Adventure Vacations in Hamptons 2026

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Flight and Adventure hotel deals in Hamptons

Price found within the past 48 hours. Click for updated prices.

Topping Rose House

CA $3,850

per person

Oct 4 - Oct 10

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to New York (JFK)

9/10 Wonderful! (157 reviews)

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Adventure Hotels in Hamptons

Montauk Yacht Club

32 Star Island Rd Montauk NY

1 hour drive from The Hamptons Beaches

Book a stay at this luxury hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...

8.6/10 Excellent! (1,003 reviews)

"This was a beautiful property on the water. We went to celebrate a birthday and it was the perfect location. The bedrooms were large and had high end toiletries. The restaurants on the property were delicious and had excellent service. It's also pretty centrally located and was only a few minutes ..."

Reviewed on Aug 31, 2026

434 on Main

434 Main Street Amagansett NY

29 min drive from The Hamptons Beaches

Stay at this B&B in Amagansett. Enjoy free breakfast, free WiFi, and free parking. Popular attractions East Hampton Main Beach and The Stephen Talkhouse are ...

Bayview Resort

53 West Tiana Road Hampton Bays NY

42 min drive from The Hamptons Beaches

Book a stay at this beach motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...

8.8/10 Excellent! (490 reviews)

"We had a wonderful stay at this beautiful resort. The location was great, a neutral spot for going to the north or south fork. The staff was so nice and welcomed us with a bottle of wine for our anniversary. The went out of their way with little touches to make it an unforgettable stay."

Reviewed on Aug 31, 2026

See all 3,706 properties in Hamptons

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.