Shelter Island Vacations from SAR1,491

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The Latest Shelter Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
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 SAR2,370, price is now SAR1,491 per person
SAR1,491
per person
Jan 15 - Jan 19
found 15 hours ago
Roundtrip flight included
Boston (BOS) to New York (NYC)
8.8/10 Excellent! (1,184 reviews)
I would definitely stay here again. Rooms were a good size for New York. Staff was friendly and attentive. We had an issue with the light flashing but the staff came in quick to fix the issue, there also was a room near by with a dog that kept barking. Not sure if the staff could do anything about, but I wish we would give an option to move. The location was great with stores nearby, good food options and close enough for the subway. We would highly recommend this to anyone

Reviewed on 28 November 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was SAR4,184, price is now SAR2,043 per person
SAR2,043
per person
Jan 15 - Jan 19
found 15 hours ago
Roundtrip flight included
Boston (BOS) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
There were so many broken amenities, hair dryer, sink, remote control and even the key access reader. Staff members were super friendly though, they need some maintenance done.

Reviewed on 26 November 2025

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was SAR2,968, price is now SAR1,738 per person
SAR1,738
per person
Jan 15 - Jan 19
found 15 hours ago
Roundtrip flight included
Boston (BOS) to New York (NYC)
9.2/10 Wonderful! (3,941 reviews)
Hotel rooms and staff were amazing. We ate at the on site restaurants but the menu was fairly limited. We would likely eat elsewhere next time.

Reviewed on 27 November 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was SAR3,197, price is now SAR1,878 per person
SAR1,878
per person
Jan 15 - Jan 19
found 15 hours ago
Roundtrip flight included
Boston (BOS) to New York (NYC)
9/10 Wonderful! (2,790 reviews)
Staff courteous...helpful....easy check in and check out....close to everything.....safe

Reviewed on 26 November 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
Price was SAR2,484, price is now SAR1,549 per person
SAR1,549
per person
Jan 15 - Jan 19
found 15 hours ago
Roundtrip flight included
Boston (BOS) to New York (NYC)
8.8/10 Excellent! (6,546 reviews)
Wonderful. Perfectly located.

Reviewed on 27 November 2025

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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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Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Shelter Island Historical Society and Sunset Beach.

Find hotels in Menantic Creek

Find the Best Shelter Island Vacation Packages

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 SAR 832 per night from Dec 10 to Dec 11
SAR 832
SAR 1,136 total
10 Dec - 11 Dec
includes taxes & fees
8.2/10 Very Good! (694 reviews)
Great resort with a beautiful restaurant

Reviewed on 22 November 2025

Gurney's Montauk Resort & Seawater Spa
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
9/10 Wonderful! (185 reviews)
I always have a 5/5 stay at Montauk Blue.

Reviewed on 19 November 2025

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Montauk Blue Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is SAR 601 per night from Nov 30 to Dec 1
SAR 601
SAR 870 total
30 Nov - 1 Dec
includes taxes & fees
8.4/10 Very Good! (593 reviews)
Amazing views and comfy bed and room. No sound privacy between the rooms at all! I guess they o relooked sound insulation in an otherwise gorgeous renovation of a roadside motel.

Reviewed on 19 November 2025

Sound View Greenport
See all 4,694 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

Shelter Island Historical Society

4/5(1 review)

You can spend time studying 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

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

Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.

Mashomack Preserve

Frequently asked questions

How do I find cheap flights to Shelter Island that have flexible change policies?
It's as easy as counting to three with Expedia. Step 1: Type in your preferred travel dates and press "Search." Step 2? Check "No change fee" underneath the "Flexible change policies" filter on the top left of your screen. Step 3. Reserve your cheap and flexible airfare to Shelter Island.
Which airlines fly to Shelter Island?
Lock in your seat with any of these leading airlines and get set to explore the best of Shelter Island:

  • Delta Air Lines - 11,350 flights to or near Shelter Island each month, including 6,249 flights to LaGuardia Airport (LGA) and 4,572 to John F. Kennedy Intl. Airport (JFK) per month.
  • United Airlines - 9,651 flights to or near Shelter Island each month, including 8,705 flights to Liberty Intl. Airport (EWR) and 945 to LaGuardia Airport (LGA) per month.
  • American Airlines - 5,906 flights to or near Shelter Island each month, including 3,280 flights to LaGuardia Airport (LGA) and 1,967 to John F. Kennedy Intl. Airport (JFK) per month.

How can I find cheap tickets to Shelter Island?
In the last seven days, was the best price for a flight to Shelter Island. If you're eager to save even more, book well ahead of time and be flexible with your dates. Search for your airfare to Shelter Island, then compare prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Shelter Island?
One-way flights departing from () sold for just in the last seven days. During this period, the cost of a return airfare to Shelter Island ranged between and . If you find a deal, grab it fast — these fares don't stick around for long.
What are the most popular airports to fly into in Shelter Island?
Depending on which airline you book with and your final Shelter Island destination, you'll have a selection of leading airports to pick from. They include:

  • LaGuardia Airport (LGA) - 12,848 flights per month.
  • Liberty Intl. Airport (EWR) - 11,545 flights per month.
  • John F. Kennedy Intl. Airport (JFK) - 9,751 flights per month.

When is the cheapest time to fly to Shelter Island?
If you'd prefer to spend your cash getting to know Shelter Island rather than on your flight there, take off early in the week. The most economical day to travel is generally Tuesday, followed by Monday. With many people traveling on the weekend, Saturday often has the costliest ticket prices.
How much is a plane ticket to Shelter Island?
Seats to Shelter Island varied from to in the last seven days. Generally, the earlier you make a reservation, the bigger the bargain.
What months are the cheapest to book a flight to Shelter Island?
The ideal month to bag a great deal to Shelter Island is February, whereas prices are at their highest in December. Steer clear of this month if you're watching your pennies.
How long is a flight to Shelter Island?
It depends on where you jet off from. These top domestic routes and their average flight times will give you a better idea of how long it'll take to get to Shelter Island:

  • Los Angeles, CA (LAX-Los Angeles Intl.) to John F. Kennedy Intl. Airport (JFK) - 5 hours and 6 minutes
  • San Francisco, CA (SFO-San Francisco Intl.) to John F. Kennedy Intl. Airport (JFK) - 5 hours and 27 minutes
  • Boston, MA (BOS-Logan Intl.) to John F. Kennedy Intl. Airport (JFK) - 1 hour and 23 minutes