Photo by Erisa Dilo

Shelter Island Heights Hotels

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Check prices for these dates

Tonight
Feb 22 - Feb 23
Tomorrow
Feb 23 - Feb 24
Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9

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Top 10 trending Shelter Island Heights hotels

The Chequit
Outdoor dining

The Chequit

3.0 star property
8.8 out of 10, Excellent, (28)
"Excellent "
The price is P18,319
P20,907 total
includes taxes & fees
Mar 6 - Mar 7
The Chequit
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (67)
"Everything you need for a stay on the island"
The price is P6,032
P6,885 total
includes taxes & fees
Mar 3 - Mar 4
House on Chase Creek
Montauk Oceanside Suites
Private kitchen

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very Good, (362)
"I didn’t realize the property was mobile check-in and that all communication would be automated in the winter season. if you guys had that more clear on the Expedia it would be awesome. Otherwise the stay was great, clean room, no hassle to get in, right by the beach. "
The price is P6,503
P8,001 total
includes taxes & fees
Feb 27 - Feb 28
Montauk Oceanside Suites
Daunt's Albatross Motel
Exterior

Daunt's Albatross Motel

2.0 star property
8.8 out of 10, Excellent, (247)
"SOO BEAUTIFUL !! Love the property & how clean it was "
The price is P13,762
P15,706 total
includes taxes & fees
Feb 28 - Mar 1
Daunt's Albatross Motel
Sole East Beach
Iron/ironing board, free cribs/infant beds, free WiFi, bed sheets

Sole East Beach

3.0 star property
7.2 out of 10, Good, (78)
"Simple, clean, nothing fancy accommodations. Close to all and very pleasant front desk. "
The price is P11,527
P16,292 total
includes taxes & fees
Mar 23 - Mar 24
Sole East Beach
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (162)
"Beautiful place to stay! Right next to the beach, it was quiet and had so many nice things to do all around the property. The bed was comfy and the rooms were very nice. "
The price is P13,993
P22,747 total
includes taxes & fees
Mar 19 - Mar 20
Hero Beach Club
Kenny's Tipperary Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

2.0 star property
8.4 out of 10, Very Good, (777)
"Very quiet and comfy stay."
The price is P7,450
P8,502 total
includes taxes & fees
Feb 23 - Feb 24
Kenny's Tipperary Inn
Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1116)
"We loved the manor, it had great amenities and an excellent experience. highly recommend! "
The price is P7,585
P9,789 total
includes taxes & fees
Feb 24 - Feb 25
Montauk Manor
Gurney's Montauk Resort & Seawater Spa
Outdoor wedding area

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very Good, (610)
"It’s under construction so it’s not as nice as I typically would be. I wishes we had been warned . Although the staff is friendly and helpful"
The price is P22,012
P30,010 total
includes taxes & fees
Mar 17 - Mar 18
Gurney's Montauk Resort & Seawater Spa
Sea Crest Resort
Terrace/patio

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (446)
"The only problem I had is with a shade on a door , bad design not hotel’s problem. And that I wanted to rebook for another time and no matter what dates I put in they weren’t available "
The price is P12,829
P15,901 total
includes taxes & fees
Feb 23 - Feb 24
Sea Crest Resort
The Hermitage
Seasonal outdoor pool

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (153)
"Access to the dunes and the beach "
The price is P9,306
P11,891 total
includes taxes & fees
Mar 23 - Mar 24
The Hermitage
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (272)
"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "
The price is P7,635
P9,972 total
includes taxes & fees
Mar 20 - Mar 21
Windward Shores Ocean Resort
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is P40,259
P48,242 total
includes taxes & fees
Feb 23 - Feb 24
The Roundtree, Amagansett
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (123)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is P11,473
P14,592 total
includes taxes & fees
Mar 2 - Mar 3
Journey East Hampton
East Hampton House Resort
Living area

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (245)
"Perfect location and super clean"
The price is P9,402
P11,989 total
includes taxes & fees
Mar 18 - Mar 19
East Hampton House Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (67)
"What a lovely space and wonderful thoughtful staff! Absolutely loved everything about it, and the breakfast was beyond excellence! Hats off to the chef you can tell she cooked with ❤️ love. Highly Recommend you experience it for yourself. "
The price is P14,482
P18,180 total
includes taxes & fees
Feb 23 - Feb 24
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is P24,468
P27,924 total
includes taxes & fees
Mar 3 - Mar 4
East Hampton Art House Bed & Breakfast
The Huntting Inn
Exterior

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is P26,695
P31,046 total
includes taxes & fees
Mar 24 - Mar 25
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (147)
"Property was adorable and the staff very pleasant and helpful!! "
The price is P16,002
P21,855 total
includes taxes & fees
Mar 2 - Mar 3
The 1770 House Restaurant & Inn
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is P17,986
P20,527 total
includes taxes & fees
Mar 9 - Mar 10
The Maidstone
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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Learn more about Shelter Island Heights

Shelter Island Heights awaits: its island views, camping, beaches, and more!

See all hotels in Shelter Island Heights
Photo by Erisa Dilo
Open Photo by Erisa Dilo

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?

House on Chase Creek is ranked highly by Expedia customers. This guesthouse offers free parking and free WiFi. The Rams Head Inn is another top choice for your trip based on reviews. 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, 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 hotel for couples in Shelter Island Heights?

The Pridwin Hotel is a favorite hotel for couples, and features premium bedding and bathrobes. See all romantic hotels 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. The Rams Head Inn is another option if you're bringing your pet along. 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 a full-service spa, 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?

House on Chase Creek is a top guesthouse that has an adjacent golf course and features free WiFi. Another good choice is Shelter Island House if you'd like to be close to a golf course while in town. 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. 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 49 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.