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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
$408 nightly
The price is $466 total per night from Jun 28 to Jun 29
$466 total
Jun 28 - Jun 29
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 ...
"Was not sure at first but We we’re incredibly pleased with the accommodations, Spacious and clean, the view from the gas station was not understandably desirable but did not affect why we were there..US Open My saddest response to this was my stuffed animal dog I have been taking EVERYWHERE since ..."

Reviewed on Jun 18, 2026

Opens in a new windowThe Bentley Hotel Southampton
House on Chase Creek

House on Chase Creek

2.5 out of 5
3 Locust Avenue Shelter Island Heights NY
$276 nightly
The price is $315 total per night from Jun 22 to Jun 23
$315 total
Jun 22 - Jun 23
Total with taxes and fees
Free self parking is available and the guesthouse's front desk is staffed around-the-clock. WiFi in public areas is free. A terrace, a garden, and luggage storage ...
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."

Reviewed on May 11, 2026

Opens in a new windowHouse on Chase Creek
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
$180 nightly
The price is $206 total per night from Jun 23 to Jun 24
$206 total
Jun 23 - Jun 24
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 ...
"Great!!"

Reviewed on Jun 18, 2026

Opens in a new windowZey Hotel
The Hampton Maid

The Hampton Maid

2.5 out of 5
259 E Montauk Hwy Hampton Bays NY
$392 nightly
The price is $447 total per night from Jul 6 to Jul 7
$447 total
Jul 6 - Jul 7
Total with taxes and fees
This motel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
"stayed with my boyfriend and we wished we stayed longer than one night! gorgeous little place. the rooms were spotless and the pool was so nice to lounge by! We will be staying again."

Reviewed on Jun 17, 2026

Opens in a new windowThe Hampton Maid
The Chequit

The Chequit

3 out of 5
23 Grand Ave Shelter Island Heights NY
$580 nightly
The price is $662 total per night from Jul 6 to Jul 7
$662 total
Jul 6 - Jul 7
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.
"A cozy room with great pillows and quiet. Perfect little place."

Reviewed on Oct 10, 2025

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
Fully refundableReserve now, pay when you stay
$364 nightly
The price is $419 total per night from Jun 30 to Jul 1
$419 total
Jun 30 - Jul 1
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 ...
"The spa was nice. The pool can be busy, but the beach side was calm."

Reviewed on Jun 16, 2026

Opens in a new windowWater's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$390 nightly
The price is $446 total per night from Jun 22 to Jun 23
$446 total
Jun 22 - Jun 23
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 ...
"Great"

Reviewed on Jun 1, 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
$114 nightly
The price is $131 total per night from Jun 28 to Jun 29
$131 total
Jun 28 - Jun 29
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 nice stay"

Reviewed on Jun 15, 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
$264 nightly
The price is $302 total per night from Jul 6 to Jul 7
$302 total
Jul 6 - Jul 7
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 ...
"Everything was great, except that the pool was not ready.And the continental breakfast could have been much better"

Reviewed on Jun 9, 2026

Opens in a new windowThe Atlantic Hotel
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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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

4 out of 5
Posted 11 hours ago
Travelocity Verified Review
"Was not sure at first but We we’re incredibly pleased with the accommodations, Spacious and clean, the view from the gas station was not understandably desirable but did not affect why we were there..US Open My saddest response to this was my stuffed animal dog I have been taking EVERYWHERE since my little Penny”s death, I have traveled with this little likeness of my Penny that I sadly left behind, clearly under the covers in the bed. I have traveled and taken and held onto this stuffed Dog on every trip as she had traveled with my husband and me everywhere I have called the Bentley, to no avail, to get this dear emotional support stuffed dog back to me To the house cleaning in room 39, 6/ "
A verified traveler stayed at The Bentley Hotel Southampton
The Bentley Hotel Southampton

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