Charleston and Savannah can be reached by Breeze and are great places for a weekend getaway. I'm happy to provide recommendations on where to go and what to do. I'm a bar and food person, so a lot of what I know is places to eat and drink, but there's plenty of other stuff to do.

If all you're looking for is an indoor pool and relaxation, you could really go almost anywhere. I've been to quite a few cities that are direct flight from CT or a shortish drive, so I could provide a decent list. I actually love Pittsburgh. Fun food scene and plenty of large hotels with indoor pools. There's a direct flight out of Bradley.

Edit: Don't go to Savannah around St. Patrick's Day. It will be crowded and expensive. Otherwise, a great place to visit.