I love Connecticut, I’m born and raised, went to college here, still live and work here, but CT truly isn’t an easy place to navigate unless you have a car. And being perfectly honest, if you don’t know exactly where you’re going you could end up in a sketchier area. My boyfriend and I are always doing weekend trips around New England, so I’d recommend: -Newport, RI, which has tourists in the summer but late spring early fall is more of a college town.

• Westerly, RI- My family, and a lot of my friends families rent cottages in Misquamicut (section of westerly) in the summer, it’s a cute beach town right on the ocean with a few bars (not amazing nightlife, but I wouldn’t really say New England is a nightlife region) and some great restaurants. Watching the sunset in Watch Hill is a must every summer.
• Boston, MA- Yea there’s tourists, but there’s a lot of history, and it’s pretty cool to see, plus there is a nightlife, professional sports teams, etc
• Plymouth, MA- regional tourists, but I’ve always been able to find a decent Airbnb downtown, great shopping, good restaurants, and there are a few bars open for nightlife, in the summer things are open later
• Burlington, VT- has some nightlife, can be a really interesting place to visit with interesting people and tons of restaurants, honestly not crazy full of tourists in my experience
• Kennebunkport, ME- regional tourists in the summer, but it’s beautiful with great restaurants If you still really want to do CT, then I’d suggest Mystic. There isn’t much nightlife, but there’s a brewery and a few bars, some cute cafes and restaurants, and shopping. I’d suggest staying downtown, as that’s essentially where everything is. Finally, Uber isn’t the easiest option in Connecticut. My town, which is a large town/small city is nearly impossible to get an Uber in, so unless you truly stay in Hartford or New Haven Uber wouldn’t be a viable option at all.