Westport, CT
A measly hour off the Metro North to reach cobblestone roads, bike rentals, farmers' markets, parks and beaches on the Long Island Sound, AND great boutique shopping? We couldn't ask for anything more! Tour the Gallaher Mansion to take in enough doses of fall foliage to fulfill your entire season's piggy-bank. Before you go, consult this awesome fall foliage map to make sure you hit peak season.
[Photo via @westportmagazine]