The Heights Hotels, Shelter Island Heights

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Our top choices for The Heights hotels

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79 reviews)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is AU$178
includes taxes & fees
20 Jan - 21 Jan
House on Chase Creek

Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (301 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is AU$131
includes taxes & fees
20 Jan - 21 Jan
Clinton Motel

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (228 reviews)
"Would stay again. "
United States
pamela
The price is AU$112
includes taxes & fees
20 Jan - 21 Jan
Lamplighter Motel - Clinton, Connecticut

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
26.5 km from The Heights
7.2 out of 10, Good, (70 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is AU$237
includes taxes & fees
22 Jan - 23 Jan
Hampton Bays Hotel on Main

The Huntting Inn

The Huntting Inn
3.5 star property
19.4 km from The Heights
9.0 out of 10, Wonderful, (104 reviews)
"Staff and management was very welcoming!"
United States
Sanailer
The price is AU$752
includes taxes & fees
1 Feb - 2 Feb
The Huntting Inn

The Hampton Maid

The Hampton Maid
2.5 star property
24.7 km from The Heights
9.0 out of 10, Wonderful, (688 reviews)
"Great place to stay"
United States
Mitchell
The price is AU$592
includes taxes & fees
10 Feb - 11 Feb
The Hampton Maid

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
24.9 km from The Heights
9.8 out of 10, Exceptional, (60 reviews)
"Amazing property. Really enjoyed our stay."
United States
Dave
The price is AU$801
includes taxes & fees
22 Jan - 23 Jan
Canoe Place Inn and Cottages

Mill House Inn

Mill House Inn
5.0 star property
19.3 km from The Heights
9.0 out of 10, Wonderful, (77 reviews)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is AU$470
includes taxes & fees
25 Jan - 26 Jan
Mill House Inn

Journey East Hampton

Journey East Hampton
4.0 star property
20.7 km from The Heights
9.2 out of 10, Wonderful, (162 reviews)
"Amazing stay"
United States
Liana
The price is AU$347
includes taxes & fees
25 Jan - 26 Jan
Journey East Hampton

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
19.4 km from The Heights
9.8 out of 10, Exceptional, (162 reviews)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is AU$603
includes taxes & fees
20 Jan - 21 Jan
The 1770 House Restaurant & Inn

The Maidstone

The Maidstone
4.0 star property
19.5 km from The Heights
8.0 out of 10, Very good, (150 reviews)
"We had a wonderful stay "
United States
Sabrina
The price is AU$289
includes taxes & fees
28 Jan - 29 Jan
The Maidstone

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
26.5 km from The Heights
7.8 out of 10, Good, (1,003 reviews)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is AU$154
includes taxes & fees
15 Feb - 16 Feb
Quality Inn Old Saybrook - Westbrook

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
23.3 km from The Heights
8.8 out of 10, Excellent, (1,002 reviews)
"Great place!"
United States
Laura
The price is AU$362
includes taxes & fees
1 Feb - 2 Feb
Water's Edge Resort & Spa

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
24.7 km from The Heights
10.0 out of 10, Exceptional, (1 review)
The price is AU$2,226
includes taxes & fees
22 Jan - 23 Jan
Canoe Place Waterfront Residences

The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (260 reviews)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (426 reviews)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is AU$190
includes taxes & fees
25 Jan - 26 Jan
The Bentley Hotel Southampton

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (1,000 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is AU$479
includes taxes & fees
9 Feb - 10 Feb
Saybrook Point Resort & Marina

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
23.3 km from The Heights
7.2 out of 10, Good, (466 reviews)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is AU$115
includes taxes & fees
25 Jan - 26 Jan
Econo Lodge Inn & Suites Old Saybrook Westbrook

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
2.4 km from The Heights
8.8 out of 10, Excellent, (562 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is AU$272
includes taxes & fees
21 Jan - 22 Jan
The Harbor Front Inn

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
2.3 km from The Heights
9.8 out of 10, Exceptional, (144 reviews)
"Everything was excellent, best hotel on the north fork. "
United States
Dan
The price is AU$372
includes taxes & fees
23 Jan - 24 Jan
Silver Sands Motel & Beach Bungalows
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.

Our guide on 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.

Top The Heights Hotel Reviews

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 Expedia customer reviews, House on Chase Creek is the highest ranked property in The Heights. This guest house offers free parking and free WiFi.
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 13 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.