Cheap flights from Shelter Island Heights

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Cheap round-trip flights from Shelter Island Heights

The lowest prices found within the past 7 days from Shelter Island Heights to were for one-way flights and €121 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Shelter Island Heights Flight Information
Origin airport IATA code
JFK
Return price
€158

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Featured Hotels near Shelter Island Heights

Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
During your stay at Montauk Blue Hotel, you're just a quick walk from The Hamptons Beaches. Features include free WiFi in public areas, plus an indoor pool and 1 hot tub.
9.2/10 Wonderful! (187 reviews)
I always have a 5/5 stay at Montauk Blue.

Reviewed on 19 Nov 2025

Opens in a new windowMontauk Blue Hotel
Offshore Montauk

Offshore Montauk

2 out of 5
71 S Emerson Ave Montauk NY
The price is €161 per night from 8 Jan to 9 Jan
€161
8 Jan - 9 Jan 2026
includes taxes & fees
During your stay at Offshore Montauk, you're just a quick walk from The Hamptons Beaches. Features include free WiFi in public areas and free self-parking, plus an outdoor pool.
9.2/10 Wonderful! (81 reviews)
The room looked like it should have been in a much higher end hotel as it was recently refurbished. Very comfortable to be in as well as clean. Was very pleased for the price. Only downside was that the curtains let in far too much light.

Reviewed on 13 Dec 2025

Opens in a new windowOffshore Montauk
The Chequit

The Chequit

3 out of 5
23 Grand Ave Shelter Island Heights NY
During your stay at The Chequit, you'll be within walking distance of Shelter Island Country Club. Features include free WiFi in public areas and free self-parking, plus a restaurant.
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.

Reviewed on 10 Oct 2025

Opens in a new windowThe Chequit
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Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
The price is €239 per night from 1 Jan to 2 Jan
€239
1 Jan - 2 Jan 2026
includes taxes & fees
Water's Edge Resort & Spa's great beach location gets high marks from our customers. During your stay, you'll be within walking distance of Westbrook Town Beach. Features include free WiFi in public areas and free valet parking, plus 3 restaurants.
8.8/10 Excellent! (1,001 reviews)
Everything was wonderful. Staff was friendly, very clean,we enjoyed it.

Reviewed on 20 Dec 2025

Opens in a new windowWater's Edge Resort & Spa
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 €466 per night from 15 Jan to 16 Jan
€466
15 Jan - 16 Jan 2026
includes taxes & fees
Our customers tell us that they enjoy the room service at Gurney's Montauk Resort & Seawater Spa. During your stay, you'll be within walking distance of Hither Hills State Park. Enjoy features like 2 restaurants, a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.
8.2/10 Very Good! (704 reviews)
Everything was perfect. Staff, room, experience. Will definitely stay again.

Reviewed on 14 Dec 2025

Opens in a new windowGurney'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
Our customers tell us that they can't get enough of the comfortable beds at Pier Blue Inn Old Saybrook - Essex. During your stay, you'll be within walking distance of Chalker Beach. Free WiFi in public areas and free self-parking are available. This property offers pet-friendly amenities, such as an off-lead area.
7.8/10 Good! (1,008 reviews)
This hotel is clean and safe. Parking was easy. Rooms are spacious. Staff was friendly. It's not overly fancy but was perfect for a reasonable price.

Reviewed on 23 Dec 2025

Opens in a new windowPier Blue Inn Old Saybrook - Essex
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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.