Name: Windward Shores Ocean Resort
Price range: ￥18,365
Rating: 8.8

Where to stay in Amagansett

Find the best Amagansett areas and neighborhoods for the activities you enjoy most. Learn more about Amagansett

A sandy beach with people walking and playing, a pink surfboard, and a calm sea in the background.

Amagansett North

While visiting Amagansett North, you might make a stop by sights like The Hamptons Beaches and The Stephen Talkhouse.

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An aerial view of a lighthouse on a rocky island surrounded by calm sea.

Amagansett Lanes

If you're spending some time in Amagansett Lanes, The Hamptons Beaches and Amagansett Square are top sights worth seeing.

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A coastal landscape with a lighthouse, grassy dunes, and a rocky shoreline.

Napeague

Napeague is noteworthy for its beaches, and you can make a stop at top attractions like Hither Hills State Park and The Hamptons Beaches.

A driftwood log on a sandy beach with green grass growing around it.

Amagansett Dunes

If you're spending some time in Amagansett Dunes, Indian Wells Beach and Amagansett Beach are top sights worth seeing.

A coastal landscape with a lake, dense greenery, and a sunset sky.

Beach Hampton

If you're spending some time in Beach Hampton, Amagansett Beach and The Hamptons Beaches are top sights worth seeing.

Ocean Vista Resort

2136 Montauk Hwy Amagansett NY

￥19,569

￥22,359 total

Oct 1 - Oct 2

includes taxes & fees

Book a stay at this beach hotel in Amagansett. Enjoy free WiFi, free parking, and a private beach. Popular attractions Walking Dunes Trailhead and Hither Hills ...

Sea Crest Resort

2166 Montauk Hwy Amagansett NY

￥25,636

￥32,647 total

Sep 28 - Sep 29

includes taxes & fees

Book a stay at this beach hotel in Amagansett. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Walking Dunes Trailhead and Hither ...

9.2/10 Wonderful! (569 reviews)

"Loved my stay here!"

Reviewed on Sep 8, 2026

Windward Shores Ocean Resort

2062 Montauk Highway Amagansett NY

￥18,365

￥25,180 total

Oct 12 - Oct 13

includes taxes & fees

Book a stay at this beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...

8.8/10 Excellent! (323 reviews)

"Great location by the ocean. Friendly staff, very helpful. Unfortunately not as clean as we wished and the rooms are quite dated."

Reviewed on Sep 8, 2026

See all 3,486 properties in Amagansett

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.

Windward Shores Ocean Resort

2062 Montauk Highway Amagansett NY

Book a stay at this beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...

8.8/10 Excellent! (323 reviews)

"Great location by the ocean. Friendly staff, very helpful. Unfortunately not as clean as we wished and the rooms are quite dated."

Reviewed on Sep 8, 2026

Montauk Manor

236 Edgemere St. Montauk NY

Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...

9.2/10 Wonderful! (1,399 reviews)

"Excellent service, beautiful property, accommodating staff."

Reviewed on Sep 9, 2026

North Fork Resort

690 Queen St Greenport NY

Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...

9.6/10 Exceptional! (54 reviews)

"This property is so awesome! Adorable cottages, not very big, but sufficient. We were 2 couples, and we managed. Very quaint an comfortable. Services were provided if asked. They give you everything you need. I may buy in or for sure go back as a guest next year. We loved it, and it's so convenient ..."

Reviewed on Sep 9, 2026

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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.