A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights hotels from HK$606

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This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Shelter Island Heights hotels

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

1. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (76 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is HK$1,419
HK$1,621 total
includes taxes & fees
3 Dec - 4 Dec
The Chequit
A serene landscape with a calm body of water reflecting trees with autumn foliage.

2. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is HK$1,451
HK$1,657 total
includes taxes & fees
9 Nov - 10 Nov
House on Chase Creek
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (187 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is HK$1,961
HK$2,241 total
includes taxes & fees
1 Dec - 2 Dec
Silver Sands Motel & Beach Bungalows
The entrance to The Harbor Front Inn with a double door and the address number 209.

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (674 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is HK$1,080
HK$1,458 total
includes taxes & fees
18 Nov - 19 Nov
The Harbor Front Inn
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

5. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (195 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is HK$2,167
HK$2,789 total
includes taxes & fees
3 Dec - 4 Dec
The Menhaden
A two-story house with a balcony, outdoor seating area, and a variety of plants.

6. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (443 reviews)
"Great locationā€¦thoroughly enjoyed our time."
United States
Renee
The price is HK$1,271
HK$1,452 total
includes taxes & fees
4 Nov - 5 Nov
Zey Hotel
A cozy interior with a bar area, seating, and a fireplace.

7. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (301 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is HK$1,475
HK$1,859 total
includes taxes & fees
15 Nov - 16 Nov
Oyster Estate
A modern interior with a central water feature, shelves with products, and a clothing rack.

8. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is HK$1,968
HK$2,562 total
includes taxes & fees
4 Nov - 5 Nov
American Beech Hotel
A spacious room with wicker furniture, large windows, and a view of the sea.

9. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (764 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is HK$1,196
HK$1,591 total
includes taxes & fees
16 Nov - 17 Nov
Sound View Greenport
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

10. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is HK$1,455
HK$1,859 total
includes taxes & fees
3 Dec - 4 Dec
The Shoals Suites and Slips
A modern house with a deck, outdoor seating, and a fire pit.

11. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (72 reviews)
"Everything was perfect šŸ’ž"
United States
Altynai
The price is HK$2,521
HK$2,880 total
includes taxes & fees
4 Nov - 5 Nov
North Fork Resort
A balcony with a view of the ocean, a lawn, and a house in the background.

12. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is HK$1,326
HK$2,386 total
includes taxes & fees
15 Nov - 16 Nov
Cliffside Resort Condominiums
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

13. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (684 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is HK$1,718
HK$1,963 total
includes taxes & fees
4 Nov - 5 Nov
Sag Harbor Inn
A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.

14. Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,003 reviews)
"Great location, great service."
United States
Julian
The price is HK$1,169
HK$1,335 total
includes taxes & fees
29 Nov - 30 Nov
Hyatt Place Long Island East End
A pool area with umbrellas, potted plants, and a pathway leading to a building.

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is HK$2,506
HK$3,150 total
includes taxes & fees
16 Nov - 17 Nov
Faraway Sag Harbor
A marina with boats docked, a fire pit table, and outdoor seating.

16. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,003 reviews)
"Location was amazing and restaurant was great"
United States
Jenny
The price is HK$2,189
HK$2,792 total
includes taxes & fees
4 Nov - 5 Nov
Saybrook Point Resort & Marina
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

17. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (295 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is HK$1,741
HK$2,303 total
includes taxes & fees
2 Dec - 3 Dec
The Sagaponack
A patio area with outdoor seating, a gazebo, and flags.

18. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.8 out of 10, Exceptional, (1,004 reviews)
"Beautiful property overlooking the water with delicious breakfast every morning. Loved our stay there!"
United States
Margarita
The price is HK$1,247
HK$1,434 total
includes taxes & fees
1 Dec - 2 Dec
Inn at Harbor Hill Marina
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

19. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,004 reviews)
"The staff gave us good recommendations for places to eat and things to do"
United States
Susan
The price is HK$760
HK$874 total
includes taxes & fees
29 Nov - 30 Nov
Quality Inn Old Saybrook - Westbrook
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

20. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (615 reviews)
"great spot to stay,"
United States
Armando
The price is HK$1,121
HK$1,280 total
includes taxes & fees
15 Nov - 16 Nov
The Bentley Hotel Southampton
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 for the activities you enjoy most.
A calm lake reflecting trees and a clear sky.
Photo by Erisa Dilo
Open Photo by Erisa Dilo

The Heights

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

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

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.

Stay near popular Shelter Island Heights attractions

Crescent Beach

9.4/10 (13 reviews)
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
See properties

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
A pebbled beach with a sunset and a distant bridge.

Top Shelter Island Heights Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Very well designed"
Alexander 2-night trip
Posted 8 hours ago
Sound View Greenport

More cheap stays in Shelter Island Heights

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
The price is HK$527 per night from 5 Nov to 6 Nov
HK$527
HK$606 total
5 Nov - 6 Nov
includes taxes & fees

Hotels in Shelter Island Heights with star-rating

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Chequit is one of the top choices for your stay based on our traveller data. This hotel offers a restaurant and free parking. The Pridwin Hotel is another good option for your stay. 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?
Unobstructed Ocean Views ! A Beautiful Montauk Getaway: This holiday home rental outside of Shelter Island Heights is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. 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 East End Seaport Maritime Museum and Railroad Museum of Long Island 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. SEVEN - Shelter Island Guest House is another good option if you're bringing your pet along. 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 WiFi. 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. 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 43 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 21Ā°C, while the coldest months are January and February, with an average of 3Ā°C. Average annual precipitation for Shelter Island Heights is 1452 mm.

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