Book Hotels in Dering Harbor, NY

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Oct 9 - Oct 11
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Top Dering Harbor hotels

The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
$144 nightly
The price is $165 total per night from Oct 13 to Oct 14
$165 total
Oct 13 - Oct 14
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 ...
"It’s really a Motel…but a big suite that can probably sleep 4-6 people. I didn’t even use 1/2 of the room. It would have been nice if they left some coffee for the morning. The hotel word is misleading."

Reviewed on Oct 7, 2026

Opens in a new windowThe Bentley Hotel Southampton
Ocean Vista Resort

Ocean Vista Resort

2.5 out of 5
2136 Montauk Hwy Amagansett NY
$127 nightly
The price is $145 total per night from Oct 21 to Oct 22
$145 total
Oct 21 - Oct 22
Total with taxes and fees
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 ...
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Reviewed on Oct 5, 2026

Opens in a new windowOcean Vista Resort
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $97 total per night from Nov 5 to Nov 6
$97 total
Nov 5 - Nov 6
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 ...
"I would not recommend this property. Very expensive -244- for a smelly room, one small packet of shampoo, stained mattress pad."

Reviewed on Oct 4, 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 refundable
$97 nightly
The price is $111 total per night from Nov 1 to Nov 2
$111 total
Nov 1 - Nov 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 ...
"The pool and pool room were too cold to use. Hotel has to remember to mzke these wsrm in colder months"

Reviewed on Oct 6, 2026

Opens in a new windowQuality Inn Old Saybrook - Westbrook
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$193 nightly
The price is $222 total per night from Nov 1 to Nov 2
$222 total
Nov 1 - Nov 2
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 ...
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
$111 nightly
The price is $127 total per night from Oct 28 to Oct 29
$127 total
Oct 28 - Oct 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 ...
Opens in a new windowThe Atlantic Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$190 nightly
The price is $217 total per night from Nov 4 to Nov 5
$217 total
Nov 4 - Nov 5
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
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
$169 nightly
The price is $193 total per night from Oct 21 to Oct 22
$193 total
Oct 21 - Oct 22
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
Faraway Sag Harbor

Faraway Sag Harbor

4 out of 5
31 West Water Street Sag Harbor NY
$450 nightly
The price is $515 total per night from Nov 2 to Nov 3
$515 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free valet parking and free WiFi. Free self parking, ...
Opens in a new windowFaraway Sag Harbor
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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.

Frequently asked questions

What are the top kid-friendly hotels in Dering Harbor?
From unique amenities to extra space, kid-friendly hotels are equipped with features that can help turn an everyday family vacation into an awesome one. These Dering Harbor options make traveling with children easy: The whole gang will enjoy their time at Shelter Island Chic. Free WiFi and clothes washing facilities are among the things that help make this place a popular option. Majestic Shelter Island retreat with three levels of living, just under an... is also a great choice. After a big day of exploring, come back home to your cozy room and perks like a king bed and a barbecue grill.
Where can I find cheap hotels in Dering Harbor?
At Travelocity you'll find really nice hotels in Dering Harbor at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Dering Harbor rather than in Dering Harbor. We may find you even better rates, too.
How do I find the best Dering Harbor hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Dering Harbor then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Dering Harbor?
The cheapest hotel in Dering Harbor is $97. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Dering Harbor?
There are 3,916 hotels in Dering Harbor on Travelocity.
What are the best hotels in Dering Harbor?
Dering Harbor has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Dering Harbor for you!
When is the best time to visit Dering Harbor?
If you want the joy of a fun-filled trip in peak season, visit Dering Harbor during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Dering Harbor?
Based on historic data is usually the cheapest month to visit Dering Harbor. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Dering Harbor?
There are multiple hotels in Dering Harbor that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Dering Harbor. We have plenty of kid-friendly hotels in Dering Harbor to choose from on Travelocity!
Why book a hotel in Dering Harbor through Travelocity?
Because we have the top hotels in Dering Harbor! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Dering Harbor on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Dering Harbor hotel reviews by fellow wanderers

The Hampton Maid

The Hampton Maid

5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"excellent stay...staff was friendly. will stay here again."
A verified traveler stayed at The Hampton Maid
The Hampton Maid

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