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Hotels in The 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 S$153
includes taxes & fees
14 Jan - 15 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, (300 reviews)
"Is good"
United States
Miguel
The price is S$113
includes taxes & fees
13 Jan - 14 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 S$96
includes taxes & fees
13 Jan - 14 Jan
Lamplighter Motel - Clinton, Connecticut

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, (1,002 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 S$143
includes taxes & fees
18 Jan - 19 Jan
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, (1,007 reviews)
"Great place!"
United States
Laura
The price is S$361
includes taxes & fees
13 Jan - 14 Jan
Water's Edge Resort & Spa

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (1,003 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is S$458
includes taxes & fees
22 Jan - 23 Jan
Saybrook Point Resort & Marina

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 Hampton Maid

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 S$99
includes taxes & fees
19 Jan - 20 Jan
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (69 reviews)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (419 reviews)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is S$178
includes taxes & fees
20 Jan - 21 Jan
The Bentley Hotel Southampton

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 S$609
includes taxes & fees
13 Jan - 14 Jan
The Huntting Inn

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 S$404
includes taxes & fees
14 Jan - 15 Jan
Mill House Inn

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
Canoe Place Inn and Cottages

The Captain Stannard

The Captain Stannard
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (259 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

Vine & Sand

Vine & Sand
3.0 star property
7.9 km from The Heights
9.6 out of 10, Exceptional, (13 reviews)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand

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 S$299
includes taxes & fees
18 Jan - 19 Jan
Journey East Hampton

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 S$1,915
includes taxes & fees
15 Jan - 16 Jan
Canoe Place Waterfront Residences

Harpoon House

Harpoon House
3.0 star property
21.6 km from The Heights
8.4 out of 10, Very good, (148 reviews)
"Great spot!"
United States
Keith
Harpoon House

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 S$234
includes taxes & fees
21 Jan - 22 Jan
The Harbor Front Inn

Southampton Inn

Southampton Inn
3.0 star property
22 km from The Heights
8.6 out of 10, Excellent, (553 reviews)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is S$315
includes taxes & fees
13 Jan - 14 Jan
Southampton Inn
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.

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.

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