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Top hotels in The Heights

The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Mar 1 to Mar 2
$154 total
Mar 1 - Mar 2
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 ...
The room was spacious and very clean.The hotel staff was very courteous and took care of your needs very quickly. Definitely will come back.

Reviewed on Feb 18, 2026

Opens in a new windowThe Bentley Hotel Southampton
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
$302 nightly
The price is $348 total per night from Mar 9 to Mar 10
$348 total
Mar 9 - Mar 10
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 ...
Staff were so welcoming, knowledgeable and helpful! Room was gorgeous with a perfect view of the marina and the light house; the fireplace and cozy chairs with blankets were great - best to enjoy with a cup of delicious coffee and cake - which we did! We had the best salmon and pork chop of our lives!!! ...

Reviewed on Feb 17, 2026

Opens in a new windowSaybrook Point Resort & Marina
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
$205 nightly
The price is $234 total per night from Feb 24 to Feb 25
$234 total
Feb 24 - Feb 25
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free self parking. Enjoy the free continental breakfast each morning. A fireplace in the lobby and luggage ...
Yes was clean and really wonderful. Comfortable bed too

Reviewed on Feb 16, 2026

Opens in a new windowSag Harbor Inn
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $281 total per night from Feb 24 to Feb 25
$281 total
Feb 24 - Feb 25
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 ...
Everything was wonderful Very nice staff Room was very clean Bed was comfy View was wonderful

Reviewed on Feb 21, 2026

Opens in a new windowWater's Edge Resort & Spa
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
$160 nightly
The price is $183 total per night from Mar 25 to Mar 26
$183 total
Mar 25 - Mar 26
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental ...
Fantastic stay. Excellent service. Perfect location. Wonderful breakfast.

Reviewed on Feb 23, 2026

Opens in a new windowThe Harbor Front Inn
The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
$180 nightly
The price is $201 total per night from Mar 24 to Mar 25
$201 total
Mar 24 - Mar 25
Total with taxes and fees
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A communal living room and luggage storage ...
The staff was wonderful. We stayed in the hotel suite which was a great side for two adults and two kids. Everything was very nicely upkept. It's a great location in the middle of many things to do, short drive away from the main town. My only complaint would be a bit of the street traffic noise ...

Reviewed on Jan 21, 2026

Opens in a new windowThe Sagaponack
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 Mar 25 to Mar 26
$199 total
Mar 25 - Mar 26
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 ...
Hotel complaints Extra unknown/ non-disclosed charges- 13 arrival and 15 checkout **there are more charges than shown in Expedia Rooms not matching pictures (told to have an ocean view when not the case) Some ice on road/ sidewalk (seen someone slip) Disappointing “continental” breakfast Parking ...

Reviewed on Feb 15, 2026

Opens in a new windowSound View Greenport
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$79 nightly
The price is $91 total per night from Feb 26 to Feb 27
$91 total
Feb 26 - Feb 27
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 ...
Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question.

Reviewed on Feb 22, 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from Mar 1 to Mar 2
$116 total
Mar 1 - Mar 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Clean room, good breakfast

Reviewed on Feb 18, 2026

Opens in a new windowQuality Inn Old Saybrook - Westbrook
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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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