Search Hotels in The Heights, Shelter Island Heights
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Our top choices for The Heights hotels
1. House on Chase Creek
House on Chase CreekThe Heights
9.4 out of 10, Exceptional, (86 reviews)
"We had such an amazing stay! The house was beautiful, comfortable, and very clean. It is an easy walk to grab a great cup of coffee, which we loved. One of our favorite parts was sitting on the two Adirondack chairs on the water.
The owner could not have been nicer and had great restaurant recommendations. We really loved it and will absolutely rebook soon!"
Jeanine
The price is ฿8,107
฿9,263 total
includes taxes & fees
8 Sept - 9 Sept
2. The Chequit
The ChequitThe Heights
9.0 out of 10, Wonderful, (47 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
Kristin
The price is ฿9,652
฿11,027 total
includes taxes & fees
8 Sept - 9 Sept
3. The Pridwin Hotel
The Pridwin Hotel2 km from The Heights
9.6 out of 10, Exceptional, (105 reviews)
"Stunning hotel! Will def stay again!"
Anna
The price is ฿18,600
฿23,376 total
includes taxes & fees
8 Sept - 9 Sept
4. Shelter Island House
Shelter Island House0.9 km from The Heights
8.4 out of 10, Very good, (63 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."
Dorothy
The price is ฿10,435
฿11,922 total
includes taxes & fees
17 Aug - 18 Aug
6. The Menhaden
The Menhaden2.4 km from The Heights
9.6 out of 10, Exceptional, (189 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
Lisa
The price is ฿17,393
฿21,192 total
includes taxes & fees
30 Aug - 31 Aug
7. The Harbor Front Inn
The Harbor Front Inn2.4 km from The Heights
8.8 out of 10, Excellent, (638 reviews)
"Very nice property/staff and a great location"
David
The price is ฿9,115
฿12,111 total
includes taxes & fees
8 Sept - 9 Sept
8. West Neck Guesthouse
West Neck Guesthouse0.6 km from The Heights
8.2 out of 10, Very good, (43 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!"
Allie
The price is ฿10,345
฿11,819 total
includes taxes & fees
17 Aug - 18 Aug
9. Oyster Estate
Oyster Estate2.5 km from The Heights
9.2 out of 10, Wonderful, (284 reviews)
"Great location, great hotel, great staff! "
Jenny
The price is ฿11,202
฿14,114 total
includes taxes & fees
7 Sept - 8 Sept
10. Cliffside Resort Condominiums
Cliffside Resort Condominiums3.5 km from The Heights
9.0 out of 10, Wonderful, (281 reviews)
"Great place!"
Christine
The price is ฿10,113
฿14,496 total
includes taxes & fees
9 Sept - 10 Sept
11. The Shoals Suites and Slips
The Shoals Suites and Slips4 km from The Heights
9.4 out of 10, Exceptional, (314 reviews)
"Great stay"
Connor
The price is ฿9,595
฿11,787 total
includes taxes & fees
1 Sept - 2 Sept
12. American Beech Hotel
American Beech Hotel2.6 km from The Heights
9.0 out of 10, Wonderful, (205 reviews)
"The hotel doesn’t reception doesn’t open till 9am. For early risers we had to leave the hotel just to get coffee. 9am is unheard of for a hotel"
kerri
The price is ฿13,027
฿16,203 total
includes taxes & fees
7 Sept - 8 Sept
13. Sound View Greenport
Sound View Greenport3.8 km from The Heights
8.4 out of 10, Very good, (685 reviews)
"Great in town getaway"
Yveline
The price is ฿9,274
฿13,423 total
includes taxes & fees
9 Sept - 10 Sept
14. North Fork Resort
North Fork Resort3.4 km from The Heights
9.4 out of 10, Exceptional, (45 reviews)
"This is the most thoughtfully designed and maintained hotel
Everything was excellent"
Lisa
The price is ฿10,602
฿12,113 total
includes taxes & fees
7 Sept - 8 Sept
15. Sag Harbor Inn
Sag Harbor Inn10 km from The Heights
9.4 out of 10, Exceptional, (656 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
Christopher
The price is ฿15,509
฿17,719 total
includes taxes & fees
7 Sept - 8 Sept
16. Arbor View House B&B
Arbor View House B&B5.3 km from The Heights
9.4 out of 10, Exceptional, (16 reviews)
"Wonderful stay! Will definitely be back!"
Lekecia
The price is ฿20,069
฿23,640 total
includes taxes & fees
3 Sept - 4 Sept
17. Faraway Sag Harbor
Faraway Sag Harbor10.1 km from The Heights
9.0 out of 10, Wonderful, (300 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
Michael
The price is ฿30,555
฿38,400 total
includes taxes & fees
7 Sept - 8 Sept
18. Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex23.3 km from The Heights
8.0 out of 10, Very good, (1,000 reviews)
"It was a very nice hotel. The room was clean and comfortable, the staff was friendly, and the location was convenient. We had a great stay and really enjoyed our time there."
Egor
The price is ฿3,370
฿3,875 total
includes taxes & fees
23 Aug - 24 Aug
19. Saybrook Point Resort & Marina
Saybrook Point Resort & Marina22.6 km from The Heights
9.6 out of 10, Exceptional, (1,013 reviews)
"Beautiful resort!! Great location! Rooms were spacious, comfortable and very clean! Restaurant a must do!"
Marilyn
The price is ฿12,176
฿15,157 total
includes taxes & fees
3 Sept - 4 Sept
20. Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook26.5 km from The Heights
7.8 out of 10, Good, (1,012 reviews)
"Very friendly staff, easy parking, great breakfast, and clean towels and beds made daily. Great place to stay."
John
The price is ฿3,338
฿3,838 total
includes taxes & fees
31 Aug - 1 Sept
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.
Where to stay in The Heights
Find the best The Heights areas for the activities you enjoy most.
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.
