Question 1

Can I travel to Shelter Island right now?

Accepted Answer

For all the details you need about getting to Shelter Island, take a look at our Covid-19 Travel Advisor. Covering quarantine policies, travel restrictions and more, Expedia will help make your trip planning go off without a hitch.

Question 2

How much does a Shelter Island vacation package cost?

Accepted Answer

Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Shelter Island from just $271. And the more you bundle, the more dollars you save. The getaway of your dreams has never been so affordable.

Question 3

If I'm not able to travel, can I cancel my Shelter Island vacation package?

Accepted Answer

It's good to know that you can cancel your Shelter Island booking if your plans have been upended. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Question 4

How do I get a cheap travel package to Shelter Island?

Accepted Answer

One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got them all covered. Pick and choose a combination that suits your style and save up to $583*. And of course, we do understand that a travel package is never an one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotels across the globe, so you can build your very own customized Shelter Island vacation.

Question 5

When is the best time of year to visit Shelter Island?

Accepted Answer

If your definition of "best" means when you'll land the best deals, pack your bags and head for Shelter Island in . By contrast, is the most expensive month to plan a getaway. Peak season falls in and is a thrilling time to visit — if you don't mind rubbing elbows with the crowds. is usually a much quieter time of the year.

Question 6

How far in advance should I book my Shelter Island vacation?

Accepted Answer

It's hard to pick the ideal time for airfares, but we usually say the earlier, the better. Many international journeys on Expedia become available up to a year in advance. If you can't book ahead, don't despair. Budget prices occasionally appear just weeks before departure dates.

Question 7

What does an Expedia Shelter Island travel package include?

Accepted Answer

It comes down to what you're looking for. If you're traveling solo, you might decide to bundle hotels and flights. Bringing the whole crew to Shelter Island? A travel package including rental cars, flights and hotels might suit you better. Expedia gives you the freedom to customize your travel package.

Question 8

What should I know before booking a Shelter Island travel package?

Accepted Answer

We already have low prices. However, you'll grab even more savings if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and tons of choice.

Question 9

Does Expedia offer Book Now, Pay Later Shelter Island vacation packages?

Accepted Answer

Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later. You can tailor your trip with Expedia packages, so why not customize your payment arrangement as well?

Question 10

Can I choose my airline with a Shelter Island Expedia vacation package?

Accepted Answer

Expedia offers access to more than 550 partner airlines globally, so you sure can! Simply pick the carrier that suits you and create the perfect Shelter Island getaway.

Shelter Island Vacation Package Deals & Trips

Travelers

Room 1

Top Shelter Island Flight + Hotel Vacation Package Deals

JW Marriott Essex House New York

$609

The Plaza Hotel

$1,029

The Westin New York at Times Square

$271

New York Marriott Marquis

$392

Hotel Hugo

$430

Top Hotels in Shelter Island

Shelter Island Beach Vacation

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