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Shelter Island Heights Hotel Guide. Hotels in The Heights, Shelter Island Heights, United States of America

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Check prices for these dates

This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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Our top choices for The Heights hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.

1. The Chequit

The Chequit
3.0 star property
The Heights
9.2 out of 10, Wonderful, (62 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is €208
includes taxes & fees
4 Oct - 5 Oct
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, (86 reviews)
"Nice owner.. convenient location"
United States
Calvin
The price is €215
includes taxes & fees
6 Oct - 7 Oct
House on Chase Creek
A two-story house with a balcony, outdoor seating area, and a variety of plants.

3. Zey Hotel

Zey Hotel
3.5 star property
2.7 km from The Heights
9.2 out of 10, Wonderful, (409 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is €168
includes taxes & fees
27 Sept - 28 Sept
Zey Hotel
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
2.3 km from The Heights
10.0 out of 10, Exceptional, (170 reviews)
"Excellent stay. The room was clean and stylish. Can’t wait to come back"
United States
Sarah
The price is €324
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
2.4 km from The Heights
9.0 out of 10, Wonderful, (659 reviews)
"Great location"
United States
Jordan
The price is €250
includes taxes & fees
25 Oct - 26 Oct
The Harbor Front Inn

6. Shelter Island House

Shelter Island House
3.5 star property
0.9 km from The Heights
8.4 out of 10, Very good, (66 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is €201
includes taxes & fees
7 Oct - 8 Oct
Shelter Island House
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

7. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
4 km from The Heights
9.4 out of 10, Exceptional, (342 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is €223
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

8. American Beech Hotel

American Beech Hotel
3.5 star property
2.6 km from The Heights
9.0 out of 10, Wonderful, (207 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is €265
includes taxes & fees
1 Oct - 2 Oct
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
3.8 km from The Heights
8.4 out of 10, Very good, (737 reviews)
"Great one night stay."
United States
Irene
The price is €276
includes taxes & fees
25 Oct - 26 Oct
Sound View Greenport
A bedroom with a bed, bedside tables, a lamp, a window, and a door.

10. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
0.6 km from The Heights
8.2 out of 10, Very good, (46 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is €315
includes taxes & fees
1 Oct - 2 Oct
West Neck Guesthouse
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

11. The Menhaden

The Menhaden
3.5 star property
2.4 km from The Heights
9.6 out of 10, Exceptional, (191 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is €368
includes taxes & fees
29 Sept - 30 Sept
The Menhaden
A poolside area with lounge chairs and yellow umbrellas.

12. Oyster Estate

Oyster Estate
4.0 star property
2.5 km from The Heights
9.2 out of 10, Wonderful, (291 reviews)
"Clean, great amenities, and friendly staff!"
United States
Elizabeth
The price is €350
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate
A modern house with a deck, outdoor seating, and a fire pit.

13. North Fork Resort

North Fork Resort
3.0 star property
3.4 km from The Heights
9.6 out of 10, Exceptional, (57 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is €274
includes taxes & fees
25 Oct - 26 Oct
North Fork Resort

14. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
3.5 km from The Heights
9.0 out of 10, Wonderful, (294 reviews)
"Great place!"
United States
Christine
The price is €375
includes taxes & fees
25 Oct - 26 Oct
Cliffside Resort Condominiums
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

15. Hamlet Inn

Hamlet Inn
2.0 star property
23.1 km from The Heights
8.6 out of 10, Excellent, (507 reviews)
"I loved staying here! Great location, great rooms, and the woman who runs it (Denise?) is so incredibly helpful in directing guests to the best beaches, restaurants, least traffic routes, activities. Will stay here many times in the future!"
United States
Thomas
The price is €143
includes taxes & fees
27 Sept - 28 Sept
Hamlet Inn
A sign for Pier Blue Guesthouse with a logo and name.

16. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
23.3 km from The Heights
8.0 out of 10, Very good, (1,004 reviews)
"Nice room,"
United States
Russell
The price is €82
includes taxes & fees
29 Sept - 30 Sept
Pier Blue Inn Old Saybrook - Essex
A waterfront property with a large house, multiple boats docked, and lush greenery.

17. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
10 km from The Heights
9.4 out of 10, Exceptional, (668 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is €323
includes taxes & fees
6 Oct - 7 Oct
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.

18. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
10.1 km from The Heights
9.0 out of 10, Wonderful, (308 reviews)
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
United States
Miguel
The price is €464
includes taxes & fees
6 Oct - 7 Oct
Faraway Sag Harbor
A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

19. Shorewood Inn

Shorewood Inn
2.5 star property
24.5 km from The Heights
8.4 out of 10, Very good, (820 reviews)
"Close to all , great for a night or 2- priced right"
United States
KAREN
The price is €85
includes taxes & fees
27 Sept - 28 Sept
Shorewood Inn
A parking lot with a building in the background.

20. Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (336 reviews)
"Hotel was clean and the staff was pleasant. The pool was wonderful! I would stay there again."
United States
Selena
The price is €79
includes taxes & fees
28 Sept - 29 Sept
Clinton Motel
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 The Heights

Find the best The Heights areas for the activities you enjoy most.
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.

Top The Heights Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"Lovely hotel, great location and lovely courtyard!"
Martina 1-night trip
Posted 10 hours ago
Zey Hotel

Frequently asked questions

What is The Heights like?
Guests are sure to enjoy their time checking out all that Shelter Island Heights's The Heights neighbourhood has to offer. Make sure that you visit Sunset Beach and Shelter Island Country Club as part of your The Heights travel plans.
Where is the best place to stay in The Heights?
Based on our traveller data, The Chequit is one of the top choices for your stay in The Heights. This hotel offers a restaurant and free parking.
How many hotels can I expect to find in the The Heights area?
If you're searching for places to stay in Shelter Island Heights, choose from one of Expedia's 12 hotels and other accommodation options in The Heights.
If I need to cancel my hotel reservation in The Heights, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer in The Heights.
What are the top things to see and do in The Heights?
A few attractions you might want to check out while you're in The Heights are Sunset Beach and Shelter Island Country Club. While you're out sightseeing, Sylvester Manor and Crescent Beach are a couple of additional sights to visit in Shelter Island Heights.