Name: Pier Blue Inn Old Saybrook - Essex
Rating: 8

Where to stay in Shelter Island Heights

View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

9.971.010 ₫

13.670.220 ₫ total

1 Mar - 2 Mar

includes taxes & fees

Stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa and 2 restaurants. Popular attractions Hither Woods Preserve and Hither Hills ...

8.4/10 Very Good! (732 reviews)

The room was clean but was old and needed some updates and fixing. Staff were very friendly and courteous.

Reviewed on 24 Feb 2026

Montauk Manor

236 Edgemere St. Montauk NY

4.762.624 ₫

5.951.846 ₫ total

28 Feb - 1 Mar

includes taxes & fees

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

9.2/10 Wonderful! (1,297 reviews)

Room was very nice

Reviewed on 17 Feb 2026

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...

8/10 Very Good! (1,000 reviews)

Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question.

Reviewed on 22 Feb 2026

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See all 4,748 properties in Shelter Island Heights

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.

Montauk Manor

236 Edgemere St. Montauk NY

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

9.2/10 Wonderful! (1,297 reviews)

Room was very nice

Reviewed on 17 Feb 2026

See all properties in Shelter Island Heights

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.

Popular places to visit

Sunset Beach

Why not spend a care-free afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.

Crescent Beach

Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.