The small town of Southampton is filled with charm that families will fall in love with upon arrival. Highlights include museums, farms, wineries and family-friendly dining options. Check out the Southampton Historical Museum, Hanks Pumpkintown and Sip ‘N Soda, plus the beaches and beautiful seaside mansions.

Drive or walk the streets closer to the beaches and you’ll end up in neighborhoods lined with large, beautiful homes, some of which belong to celebrities. In fact, you may just spot your favorite actor or actress out for a walk or on the beach with their own children.

Some beaches, such as Little Plains Beach, are private or accessible by permit only during the high season, but be sure to visit in the shoulder seasons for quiet (and free) days on the sand.

Southampton also offers high-end shopping, such as Michael Kors, Brooks Brothers and Isaac Mizrahi.