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Top hotels in The Heights

The Chequit

The Chequit

3 out of 5
23 Grand Ave Shelter Island Heights NY
$167 nightly
The price is $191 total per night from Dec 13 to Dec 14
$191 total
Dec 13 - Dec 14
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and a coffee shop are also provided.
"We went for a nice weekend getaway and we were not disappointed. The room was really nice, the coffee shop was perfect for a morning latte and cup of coffee. We went to the bar and restaurant both days and the staff were absolutely amazing and professional and provided quality service. The food and ..."

Reviewed on Nov 8, 2026

Opens in a new windowThe Chequit
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$148 nightly
The price is $170 total per night from Nov 23 to Nov 24
$170 total
Nov 23 - Nov 24
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink ...
"Great location. The restaurant / bistro is very good. Try the salmon. Staff accommodating and helpful. Room and facilities were clean and inviting. Would stay again."

Reviewed on Nov 9, 2026

Opens in a new windowWater's Edge Resort & Spa
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
$126 nightly
The price is $144 total per night from Nov 28 to Nov 29
$144 total
Nov 28 - Nov 29
Total with taxes and fees
This hotel's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in ...
"A+++++"

Reviewed on Nov 10, 2026

Opens in a new windowThe Atlantic Hotel
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
$87 nightly
The price is $100 total per night from Dec 1 to Dec 2
$100 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...
Opens in a new windowPier Blue Inn Old Saybrook - Essex
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
$118 nightly
The price is $135 total per night from Nov 21 to Nov 22
$135 total
Nov 21 - Nov 22
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property ...
Opens in a new windowThe Bentley Hotel Southampton
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
$143 nightly
The price is $163 total per night from Dec 14 to Dec 15
$163 total
Dec 14 - Dec 15
Total with taxes and fees
A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a picnic area ...
Opens in a new windowZey Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$174 nightly
The price is $199 total per night from Dec 14 to Dec 15
$199 total
Dec 14 - Dec 15
Total with taxes and fees
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with ...
Opens in a new windowSound View Greenport
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
$299 nightly
The price is $344 total per night from Dec 7 to Dec 8
$344 total
Dec 7 - Dec 8
Total with taxes and fees
A full-service spa, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public ...
Opens in a new windowSaybrook Point Resort & Marina
Ocean Vista Resort

Ocean Vista Resort

2.5 out of 5
2136 Montauk Hwy Amagansett NY
A private beach and an indoor pool are featured at this hotel. Enjoy the sauna and perks like free self parking and free WiFi. A terrace, a garden, and a picnic ...
Opens in a new windowOcean Vista Resort
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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.

The Heights Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on The Heights area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near The Heights to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near The Heights are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent The Heights hotel reviews by fellow wanderers

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