arts Center, and scenic views along the Connecticut River.
Milford
Milford is one of those charming coastal towns that has a little bit of everything. It has scenic views, great food, and a relaxed vibe. I’ve spent time exploring its beaches, trails, and local gems, and there’s always something new to enjoy. If you’re planning a visit or just looking for a fun weekend idea, here are some of my favorite things to do in Milford.
South Norwalk
This town in Fairfield County is on the water has a lot to see and do. Take a ferry out to Sheffield Island to visit Sheffield Island Lighthouse and walk the trails, then grab a bite to eat in the historic downtown.
Canaan
Canaan, also known as Falls Village, is a beautiful historic town nestled in the Litchfield Hills in northwestern Connecticut. As the name suggests, this town has waterfalls to enjoy such as Great Falls and Dean’s Ravine. There’s also a cute historic downtown to walk around.
Guilford
Guilford features a picturesque town green surrounded by historic homes and buildings. Visit the Henry Whitfield State Museum and enjoy the scenic views at Jacob’s Beach.
