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Top hotels and accommodation in Shelter Island Heights

Our top choices for Shelter Island Heights hotels

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (77)
"Shelter Island is definitely a gem"
The Pridwin Hotel

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 NZ$420
includes taxes & fees
13 Oct - 14 Oct
House on Chase Creek

The Chequit

3.0 star property
9.0 out of 10, Wonderful, (36)
"Everyone was amazing "
The Chequit

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!"
The price is NZ$392
includes taxes & fees
2 Oct - 3 Oct
Shelter Island House

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 NZ$611
includes taxes & fees
2 Oct - 3 Oct
West Neck Guesthouse

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (87)
"This is our 2nd year staying at the Homestead B & B. We absolutely love it here! Great food, amenities galore, and just an awesome getaway!"
The price is NZ$569
includes taxes & fees
26 Oct - 27 Oct
The Homestead

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (56)
"Very clean and quiet, super comfortable bed, good central location to get around on Long Island, and an great host."
The price is NZ$293
includes taxes & fees
13 Oct - 14 Oct
Carole's Place B & B

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (157)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is NZ$758
includes taxes & fees
13 Oct - 14 Oct
The 1770 House Restaurant & Inn

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (127)
"We had a great time, it’s a beautiful property and there’s plenty to do downtown. It was our first time here and we’ll definitely be back. "
Silver Sands Motel & Beach Bungalows

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (362)
"Pet friendly "
The price is NZ$577
includes taxes & fees
12 Oct - 13 Oct
The Preston House & Hotel

Westbrook Inn B&B

3.0 star property
9.8 out of 10, Exceptional, (168)
"Beautiful place and wonderful staff"
The price is NZ$415
includes taxes & fees
2 Oct - 3 Oct
Westbrook Inn B&B

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (88)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is NZ$1,218
includes taxes & fees
1 Oct - 2 Oct
The Roundtree, Amagansett

Aqualina Inn Montauk

2.5 star property
9.6 out of 10, Exceptional, (480)
"Great location walkable to beach shopping & restaurants."
The price is NZ$240
includes taxes & fees
28 Sept - 29 Sept
Aqualina Inn Montauk

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (206)
"Loved our stay"
The price is NZ$472
includes taxes & fees
12 Oct - 13 Oct
The Shoals Suites and Slips

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (247)
"Everything was fantastic, will stay again!"
The Captain Stannard

Ocean Resort Inn

2.0 star property
9.6 out of 10, Exceptional, (461)
"Beach convenient, clean room and a professional staff."
The price is NZ$240
includes taxes & fees
28 Sept - 29 Sept
Ocean Resort Inn

The Menhaden

3.5 star property
9.6 out of 10, Exceptional, (162)
"Great little boutique hotel. Staff were very helpful and accommodating. Great restaurants and wineries in the area. Would highly recommend!"
The price is NZ$807
includes taxes & fees
13 Oct - 14 Oct
The Menhaden

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (71)
"Great staff "
The price is NZ$1,486
includes taxes & fees
26 Sept - 27 Sept
The Hedges Inn

Hartmans' Briney Breezes Beach Resort

2.5 star property
9.6 out of 10, Exceptional, (132)
"Property is beautiful and the staff and amenities were awesome. Would definitely stay here again!"
The price is NZ$575
includes taxes & fees
5 Oct - 6 Oct
Hartmans' Briney Breezes Beach Resort

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (341)
"Return visitor. Great stay."
The price is NZ$346
includes taxes & fees
6 Oct - 7 Oct
The Bentley Hotel Southampton
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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

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.

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 Erisa Dilo
Open Photo by Erisa Dilo

Top Shelter Island Heights Hotel Reviews

More cheap accommodation in Shelter Island Heights

More cheap accommodation 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 West Neck Guesthouse. 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?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : This holiday home rental outside of Shelter Island Heights offers an outdoor pool, a fireplace and a BBQ 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 1 hot tub so that you can immerse yourself in your holiday. 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 Sag Harbor Whaling and Historical Museum 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. 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?

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. A couple of other options that feature an on-site 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 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 55 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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Explore a world of travel with Expedia