On Martha's Vineyard, Katama 1B2 is one of the best turf runways, park your plane across the road from the beach. Has a cafe and biplane rides.
Boston City Tour or Skyline Tour.
There are other writeups on the Internet.
Goodspeed CT, 42B. Never been, but friends like the restaurant, and the bridge at the end of the runway makes it interesting.
Sky Acres 44N good food and cheap gas.
Fly up the Hudson towards Albany.
In NJ N40 good food and cheap gas, and a very active EAA643.
Stewart NY, KSWF, do some practice approaches to a space shuttle sized runway, with an eye watering approach lighting system. Do some pattern work with C5's, just don't become their hood ornament.
Toronto Billy Bishop airport, landing right at the downtown on the lake.
Niagara-on-the-Lake is a beautiful town with a lot going on. Shaw Festival theater.