Shelter Island Holidays

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Shelter Island Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
Price was S$1,891, price is now S$1,692 per person
S$1,692
per person
6 Mar - 8 Mar
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.4/10 Very Good! (46 reviews)
Very very happy with our stay here! There was not a fan or a TV but obviously there isn’t much time for TV when you’re exploring the city! Also close to a subway station.

Reviewed on 23 Dec, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was S$1,988, price is now S$1,769 per person
S$1,769
per person
6 Mar - 8 Mar
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
My stay was really nice. Staff was friendly. Room was clean. Would have liked to have a fridge/microwave. Bed was comfortable. Hotel was very close to everything. Would stay again.

Reviewed on 23 Dec, 2025

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Price was S$2,116, price is now S$1,920 per person
S$1,920
per person
6 Mar - 8 Mar
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.4/10 Very Good! (3,104 reviews)
Clean room and friendly staff

Reviewed on 23 Dec, 2025

Fouquet's New York

Fouquet's New York

5 out of 5
Manhattan
Price was S$2,850, price is now S$2,590 per person
S$2,590
per person
6 Mar - 8 Mar
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.6/10 Exceptional! (60 reviews)
Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.

Reviewed on 10 Oct, 2025

New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Price was S$2,081, price is now S$1,895 per person
S$1,895
per person
6 Mar - 8 Mar
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (4,043 reviews)
Friendly and helpful staff. Great location. Extremely clean and room sizes were big for NYC!

Reviewed on 23 Dec, 2025

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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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 Crescent Beach.

Find hotels in Silver Beach

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

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 S$660 per night from 12 Jan to 13 Jan
S$660
12 Jan - 13 Jan, 2026
includes taxes & fees
8.2/10 Very Good! (704 reviews)
Everything was perfect. Staff, room, experience. Will definitely stay again.

Reviewed on 14 Dec, 2025

Gurney's Montauk Resort & Seawater Spa
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is S$361 per night from 1 Jan to 2 Jan
S$361
1 Jan - 2 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Everything was wonderful. Staff was friendly, very clean,we enjoyed it.

Reviewed on 20 Dec, 2025

Water's Edge Resort & Spa
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
9.2/10 Wonderful! (187 reviews)
I always have a 5/5 stay at Montauk Blue.

Reviewed on 19 Nov, 2025

Get rates
Montauk Blue Hotel
See all 4,679 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.

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

S$231
per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
See all activities in Shelter Island

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