Shelter Island Holidays from NZ$2,237

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The Latest Shelter Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was NZ$3,423, price is now NZ$2,237 per person
NZ$2,237
per person
24 Jan - 31 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (2,030 reviews)
No balcony. Nosey. Mattress uncomfortable

Reviewed on 6 Nov 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was NZ$9,434, price is now NZ$5,570 per person
NZ$5,570
per person
27 Dec - 2 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.6/10 Exceptional! (151 reviews)
A perfect place to stay!!

Reviewed on 20 Sept 2025

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Save 100% on your flight
Price was NZ$5,042, price is now NZ$3,334 per person
NZ$3,334
per person
27 Dec - 2 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (1,140 reviews)
We arrived very late and everyone was very nice. The room was clean. The only thing is I wish they told us a little more about what all the hotel has. Things that maybe included. This did not take away from out experience. I would stay here again if we would come back to NYC.

Reviewed on 7 Nov 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was NZ$3,796, price is now NZ$2,605 per person
NZ$2,605
per person
24 Jan - 31 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (NYC)
9.8/10 Exceptional! (1,377 reviews)
Clean and stylish room.

Reviewed on 6 Nov 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was NZ$3,752, price is now NZ$2,594 per person
NZ$2,594
per person
24 Jan - 31 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (2,748 reviews)
Free upgrade and birthday chocolate at check in! They were really sweet! The room was super clean and loved that there was breakfast included. We had an amazing stay! Will return if we come back to NYC and recommend it to friends.

Reviewed on 7 Nov 2025

Our guide on 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
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Coecles Harbor

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

Find hotels in Coecles Harbor

Shelter Island Holiday

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.

Our pick of the best Shelter Island Hotel Deals

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 NZ$681 per night from 9 Nov to 10 Nov
NZ$681
9 Nov - 10 Nov
includes taxes & fees
8.2/10 Very Good! (680 reviews)
Unbelievable stay! Staff was very accommodating. Beautiful views. Redone very nicely

Reviewed on 26 Oct 2025

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 refundableReserve now, pay when you stay
The price is NZ$145 per night from 7 Dec to 8 Dec
NZ$145
7 Dec - 8 Dec
includes taxes & fees
7.8/10 Good! (1,003 reviews)
The room was very clean with soft towels. The sheets were clean but a bit rougher than I'm used to (I like silky sheets, not rough cotton) but the bed was comfortable and warm. The staff is very friendly too. A nice "basic" room that took care of our needs, didn't gross me out with smell or dirt ...

Reviewed on 3 Nov 2025

Pier Blue Inn Old Saybrook - Essex
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue, Montauk, NY
The price is NZ$237 per night from 9 Nov to 10 Nov
NZ$237
9 Nov - 10 Nov
includes taxes & fees
9/10 Wonderful! (176 reviews)
Yes

Reviewed on 2 Nov 2025

Montauk Blue Hotel
See all 4,699 properties in Shelter Island
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.

Discover the most popular places to visit in Shelter Island

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

Gardiner's Bay Country Club

Wades Beach

Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Wades Beach

Shelter Island Historical Society

You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society

What to do in Shelter Island

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

NZ$311
per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
See all activities in Shelter Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.