New Haven! ‘Bar’ has some of the best pizza I’ve ever had in the states. Much better than Pepe’s, which was a Frank Sinatra favorite. There’s a great little hotel near the Yale campus....I like the corner rooms that overlook the university. And there are lots of great restaurants. Around the corner from the hotel is a beautiful little wine shop I like to visit. I always enjoyed traveling to this little town for work.

In Maryland there is Smith Island. It’s an interesting Island only accessible by boat. It’s in lower Maryland.

If you love LT, I would definitely suggest Estes Park - I could definitely help you find a great place and I have a ton of knowledge on it - EP has my ❤️.

Some of my favorite places between FL/ME are: Savannah GA, Beaufort SC, Portsmouth NH. In ME, I love Ogunquit. Beautiful oceanside city.

Check out the alltrails app. It gives you trails by location, length, maps, photos and tells you the level of difficulty etc. Great for exploring new areas to hike in

What part of CT are you thinking? I live here and grew up here and winter in CT isn’t necessarily a tourist destination. I’d say people come more for summer on the shore like Mystic or fall foliage.