If you’re headed to Hammonasset Beach, you can’t miss Lenny & Joe’s Fishtail — a classic Connecticut seafood spot just a few minutes from the sand. Fresh lobster rolls, fried clams, and locally caught seafood make it the perfect stop before or after a beach day. Casual, iconic, and totally worth it! Seasonally run ice cream shack and carousel on site as well. (35 mins away)
Just off the coast of Branford, the Thimble Islands are a cluster of tiny, storybook islands sprinkled across Long Island Sound. Hop on a Thimble Islands Cruise to sail past charming cottages, rocky shores, and peaceful inlets. It’s a relaxing, scenic ride — and a great way to see a side of Connecticut most people don’t know exists! (20 minutes away)
A hidden gem in Bristol, this museum showcases hundreds of American-made clocks and watches, many still in action. It’s a fun and unique spot for a quick, memorable visit. (45 minutes away)
About 1.5 hours northwest, the Litchfield Hills offer rolling countryside, small-town charm, cozy cafés, antique shops, and wineries. A peaceful escape if you’re staying in the area for a few extra days. The quintessential Connecticut countryside experience. We personally recommend Kent Falls State Park!