Photo by Erisa Dilo

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Top hotels and accommodation in Shelter Island Heights

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (69)
"Beautiful setting and big rooms close to ferry and town center. "
The price is AU$483
includes taxes & fees
30 June - 1 July
House on Chase Creek

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (59)
"WELL APPOINTED"
The Pridwin Hotel

The Chequit

3.0 star property
8.8 out of 10, Excellent, (29)
"Prefect place for a staycation "
The Chequit

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
The price is AU$383
includes taxes & fees
19 June - 20 June
West Neck Guesthouse

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (79)
"Beautiful and comfortable b+b. Well thought out amenities such as comfortable bed, fluffy towels, great breakfast options and snacks. The innkeepers friendly and made sure we were well taken care of during our stay "
The Homestead

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (95)
"Enjoyed my stay"
The price is AU$299
includes taxes & fees
16 June - 17 June
The Niantic Inn

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1000)
"Room was super clean, beautiful & spacious. Bed and pillows very comfy. Indoor pool was heated! Everything was great! "
The price is AU$633
includes taxes & fees
15 June - 16 June
Saybrook Point Resort & Marina

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (525)
"Lovely place and nice views"
The price is AU$648
includes taxes & fees
16 June - 17 June
Sag Harbor Inn

Beach Plum Resort

3.0 star property
8.8 out of 10, Excellent, (138)
"We really enjoyed our stay. It was very family friendly and well kept property "
The price is AU$432
includes taxes & fees
16 June - 17 June
Beach Plum Resort

Beachcomber Resort at Montauk

3.0 star property
9.4 out of 10, Exceptional, (526)
"It is the perfect location...across street from ocean and walkable to town."
The price is AU$562
includes taxes & fees
15 June - 16 June
Beachcomber Resort at Montauk

Hamlet Inn

2.0 star property
8.6 out of 10, Excellent, (403)
"Have stayed a couple times..great place and great staff"
The price is AU$444
includes taxes & fees
17 June - 18 June
Hamlet Inn

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (495)
"Peaceful, quiet, well appointed room. Attentive staff. Delicious breakfast!"
The price is AU$492
includes taxes & fees
18 June - 19 June
Copper Beech Inn

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (273)
"Very clean. And Huge. "
The price is AU$484
includes taxes & fees
18 June - 19 June
The Bentley Hotel Southampton

Daunt's Albatross Motel

2.0 star property
8.8 out of 10, Excellent, (264)
"Amazing place to relax"
Daunt's Albatross Motel

Breakers Montauk

3.0 star property
8.4 out of 10, Very good, (135)
"Great stay in the off season, flexible for check in when I arrived early!"
The price is AU$420
includes taxes & fees
17 June - 18 June
Breakers Montauk

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (262)
"Great "
The price is AU$634
includes taxes & fees
16 June - 17 June
East Hampton House Resort

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (170)
"Great stay! Room was very spacious and clean! Loved the outdoor space with the picnic tables and food truck. Such a great weekend, staff was very kind. "
The price is AU$1,027
includes taxes & fees
15 June - 16 June
The Shoals Suites and Slips

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (347)
"Big room and good restaurant "
The price is AU$518
includes taxes & fees
15 June - 16 June
The Preston House & Hotel

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (468)
"Location is great and very convenient to the ferry to shelter island. Staff are all nice and friendly. "
The price is AU$463
includes taxes & fees
15 June - 16 June
The Harbor Front Inn

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (223)
"The staff was very friendly I will definitely be back again 👍"
The price is AU$747
includes taxes & fees
23 June - 24 June
Driftwood 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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Our guide on where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most. Learn more about Shelter Island Heights
Learn more about Shelter Island Heights
The Heights map

The Heights

1 out of top 10 points of interest in this area

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

Hay Beach map

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.

Learn more about Shelter Island Heights

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

Photo by Erisa Dilo
Open Photo by Erisa Dilo

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 House on Chase Creek and The Chequit. See all available top hotels, or vacation rentals in Shelter Island Heights.

What are some of the best holiday rentals that Shelter Island Heights has to offer?

3-bedroom Montauk Coastal Getaway: This holiday home rental outside of Shelter Island Heights offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. 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, 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 Shelter Island Whale's Tail are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.

What's the best accommodation for couples in Shelter Island Heights?

The Pridwin Hotel is a favourite hotel for couples, and features premium bedding and dressing gowns. See all romantic hotels 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. Other good choices to stay with your pet include The Rams Head Inn and SEVEN - Shelter Island Guest House. 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?

House on Chase Creek is a top guest house that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include SEVEN - Shelter Island Guest House and Shelter Island 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 46 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.