Photo by Erisa Dilo

Find hotels in Shelter Island Heights, NY from ₩122,919

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19

Filter by

Guest rating
Guest rating
Star rating

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

The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (79)
"Shelter Island is definitely a gem"
The price is ₩391,160
₩491,586 total
includes taxes & fees
Oct 19 - Oct 20
The Pridwin Hotel
The Chequit
Exterior

The Chequit

3.0 star property
9.0 out of 10, Wonderful, (36)
"Everyone was amazing "
The price is ₩400,339
₩457,386 total
includes taxes & fees
Nov 2 - Nov 3
The Chequit
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (76)
"It was a peaceful and serene as it gets what a nice overnight stay we will have to come back again to explore more sometime soon. "
The price is ₩260,015
₩297,064 total
includes taxes & fees
Nov 3 - Nov 4
House on Chase Creek
Shelter Island House
Property grounds

Shelter Island House

3.5 star property
8.4 out of 10, Very Good, (56)
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
Shelter Island House
West Neck Guesthouse
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (37)
"Great property! Close to beach and super clean. "
The price is ₩502,842
₩574,492 total
includes taxes & fees
Oct 17 - Oct 18
West Neck Guesthouse
Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1252)
"Beautiful grounds, excellent staff"
The price is ₩177,225
₩230,013 total
includes taxes & fees
Nov 3 - Nov 4
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, (669)
"Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay. "
The price is ₩437,788
₩597,506 total
includes taxes & fees
Oct 30 - Oct 31
Gurney's Montauk Resort & Seawater Spa
Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Great place!! "
The price is ₩365,844
₩455,892 total
includes taxes & fees
Nov 5 - Nov 6
Saybrook Point Resort & Marina
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very Good, (210)
"The view from our balcony was beautiful! We watched whales and dolphins swim by. Hotel is close to restaurants and town and very walkable. Would definitely stay again "
The price is ₩185,602
₩212,050 total
includes taxes & fees
Oct 6 - Oct 7
Ocean Surf Resort
Beachcomber Resort at Montauk
Seasonal outdoor pool

Beachcomber Resort at Montauk

3.0 star property
9.4 out of 10, Exceptional, (598)
"Lovely stay and great staff! "
The price is ₩244,374
₩321,397 total
includes taxes & fees
Oct 14 - Oct 15
Beachcomber Resort at Montauk
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
8.0 out of 10, Very Good, (1004)
"Very friendly and helpful staff."
The price is ₩112,665
₩129,572 total
includes taxes & fees
Oct 6 - Oct 7
Pier Blue Inn Old Saybrook - Essex
Offshore Montauk
View from room

Offshore Montauk

2.0 star property
9.2 out of 10, Wonderful, (56)
"The staff is excellent and very accommodating. Great place in a great location. Would stay here again."
The price is ₩213,936
₩405,120 total
includes taxes & fees
Oct 19 - Oct 20
Offshore Montauk
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (62)
"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!"
The price is ₩170,136
₩194,380 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Bays Hotel on Main
Marram
Seasonal outdoor pool, pool umbrellas, sun loungers

Marram

4.0 star property
8.8 out of 10, Excellent, (230)
"We loved everything about our stay here: the beds are comfortable, the fire pits with the smores are a nice touch, the beach is very nice, the view as well; and the food is amazing. The staff is very helpful and friendly!"
The price is ₩290,452
₩460,399 total
includes taxes & fees
Oct 13 - Oct 14
Marram
Best Western Niantic - New London/Mystic Area
Lobby

Best Western Niantic - New London/Mystic Area

2.5 star property
9.0 out of 10, Wonderful, (383)
"Really enjoyed staying here. Relaxing and pet friendly."
The price is ₩129,951
₩149,443 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Niantic - New London/Mystic Area
Sleep Inn & Suites Niantic
Indoor pool, a heated pool

Sleep Inn & Suites Niantic

2.5 star property
8.4 out of 10, Very Good, (1000)
"Nice place, have stayed here a few times, decent breakfast , clean and the bed was really comfortable "
The price is ₩109,880
₩126,362 total
includes taxes & fees
Nov 2 - Nov 3
Sleep Inn & Suites Niantic
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"clean and quiet property, great views, amazing staff"
The price is ₩308,034
₩378,502 total
includes taxes & fees
Oct 19 - Oct 20
Water's Edge Resort & Spa
The Harbor Front Inn
One Bedroom Harbor View Terrace Suite | View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (521)
"Great location ,beautiful hotel,nice staff"
The price is ₩232,319
₩334,262 total
includes taxes & fees
Nov 2 - Nov 3
The Harbor Front Inn
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1003)
"We have stayed there before so have been pleased with it."
The price is ₩131,512
₩151,239 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn Old Saybrook - Westbrook
The Preston House & Hotel
Front of property

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (363)
"Great room, very spacious "
The price is ₩318,879
₩364,319 total
includes taxes & fees
Nov 2 - Nov 3
The Preston House & 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas and neighborhoods 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

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.

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.

See all hotels in Shelter Island Heights
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Beautiful grounds, well maintained property. Our room was clean and comfortable. Definitely want to come back and extend our stay with family and friends. It’s a beautiful escape on the East Coast "
David 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa

More cheap stays in Shelter Island Heights

More cheap stays in Shelter Island Heights

The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39, Southampton, NY
The price is ₩163,300 per night from Nov 2 to Nov 3
₩163,300
₩221,742 total
Nov 2 - Nov 3
includes taxes & fees
7/10 Good! (944 reviews)

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 West Neck Guesthouse. 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 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. 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 55 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia