Shelter Island Heights Hotels from S$129

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Our top choices for Shelter Island Heights hotels

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (85 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is S$845
includes taxes & fees
7 Jun - 8 Jun
The Pridwin Hotel

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very good, (37 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is S$319
includes taxes & fees
7 Jun - 8 Jun
West Neck Guesthouse

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (58 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is S$294
includes taxes & fees
3 Jun - 4 Jun
Shelter Island House

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (82 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."
United States
Robert
The price is S$403
includes taxes & fees
31 May - 1 Jun
House on Chase Creek

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (37 reviews)
"Always a sold stay on Shelter Island"
United States
Peter
The price is S$807
includes taxes & fees
7 Jun - 8 Jun
The Chequit

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (308 reviews)
"amazing stay! "
United States
Lauren
The price is S$236
includes taxes & fees
3 Jun - 4 Jun
Zey Hotel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (313 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is S$114
includes taxes & fees
3 Jun - 4 Jun
Clinton Motel

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (492 reviews)
"Great stay"
United States
Myles
The price is S$314
includes taxes & fees
17 Jun - 18 Jun
Ocean Resort Inn

Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (190 reviews)
"The breakers was amazing! We stayed in the presidential suite and it was EVERYTHING!!! It was perfect for us and our baby. We had water views and were situated close to the pool. The room was decorated so cute and it was cozy. The mattress was comfortable also. Will deff be back!!"
United States
Diana
The price is S$197
includes taxes & fees
2 Jun - 3 Jun
Breakers Montauk

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (757 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is S$123
includes taxes & fees
31 May - 1 Jun
Shorewood Inn

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (234 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is S$116
includes taxes & fees
8 Jun - 9 Jun
Lamplighter Motel - Clinton, Connecticut

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (895 reviews)
"been several times love it !!"
United States
lenora
The price is S$192
includes taxes & fees
1 Jun - 2 Jun
Kenny's Tipperary Inn

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,003 reviews)
"Great place very inexpensive."
United States
Kathy
The price is S$129
includes taxes & fees
7 Jun - 8 Jun
Pier Blue Inn Old Saybrook - Essex

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (502 reviews)
"The room was fantastic. Two minutes to the beach."
United States
Mark
The price is S$211
includes taxes & fees
10 Jun - 11 Jun
Aqualina Inn Montauk

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (477 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is S$118
includes taxes & fees
7 Jun - 8 Jun
Econo Lodge Inn & Suites Old Saybrook Westbrook

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (133 reviews)
"Very nice rooms! Clean and the location is great! "
United States
Jeremy
The price is S$484
includes taxes & fees
24 Jun - 25 Jun
Offshore Montauk

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (479 reviews)
"This place is great and Denise is very helpful "
United States
Imet
The price is S$206
includes taxes & fees
31 May - 1 Jun
Hamlet Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (649 reviews)
"This hotel is nearly on 95. Super busy traffic noise all night. I would not stay here again."
United States
Lisa
The price is S$118
includes taxes & fees
3 Jun - 4 Jun
Liberty Inn

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (19 reviews)
"Great stay & great staff!"
United States
James
The price is S$426
includes taxes & fees
16 Jun - 17 Jun
North Fork Resort

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very good, (243 reviews)
"Had a great stay here! Nice location just off the beach, conveniently in the middle of town. The room was spotless (it was in the first week or two of the season) on the small side but has everything you need including a tiny kitchen."
United States
Nick
The price is S$349
includes taxes & fees
2 Jun - 3 Jun
Ocean Surf Resort
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.
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most.

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Stay near popular Shelter Island Heights attractions

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

More cheap stays in Shelter Island Heights

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Pridwin Hotel is one of the top choices for your stay based on our traveller data. This hotel offers a full-service spa and a private beach. Two other choices for your stay in the area are Gurney's Montauk Resort & Seawater Spa and Montauk Manor. See all available top hotels, or vacation rentals in Shelter Island Heights.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
What's the best family accommodation in Shelter Island Heights?
The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your child-friendly holiday. Also, attractions in the area such as Railroad Museum of Long Island and Stay and Play LLC are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best dog-friendly accommodation option in Shelter Island Heights?
The Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. SEVEN - Shelter Island Guest House is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best place to stay to stay near the beach in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach . See more stays near the beach in Shelter Island Heights.
What's the best accommodation for a golf trip to Shelter Island Heights?
Shelter Island House is a top hotel that has an adjacent golf course and features free breakfast. Other good options to stay near a golf course include House on Chase Creek and SEVEN - Shelter Island Guest House. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.
What are some accommodation options with pools in Shelter Island Heights?
The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach and a full-service spa. View all hotels with pools in Shelter Island Heights.
What is the best spa hotel in Shelter Island Heights?
The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness centre, a bar and a restaurant. Spend an afternoon at Pridwin Spa where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.
How is it to stay in Shelter Island Heights?
Visitors to Shelter Island Heights will definitely enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices and theatres. In Shelter Island Heights, there are 42 hotels and other accommodation options to choose from. Find out more about Shelter Island Heights.
What should I do while I'm visiting Shelter Island Heights?
Natural beauty is on display at Sunset Beach, Crescent Beach and Menhadden Lane Beach. A couple of additional sights to add to your itinerary are Shelter Island Country Club and Sylvester Manor. Take a look at what more there is to see and do in Expedia's Shelter Island Heights guide.
What's the weather like in Shelter Island Heights?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.

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