Shelter Island Holidays from NZ$2,686

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The Latest Shelter Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was NZ$3,416, price is now NZ$2,686 per person
NZ$2,686
per person
22 Apr - 26 Apr
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
Best location!!! Room itself was dated and small but it was clean and fine for our needs. Staff was helpful and allowed early check in for $25 and late checkout plus baggage holding.

Reviewed on 9 Feb 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was NZ$4,169, price is now NZ$3,063 per person
NZ$3,063
per person
22 Apr - 26 Apr
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Staff was lovely, rooms were clean and modern, location was excellent. I don’t believe the hype about breakfast though - you can get far better food elsewhere.

Reviewed on 9 Feb 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was NZ$4,231, price is now NZ$3,162 per person
NZ$3,162
per person
22 Apr - 26 Apr
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,723 reviews)
Clean rooms, friendly housekeeping and great room service! Would love to go back again!

Reviewed on 9 Feb 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was NZ$4,028, price is now NZ$3,026 per person
NZ$3,026
per person
22 Apr - 26 Apr
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,008 reviews)
Beautiful hotel. Clean. Excellent location. Great service.

Reviewed on 8 Feb 2026

The Ritz-Carlton New York, Central Park

The Ritz-Carlton New York, Central Park

5 out of 5
Manhattan
Price was NZ$6,834, price is now NZ$5,212 per person
NZ$5,212
per person
22 Apr - 26 Apr
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (508 reviews)
Spa experience was amazing!

Reviewed on 27 Dec 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
Center console boat on Long Island, NY. Photographed by drone.

Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Shell Beach.

Find hotels in Silver Beach

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$715 per night from 12 Feb to 13 Feb
NZ$715
12 Feb - 13 Feb
includes taxes & fees
8.2/10 Very Good! (722 reviews)
Room was spotless, staff were great and the resort is top notch!!

Reviewed on 2 Feb 2026

Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is NZ$330 per night from 11 Mar to 12 Mar
NZ$330
11 Mar - 12 Mar
includes taxes & fees
8.4/10 Very Good! (609 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...

Reviewed on 10 Jan 2026

Sound View Greenport
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is NZ$296 per night from 12 Feb to 13 Feb
NZ$296
12 Feb - 13 Feb
includes taxes & fees
9/10 Wonderful! (1,292 reviews)
The room was lovely, the little kitchenette is great. Very quiet and I love the balcony. The staff are great and the restaurant staff at Montis are fantastic

Reviewed on 1 Feb 2026

Montauk Manor
See all 4,688 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

Man watching sailboat on Long Island Sound

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

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

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

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