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Our top choices for Dering Harbor hotels

1. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (674 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
$159 nightly
The price is $182
Nov 15 - Nov 16
Total with taxes and fees
The Harbor Front Inn

2. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (187 reviews)
"Nicely renovated and enjoyable."
United States
Becky
$213 nightly
The price is $243
Dec 3 - Dec 4
Total with taxes and fees
Silver Sands Motel & Beach Bungalows

3. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (444 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
$152 nightly
The price is $174
Nov 23 - Nov 24
Total with taxes and fees
Zey Hotel

4. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (76 reviews)
"Friendly staff , Unique property."
United States
Patrick
$166 nightly
The price is $190
Dec 2 - Dec 3
Total with taxes and fees
The Chequit

5. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (766 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
$169 nightly
The price is $193
Dec 7 - Dec 8
Total with taxes and fees
Sound View Greenport

6. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
$210 nightly
The price is $237
Nov 22 - Nov 23
Total with taxes and fees
The Shoals Suites and Slips

7. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (301 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
$225 nightly
The price is $257
Dec 6 - Dec 7
Total with taxes and fees
Oyster Estate

8. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
$269 nightly
The price is $307
Nov 30 - Dec 1
Total with taxes and fees
Cliffside Resort Condominiums

9. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (196 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
$291 nightly
The price is $326
Dec 6 - Dec 7
Total with taxes and fees
The Menhaden

10. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
$185 nightly
The price is $211
Nov 9 - Nov 10
Total with taxes and fees
House on Chase Creek

11. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (686 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
$219 nightly
The price is $250
Nov 8 - Nov 9
Total with taxes and fees
Sag Harbor Inn

12. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
$286 nightly
The price is $327
Nov 10 - Nov 11
Total with taxes and fees
American Beech Hotel

13. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
$303 nightly
The price is $346
Dec 7 - Dec 8
Total with taxes and fees
Faraway Sag Harbor

14. Motel 6 Old Saybrook, CT

Motel 6 Old Saybrook, CT
2.0 star property
Old Saybrook
6.8 out of 10, (955 reviews)
"If you want a third world experience next to the railroad this is your place!"
United States
David
$63 nightly
The price is $73
Nov 10 - Nov 11
Total with taxes and fees
Motel 6 Old Saybrook, CT

15. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,006 reviews)
"Staff was friendly. Grounds very well kept. But rooms are very dated."
United States
Kevin
$86 nightly
The price is $99
Dec 1 - Dec 2
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex

16. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (347 reviews)
"Loved this place. Perfect for a one night stay. What I loved most though, was how clean and fresh the linens were."
United States
Kalev
$78 nightly
The price is $90
Nov 8 - Nov 9
Total with taxes and fees
Clinton Motel

17. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
$303 nightly
The price is $347
Nov 8 - Nov 9
Total with taxes and fees
North Fork Resort

18. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,003 reviews)
"The staff gave us good recommendations for places to eat and things to do"
United States
Susan
$97 nightly
The price is $111
Nov 29 - Nov 30
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook

19. Seven - A Resort Style Inn

Seven - A Resort Style Inn
2.0 star property
Shelter Island Heights
$423 nightly
The price is $483
Nov 24 - Nov 25
Total with taxes and fees
Seven - A Resort Style Inn

20. East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (351 reviews)
"the place is great. the location was excellent for the film festival. The room itself was very roomy clean cute little balcony. I will book it again for the festival."
United States
Tina
$182 nightly
The price is $208
Dec 3 - Dec 4
Total with taxes and fees
East Hampton House Resort
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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Frequently asked questions

What is the best area to stay in Dering Harbor?
The best area to stay in Dering Harbor is directly within the village itself, particularly around North Ferry Road and Harbor Road, which offers the most convenient access and a pleasant experience.

This area centers around the Dering Harbor Yacht Club and the adjacent marina, providing scenic views of the water and easy access to boating activities. The village is small and residential, characterized by well-maintained homes and a quiet atmosphere, making it ideal for those seeking relaxation.

Couples looking for a tranquil escape will find Dering Harbor appealing. The serene environment, coupled with opportunities for leisurely strolls along the harbor and enjoying waterfront dining, creates a relaxing setting.
When is the best time to go to Dering Harbor?
The best time to go to Dering Harbor is during the summer months, from June to August, when the weather is ideal for outdoor activities and the area is fully operational.

During this period, you can expect warm temperatures and plenty of sunshine, superb for enjoying the harbor and nearby beaches. Most of the local shops, restaurants, and recreational facilities are open and bustling. This season is particularly appealing to families and couples looking for a classic summer getaway with opportunities for boating, swimming, and dining al fresco.

The shoulder seasons of late spring (May) and early autumn (September to early October) also offer pleasant weather and a more relaxed atmosphere with fewer crowds. While some establishments might have reduced hours, you'll still find plenty to do, and the scenery is particularly beautiful with spring blooms or fall foliage.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Dering Harbor.
How much is the nightly rate at a Dering Harbor hotel?
Prices for hotels in Dering Harbor often vary, but you can find a great deal from $99 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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