Shelter Island Vacations from AED6,120

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The Latest Shelter Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

4 out of 5
Manhattan
Price was AED8,312, price is now AED6,120 per person
AED6,120
per person
Sep 7 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
London (LHR) to New York (JFK)
8.2/10 Very Good! (7,020 reviews)
Clean room. Great location if going to MSG

Reviewed on 26 July 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was AED11,620, price is now AED7,244 per person
AED7,244
per person
Sep 7 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
London (LHR) to New York (JFK)
9.8/10 Exceptional! (1,630 reviews)
The staff were very attentive to us during our stay. The room was very clean and the balcony was beautiful. 10/10

Reviewed on 25 July 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was AED11,563, price is now AED7,513 per person
AED7,513
per person
Sep 7 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (4,356 reviews)

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Price was AED9,380, price is now AED6,345 per person
AED6,345
per person
Sep 7 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
London (LHR) to New York (JFK)
8/10 Very Good! (2,507 reviews)
Great local location close to walking distances to major sightseeing. Felt safe in the area.

Reviewed on 25 July 2026

Park Central Hotel New York

Park Central Hotel New York

4 out of 5
Manhattan
Price was AED8,692, price is now AED6,343 per person
AED6,343
per person
Sep 7 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
London (LHR) to New York (JFK)
7.8/10 Good! (4,298 reviews)

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
A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

Silver Beach

While Silver Beach might 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 Wades Beach.

Find hotels in Silver Beach

Find the Best Shelter Island Vacation Packages

Shelter Island Hotel Deals

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is AEDĀ 361 per night from Jul 27 to Jul 28
AEDĀ 361
AEDĀ 415 total
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (1,008 reviews)
"Low cost clean older two story motel close to i95 but far enough from the noise. We were there on a weekday in the summer but I doubt it would be noisier on the weekend. One king bed, tiny microwave, under counter fridge could hold all the cooler stuff and freeze the blue ice packs. The lobby has ..."

Reviewed on 25 July 2026

Pier Blue Inn Old Saybrook - Essex
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 AEDĀ 3,689 per night from Aug 17 to Aug 18
AEDĀ 3,689
AEDĀ 5,057 total
17 Aug - 18 Aug
includes taxes & fees
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 AEDĀ 1,304 per night from Aug 11 to Aug 12
AEDĀ 1,304
AEDĀ 1,805 total
11 Aug - 12 Aug
includes taxes & fees
Sound View Greenport
See all 4,734 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.

Stay near popular Shelter Island attractions

A clear blue sea with a wooden pier extending into the water, a sailboat in the distance, and a person standing in the water.

Wades Beach

10.0/10 (1 review)
Wades Beach offers calm, shallow waters and a broad sandy shoreline perfect for families seeking safe swimming. Lifeguards patrol in summer, and the pavilion provides a comfortable spot to enjoy the tranquil setting.
See properties

Frequently asked questions

How much does a Shelter Island vacation package cost?
Offering great value package deals from AED6,120 on Expedia, you'll be thrilled with how little a vacation to Shelter Island costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Shelter Island?
The off-season is the best time to visit Shelter Island if you're trying to keep costs down. Another tip for getting cheap Shelter Island vacation packages? Avoid visiting during public holidays and any major festivals or events.
How to find the best Shelter Island package deals?
Start your search for a Shelter Island package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Shelter Island package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Shelter Island adventure off to a flying start.
Is it cheaper to book a Shelter Island vacation as a package?
You can enjoy significant savings on your next Shelter Island break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Shelter Island?
If you're considering a spontaneous Shelter Island adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Shelter Island?

  1. Choose the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to visit Shelter Island.
  2. Budget wisely: On top of the cost of your accommodations, you should factor in other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Shelter Island.
  3. Decide how long to go away for: Now that you're up to speed on Shelter Island, you can figure out the perfect length of your vacation. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Shelter Island vacation package that brings all your bookings together.