Shelter Island Trip

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Photo by Brian V. Rowe
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    Save up to ₹43,962 when you book a flight and hotel together*
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Top Shelter Island Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Centric Times Square New York
NobleDEN Hotel
INNSiDE by Meliá New York Nomad
Hotel Seville Nomad, in the Unbound Collection by Hyatt
NoMo SoHo

Where to stay in Shelter Island

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

Shelter Island Beach Holiday

There's nothing like a Shelter Island holiday to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town centre on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometres away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.

Top hotels in Shelter Island

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ₹7,104 per night from 6 Oct to 7 Oct
₹7,104
₹8,171 total
6 Oct - 7 Oct
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Only issue....the refrigerator makes an annoying sound which is amlpified wearing hearing aids"

Reviewed on 30 Sept 2025

Pier Blue Inn Old Saybrook - Essex
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 ₹25,936 per night from 30 Oct to 31 Oct
₹25,936
₹35,399 total
30 Oct - 31 Oct
includes taxes & fees
8.2/10 Very Good! (669 reviews)
"wonderful place only criticism is how far away rooms are from lobby and the rest of the facilities"

Reviewed on 29 Sept 2025

Gurney's Montauk Resort & Seawater Spa
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ₹8,301 per night from 2 Nov to 3 Nov
₹8,301
₹9,546 total
2 Nov - 3 Nov
includes taxes & fees
7.6/10 Good! (1,012 reviews)
"We have stayed there before so have been pleased with it."

Reviewed on 29 Sept 2025

Quality Inn Old Saybrook - Westbrook
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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.