Book Hotels in Shelter Island, NY

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Hotels in Shelter Island with star-rating

Check Shelter Island Hotels by Star Rating

Frequently asked questions

What are the top kid-friendly hotels in Shelter Island?

From carefully considered amenities to rooms with bunk beds, kid-friendly hotels come with features that can help transform a routine family vacation into an extraordinary one. These Shelter Island properties make getting away with children a breeze: You'll be well looked after at Beautifully renovated Farmhouse sitting on a lush property. It comes with a nearby beach, a travel crib and a flair for making families feel at home. Alternatively, spend your Shelter Island getaway at Paradise found on Shelter Island. Make the most of a playground, a nearby beach and more here.

Where can I find cheap hotels in Shelter Island?

At Travelocity you'll find really nice hotels in Shelter Island at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Shelter Island rather than in Shelter Island. We may find you even better rates, too.

How do I find the best Shelter Island hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Shelter Island then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Shelter Island?

The cheapest hotel in Shelter Island is $104. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Shelter Island?

There are 4,782 hotels in Shelter Island on Travelocity.

What are the best hotels in Shelter Island?

Shelter Island has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Shelter Island for you!

When is the best time to visit Shelter Island?

If you want the joy of a fun-filled trip in peak season, visit Shelter Island during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.

When is the cheapest time to stay in Shelter Island?

Based on historic data is usually the cheapest month to visit Shelter Island. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Shelter Island?

There are multiple hotels in Shelter Island that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Shelter Island. We have plenty of kid-friendly hotels in Shelter Island to choose from on Travelocity!

Why book a hotel in Shelter Island through Travelocity?

Because we have the top hotels in Shelter Island! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Shelter Island on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Shelter Island hotel reviews by fellow wanderers

The Bentley Hotel Southampton

5 out of 5

Posted 2 hours ago

Travelocity Verified Review

"Great for dogs - huge fenced yard"

A verified traveler stayed at The Bentley Hotel Southampton

Pier Blue Inn Old Saybrook - Essex

3 out of 5

Posted 9 hours ago

Travelocity Verified Review

"The problem is that you can hear everything in all of the rooms above and to the right and left of you. I had a room on the first floor. I could hear every door shut, every step taken above me, and and most every conversation going on around me. It's a cute little place not far from the town center and ocean, however, if you need to have a sound sleep, be aware that it won't happen."

A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex