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Search Hotels in The Heights, Shelter Island Heights

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1 Jan - 2 Jan
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2 Jan - 3 Jan
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for The Heights hotels

View from property
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" 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 Rp1.736.888
Rp1.984.586 total
includes taxes & fees
6 Jan - 7 Jan
House on Chase Creek
Property grounds
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
25.4 km from The Heights
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is Rp1.301.040
Rp1.496.196 total
includes taxes & fees
2 Jan - 3 Jan
Clinton Motel
Garden
The Huntting Inn

The Huntting Inn

The Huntting Inn
3.5 star property
19.4 km from The Heights
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is Rp6.380.100
Rp7.455.960 total
includes taxes & fees
15 Jan - 16 Jan
The Huntting Inn
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages

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)
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main

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)
"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
Exterior
Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
24.6 km from The Heights
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
The price is Rp1.084.200
Rp1.246.830 total
includes taxes & fees
5 Jan - 6 Jan
Lamplighter Motel - Clinton, Connecticut
Exterior
Water's Edge Resort & Spa

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, (1004)
"Great place!"
United States
Laura
The price is Rp3.819.720
Rp4.680.408 total
includes taxes & fees
5 Jan - 6 Jan
Water's Edge Resort & Spa
Exterior
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
20.7 km from The Heights
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

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, (1001)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is Rp1.616.292
Rp1.858.736 total
includes taxes & fees
8 Jan - 9 Jan
Quality Inn Old Saybrook - Westbrook
Garden
The Maidstone

The Maidstone

The Maidstone
4.0 star property
19.5 km from The Heights
8.0 out of 10, Very good, (150)
"We had a wonderful stay "
United States
Sabrina
The price is Rp4.690.010
Rp5.358.336 total
includes taxes & fees
4 Jan - 5 Jan
The Maidstone
Front of property
Canoe Place Waterfront Residences

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)
The price is Rp24.102.600
Rp29.189.374 total
includes taxes & fees
2 Jan - 3 Jan
Canoe Place Waterfront Residences
Garden
The 1770 House Restaurant & Inn

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, (161)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is Rp4.182.510
Rp5.717.737 total
includes taxes & fees
4 Jan - 5 Jan
The 1770 House Restaurant & Inn
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (1007)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is Rp5.154.120
Rp6.344.238 total
includes taxes & fees
5 Jan - 6 Jan
Saybrook Point Resort & Marina
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (463)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is Rp1.118.060
Rp1.285.769 total
includes taxes & fees
8 Jan - 9 Jan
Econo Lodge Inn & Suites Old Saybrook Westbrook
Terrace/patio
Westbrook Inn B&B

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
24 km from The Heights
9.8 out of 10, Exceptional, (178)
"Our stay was amazing! All the staff were so accommodating and kind. The inn has a rustic charm and was so festive for the holidays! Rooms are a good size, clean, and have everything you need. The breakfast was delicious and they even had free tea/coffee/cookies for all guests to enjoy :) "
United States
Chewon
The price is Rp3.433.578
Rp3.811.213 total
includes taxes & fees
1 Feb - 2 Feb
Westbrook Inn B&B
Porch
Harpoon House

Harpoon House

Harpoon House
3.0 star property
21.6 km from The Heights
8.4 out of 10, Very good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House
Interior entrance
Vine & Sand

Vine & Sand

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

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
22.6 km from The Heights
9.6 out of 10, Exceptional, (415)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is Rp2.051.640
Rp2.360.678 total
includes taxes & fees
22 Jan - 23 Jan
The Bentley Hotel Southampton
Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
22 km from The Heights
8.6 out of 10, Excellent, (553)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is Rp3.336.000
Rp4.083.097 total
includes taxes & fees
2 Jan - 3 Jan
Southampton Inn
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
2.4 km from The Heights
8.8 out of 10, Excellent, (555)
"Room and staff were amazing. "
United States
Manuel
The price is Rp2.266.601
Rp3.068.572 total
includes taxes & fees
1 Feb - 2 Feb
The Harbor Front 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.
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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

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great check in experience. Very nice room"
Christopher 2-night trip
Posted 6 days ago
The Harbor Front Inn
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

10/10 Excellent
"Loved the 2 bar options on the property."
Jennifer 1-night trip
Posted 3 months ago
Hampton Bays Hotel on Main

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.