Book Hotels in Shelter Island Heights, NY

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Top Shelter Island Heights hotels

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
$429 nightly
The price is $491 total per night from May 28 to May 29
$491 total
May 28 - May 29
Total with taxes and fees
This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy the gym and free perks like continental breakfast and free self parking. ...
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan"

Reviewed on May 12, 2026

Opens in a new windowThe Pridwin Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
$221 nightly
The price is $252 total per night from May 27 to May 28
$252 total
May 27 - May 28
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property ...
"Enjoyed our stay in the king suite, plenty of space for parents and two kids. 1st floor close to pool, although it rained all day. The staff was helpful when we needed extra pillows and comforters. The king bed was super comfortable. The pull out sofa mattress was a little on the thin side and you ..."

Reviewed on May 26, 2026

Opens in a new windowThe Bentley Hotel Southampton
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
$179 nightly
The price is $205 total per night from May 27 to May 28
$205 total
May 27 - May 28
Total with taxes and fees
3 outdoor tennis courts, an indoor pool, and a 24-hour gym are all featured at this smoke-free aparthotel. Enjoy the seasonal outdoor pool and perks like free ...
"We had an amazing stay at the Manor! Our room was stunning, we enjoyed the indoor pool, the views, everything!"

Reviewed on May 25, 2026

Opens in a new windowMontauk Manor
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
$218 nightly
The price is $249 total per night from May 27 to May 28
$249 total
May 27 - May 28
Total with taxes and fees
This hotel features an indoor pool and a hot tub. A terrace, a picnic area, and luggage storage are also on offer.
"It’s a great location. Simple. Has all you need."

Reviewed on May 24, 2026

Opens in a new windowMontauk Blue Hotel
Marram

Marram

4 out of 5
21 Oceanview Terrace Montauk NY
$470 nightly
The price is $537 total per night from May 31 to Jun 1
$537 total
May 31 - Jun 1
Total with taxes and fees
A seasonal outdoor pool, free self parking, and wedding services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and luggage storage ...
"Beach was beautiful and so was the view once the fog cleared. Staff was friendly. We liked the proximity to downtown. Breakfast was mediocre, would have liked a protein( hard boiled eggs or something comparable."

Reviewed on May 19, 2026

Opens in a new windowMarram
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd Montauk NY
$379 nightly
The price is $433 total per night from May 27 to May 28
$433 total
May 27 - May 28
Total with taxes and fees
This hotel features a private beach, a marina, and 2 restaurants. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi in public ...
"Our first breakfast was excellent. The second time was horrible 😫 the staff quiet not together. Our room was short of soap, shampoo and I asked for towel nobody seems to care and not helpful. The only 1 who was kind enough to do thier job is the young man who was in main entrance who open doors, ..."

Reviewed on May 25, 2026

Opens in a new windowMontauk Yacht Club
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$675 nightly
The price is $771 total per night from May 31 to Jun 1
$771 total
May 31 - Jun 1
Total with taxes and fees
This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside ...
"Wonderful stay. Appreciated the staffs attention and service when needed. They made the experience even better for my husband and I."

Reviewed on May 23, 2026

Opens in a new windowGurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$376 nightly
The price is $429 total per night from May 27 to May 28
$429 total
May 27 - May 28
Total with taxes and fees
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with ...
"Room had a gorgeous view and the sauna was great but so over priced"

Reviewed on May 24, 2026

Opens in a new windowSound View Greenport
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
$98 nightly
The price is $112 total per night from Jun 7 to Jun 8
$112 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...
"The mold was seen visible in the bathroom and the floors were not clean. Old furniture and asked for a rebate to no avail. Was told the property was updated. Beds are old and furniture is not new. TV has very few stations. Was not satisfied at all."

Reviewed on May 25, 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
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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.

Frequently asked questions

What are the top kid-friendly hotels in Shelter Island Heights?
Take some of the trials out of traveling with youngsters by booking a family-friendly hotel in Shelter Island Heights. From well-thought-out amenities to additional services, these stays feature perks that'll help make your visit an effortless one: House on Chase Creek will help make your break the most memorable one yet. It features an assortment of conveniences geared toward families, such as a nearby beach and front desk services. Otherwise, spend your Shelter Island Heights trip at Relax and Enjoy!. Make the most of a swimming pool, a playground and more here.
Where can I find cheap hotels in Shelter Island Heights?
At Travelocity you'll find really nice hotels in Shelter Island Heights 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 Heights rather than in Shelter Island Heights. We may find you even better rates, too.
How do I find the best Shelter Island Heights hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Shelter Island Heights 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 Heights?
The cheapest hotel in Shelter Island Heights is $112. 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 Heights?
There are 4,851 hotels in Shelter Island Heights on Travelocity.
What are the best hotels in Shelter Island Heights?
Shelter Island Heights 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 Heights for you!
When is the best time to visit Shelter Island Heights?
If you want the joy of a fun-filled trip in peak season, visit Shelter Island Heights during March, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as April, November and December.
When is the cheapest time to stay in Shelter Island Heights?
Based on historic data is usually the cheapest month to visit Shelter Island Heights. 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 Heights?
There are multiple hotels in Shelter Island Heights 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 Heights. We have plenty of kid-friendly hotels in Shelter Island Heights to choose from on Travelocity!
Why book a hotel in Shelter Island Heights through Travelocity?
Because we have the top hotels in Shelter Island Heights! 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 Heights 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 Heights hotel reviews by fellow wanderers

Water's Edge Resort & Spa

Water's Edge Resort & Spa

5 out of 5
Posted 8 hours ago
Travelocity Verified Review
"Had a great stay. Unfortunately it was raining during my whole stay but there are things you can still do inside. The restaurants were great and they have a pool and if you drive around there are lots of things to do in the area. You can rent a kayak on the beach and paddle out to a small land mass if it wasn't raining. Very cool place i will be returning"
A verified traveler stayed at Water's Edge Resort & Spa
Water's Edge Resort & Spa

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