Shelter Island Holidays from NZ$2,570

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The Latest Shelter Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was NZ$3,430, price is now NZ$2,570 per person
NZ$2,570
per person
1 Aug - 5 Aug
found 8 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (2,979 reviews)
Clean room, great breakfast.

Reviewed on 11 May 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was NZ$8,038, price is now NZ$5,650 per person
NZ$5,650
per person
17 July - 24 July
found 1 day ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
8.4/10 Very Good! (1,005 reviews)
This is hands down such a fantastic hotel, friendly staff and very close to everything. It started with Vanessa at checkin, she was fantastic and was able to get us checked in a little early and provided my sister and I a complimentary bottle of champagne to celebrate our birthday. We went to see La Traviata at the Met Opera and ate at La Grand Boucherie- incredible food, it was a spectacular overnight celebration. It was so special. Highly recommend staying here.

Reviewed on 10 May 2026

Concorde Hotel New York

Concorde Hotel New York

4 out of 5
Manhattan
Price was NZ$6,913, price is now NZ$5,113 per person
NZ$5,113
per person
17 July - 24 July
found 1 day ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
Hotel was clean, room was spacious. Bar staff was super friendly

Reviewed on 29 Apr 2026

Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was NZ$6,340, price is now NZ$4,797 per person
NZ$4,797
per person
17 July - 24 July
found 1 day ago
Return direct flight included
Christchurch (CHC) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,078 reviews)
Great place to stay in location that's easily accessible on foot to NoMad, Chelsea, the Village, SoHo and other great downtown areas. Nice vibe, beautiful lobby bar and a Stumptown Coffee location off the lobby. Really enjoyed by weekend here.

Reviewed on 8 May 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was NZ$6,047, price is now NZ$4,593 per person
NZ$4,593
per person
17 July - 24 July
found 1 day ago
Return direct flight included
Christchurch (CHC) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (4,242 reviews)
We got a real Island oasis getaway vibe right in the heart of the city! The location is perfect. We drove in from out of state and the validated parking was easy and a good value. The room, the views, the roof top bars, the roof top pool, the lounge areas, the restaurant all say tropical vacation whilst the excitement and energy of Time Square is just outside the doors!

Reviewed on 11 May 2026

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
Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Mashomack Preserve.

Find hotels in Menantic Creek

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$1,249 per night from 26 May to 27 May
NZ$1,249
26 May - 27 May
includes taxes & fees
8.4/10 Very Good! (778 reviews)
Stellar staff who made us feel most welcome. Loved the diversity of the team. Unforgettable scenery and experiences. We will definitely come back!

Reviewed on 11 May 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is NZ$322 per night from 25 May to 26 May
NZ$322
25 May - 26 May
includes taxes & fees
9.2/10 Wonderful! (1,342 reviews)
Great space with alot of on-site amenities. The hotel has vintage charm.

Reviewed on 10 May 2026

Montauk Manor
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd Montauk NY
The price is NZ$881 per night from 25 May to 26 May
NZ$881
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
Unhinged wacko

Reviewed on 6 May 2026

Montauk Yacht Club
See all 4,779 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

What to do in Shelter Island

Private Beach Fire at Town Line Beach

Private Beach Fire Montauk

NZ$425
per adult
Private Beach Fire Montauk
See all activities in Shelter Island

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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.