Shelter Island Heights Travel Guide

Tourist Guide

Sunrise at Orient Point
coastal landscape at Greenport at the islands of shelter islands heights, county New York
his breathtaking drone shot captures the serene beauty of Southold in The Hamptons, New York. As the sun sets, it casts a golden glow over the lush landscapes and the expansive waters of Peconic Bay.
Shelter Island Heights
Shelter Island Heights

Where to stay in Shelter Island Heights

The Heights

The Heights

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

The Heights
The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
The price is Rp5.603.785 per night from 10 May to 11 May
Rp5.603.785
Rp7.042.483 total
10 May - 11 May
includes taxes & fees
Stay at this beach hotel in Shelter Island Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
9.6/10 Exceptional! (84 reviews)
Overall the places is nice, clean and great views

Reviewed on 21 Oct 2025

The Pridwin Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is Rp10.663.488 per night from 21 May to 22 May
Rp10.663.488
Rp14.619.607 total
21 May - 22 May
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! (767 reviews)
Great place to stay away from the 9 to 5. The bathhouse was excellent

Reviewed on 5 May 2026

Gurney's Montauk Resort & Seawater Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is Rp1.421.624 per night from 13 May to 14 May
Rp1.421.624
Rp1.634.894 total
13 May - 14 May
includes taxes & fees
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! (1,004 reviews)
Parking was easy. Bed mattress terrible. Tired room and furnishings. Basic supplies.

Reviewed on 28 Apr 2026

Pier Blue Inn Old Saybrook - Essex
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

Montauk Manor

3.5 out of 5
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 ...
Montauk Manor
Montauk Oceanside Suites

Montauk Oceanside Suites

3 out of 5
115 South Emerson Avenue Montauk NY
Stay at this aparthotel in Montauk. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...
8.6/10 Excellent! (426 reviews)
I really like staying here in a one-bedroom apartment with a kitchen and frig and microwave, so I can buy groceries and do my own cooking in the room. A big space for a reasonable price. Very clean property, well-maintained, and you only have to cross the street and you're on the beach, which is ...

Reviewed on 6 May 2026

Montauk Oceanside Suites
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3 out of 5
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
North Fork Cottages & RV Resort
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.

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