Photo by Erisa Dilo

Find hotels in Shelter Island Heights, NY from ¥10,933

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Compare 4,736 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Chequit
3.0 star property
9.0 out of 10, Wonderful, (37)
"A cozy room with great pillows and quiet. Perfect little place. "
United States
Neal
The Chequit
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (78)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is ¥28,130
¥32,138 total
includes taxes & fees
Nov 3 - Nov 4
House on Chase Creek
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1258)
"Always excellent, even suring my eleventh stay."
United States
Daryl
The price is ¥23,008
¥29,268 total
includes taxes & fees
Nov 3 - Nov 4
Montauk Manor
Gurney's Montauk Resort & Seawater Spa
4.0 star property
8.2 out of 10, Very Good, (679)
"Unbelievable stay! Staff was very accommodating. Beautiful views. Redone very nicely"
United States
Lauren
The price is ¥46,723
¥63,768 total
includes taxes & fees
Nov 13 - Nov 14
Gurney's Montauk Resort & Seawater Spa
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1005)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is ¥36,169
¥45,398 total
includes taxes & fees
Nov 12 - Nov 13
Saybrook Point Resort & Marina
Pier Blue Inn Old Saybrook - Essex
2.0 star property
8.0 out of 10, Very Good, (1001)
"Always a great stay at Pier Blue. Comfy bed and plenty of room."
United States
Patricia
The price is ¥12,189
¥14,018 total
includes taxes & fees
Oct 30 - Oct 31
Pier Blue Inn Old Saybrook - Essex
Hampton Bays Hotel on Main
2.0 star property
7.0 out of 10, Good, (65)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
Marram
4.0 star property
8.8 out of 10, Excellent, (241)
"It was an amazing relaxing weekend. We want to come back next year the same weekend!"
United States
Piera
The price is ¥30,198
¥48,409 total
includes taxes & fees
Nov 16 - Nov 17
Marram
Best Western Niantic - New London/Mystic Area
2.5 star property
9.0 out of 10, Wonderful, (415)
"Will stay again!"
United States
Paul
The price is ¥14,059
¥16,167 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Niantic - New London/Mystic Area
Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1011)
"We love the stay everything was perfect"
United States
angelica
The price is ¥33,325
¥40,949 total
includes taxes & fees
Oct 31 - Nov 1
Water's Edge Resort & Spa
Sleep Inn & Suites Niantic North
2.5 star property
8.4 out of 10, Very Good, (1012)
"Small breakfast area lacked enough seating but otherwise a great stop near the casino. "
United States
Theodore
The price is ¥11,900
¥13,685 total
includes taxes & fees
Nov 12 - Nov 13
Sleep Inn & Suites Niantic North
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (526)
"Beautiful view and room. Staff friendly and accommodating. Excellent location. "
United States
John
The price is ¥26,648
¥37,893 total
includes taxes & fees
Nov 11 - Nov 12
The Harbor Front Inn
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (327)
"Beautiful hotel ! Great waterviews, staff and restaurant food !"
United States
Kim
The price is ¥37,309
¥42,906 total
includes taxes & fees
Nov 13 - Nov 14
Madison Beach Hotel
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.8 out of 10, Good, (1010)
"Everything was good, had a quiet happy stay."
United States
Aishwariya
The price is ¥14,228
¥16,362 total
includes taxes & fees
Nov 9 - Nov 10
Quality Inn Old Saybrook - Westbrook
Offshore Montauk
2.0 star property
9.4 out of 10, Exceptional, (63)
"Great place "
United States
Kevin
The price is ¥22,914
¥43,565 total
includes taxes & fees
Nov 12 - Nov 13
Offshore Montauk
The Preston House & Hotel
3.5 star property
9.8 out of 10, Exceptional, (366)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is ¥26,981
¥30,825 total
includes taxes & fees
Nov 2 - Nov 3
The Preston House & Hotel
Aderi Hotel Niantic
2.0 star property
6.2 out of 10, (689)
"No one around"
United States
Shivaji
The price is ¥9,507
¥10,933 total
includes taxes & fees
Nov 3 - Nov 4
Aderi Hotel Niantic
Montauk Blue Hotel
2.0 star property
9.2 out of 10, Wonderful, (174)
"The beach view is spectacular the surrounding area has everything you need for a each getaway"
United States
Jason
The price is ¥18,176
¥20,767 total
includes taxes & fees
Nov 9 - Nov 10
Montauk Blue Hotel
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (282)
"Such a cute little hotel. Stayed one night bc we had a wedding in the area. Everything was great - the staff was exceptional."
United States
Phyllis
Zey Hotel
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (961)
"Very nice staff and great location "
United States
Granger
The Atlantic Hotel
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 and neighborhoods for the activities you enjoy most. Learn more about Shelter Island Heights
Learn more about Shelter Island Heights

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

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

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.

View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature
Photo by Erisa Dilo
Open Photo by Erisa Dilo

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 ranked highly by Expedia customers. This hotel offers a full-service spa and a private beach. Other top choices based on reviews include The Chequit and House on Chase Creek. See all available top hotels, or vacation rentals in Shelter Island Heights.
What's the top vacation rental in Shelter Island Heights?
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor: Visitors like this Shelter Island Heights vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Shelter Island Heights.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
Where can I learn more about changing or cancelling my trip to Shelter Island Heights?
For more information about picking new dates or cancelling your trip to Shelter Island Heights, click here.
What's the best place to stay for a family trip to 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 family trip. Attractions in the area like Railroad Museum of Long Island and Sag Harbor Whaling and Historical Museum are also fun for kids of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best pet-friendly hotel in Shelter Island Heights?
The Chequit is a top hotel for people traveling with their pets, and offers a restaurant and a coffee shop for its human guests. Other good choices for you and your pet include The Rams Head Inn and SEVEN - Shelter Island Guest House. See more pet-friendly hotel accommodations in Shelter Island Heights.
Where is the best hotel to stay near Sunset Beach?
Adjacent to Sunset Beach, Shelter Island House is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a restaurant. Other good choices within a few miles include The Harborfront Inn and House on Chase Creek.
What about the best place to stay close to Crescent Beach?
One of the top choices for your stay is The Pridwin Hotel, located next to Crescent Beach, and this 3-star hotel offers a private beach and free breakfast. The Harborfront Inn and Sound View Greenport are other good choices within a few miles.
What's the best hotel 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 hotel for a golf vacation in 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 accommodations 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. A couple of other options that offer an onsite pool include White Oak Cottage | The Pridwin Hotel and Cottages and Larch Cottage | The Pridwin Hotel and Cottages. 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 center, 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.
What's the best hotel for staying near John F. Kennedy International Airport (JFK)?
Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.
What's it like staying in Shelter Island Heights?
Visitors to Shelter Island Heights are sure to enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices, and theaters. In Shelter Island Heights, there are 54 hotels and other accommodations to choose from. Find out more about Shelter Island Heights.
What is there to see in 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 agenda are Shelter Island Country Club and Sylvester Manor. Check out what more 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 temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island Heights is 57 inches.

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