Name: Windward Shores Ocean Resort
Price range: $226 total
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.

An aerial view of a coastal town with a lighthouse, rocky shoreline, and calm sea.

Amagansett Lanes

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

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, Amagansett Beach and The Hamptons Beaches are top sights worth seeing.

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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

$127 nightly

$145 total

Oct 1 - Oct 2

Total with taxes and 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 ...

9.2/10 Wonderful! (228 reviews)

"Perfect location , amazing beach view .The room was impeccable and clean definitely going again !"

Reviewed on Sep 1, 2026

Sea Crest Resort

2166 Montauk Hwy Amagansett NY

$185 nightly

$211 total

Sep 28 - Sep 29

Total with taxes and 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 ...

Windward Shores Ocean Resort

2062 Montauk Highway Amagansett NY

$198 nightly

$226 total

Sep 27 - Sep 28

Total with taxes and 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! (322 reviews)

"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."

Reviewed on Aug 11, 2026

See all 3,517 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! (322 reviews)

"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."

Reviewed on Aug 11, 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 ...

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' ...

See all 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.