The Hamptons is a quintessential fall weekend trip that has it all: fall foliage, apple picking, pumpkin hunting, outdoor drinking and dining options that can satisfy families, couples and individuals alike. The crowds are gone, the weather is still nice, you can actually get dinner reservations, and hotels are more affordable.

Sag Harbor, New York, is a seaside village on Long Island's East End, known for its historic architecture, coastal charm, and artistic community. You can explore boutiques and art galleries Main Street. Additionally, Sag Harbor's maritime history, preserved whaling-era buildings, and scenic beaches make it an inviting destination for relaxation and exploration along the Hamptons coastline.