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Check prices for these dates

This weekend
24 July - 26 July
Next weekend
31 July - 2 Aug

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Our top choices for Dering Harbor hotels

Exterior

1. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (360 reviews)
"Great atmosphere, lovely hotel! We had a great time."
United States
Luis
The price is AU$398
includes taxes & fees
25 Aug - 26 Aug
Zey Hotel
Frette Italian sheets, premium bedding, down duvets, pillow-top beds

2. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (631 reviews)
"Very nice property/staff and a great location"
United States
David
The price is AU$714
includes taxes & fees
25 Aug - 26 Aug
The Harbor Front Inn
Resort view

3. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (667 reviews)
"Location was the best. Enjoyed using the pool. View from the room of the Long Island sound was incredible. We had dinner at Haylard restaurant. On the premises and it was delicious."
United States
rosemary
The price is AU$718
includes taxes & fees
25 Aug - 26 Aug
Sound View Greenport
Outdoor dining

4. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (42 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is AU$618
includes taxes & fees
28 July - 29 July
The Chequit
Flat-screen TV

5. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (36 reviews)
"Great stay & great staff!"
United States
James
The price is AU$817
includes taxes & fees
25 Aug - 26 Aug
North Fork Resort
Terrace/patio

6. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (94 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is AU$1,201
includes taxes & fees
24 Aug - 25 Aug
The Pridwin Hotel
Property entrance

7. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (185 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is AU$965
includes taxes & fees
26 July - 27 July
The Menhaden
Terrace/patio

8. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (203 reviews)
"The hotel doesn’t reception doesn’t open till 9am. For early risers we had to leave the hotel just to get coffee. 9am is unheard of for a hotel"
United States
kerri
The price is AU$826
includes taxes & fees
28 July - 29 July
American Beech Hotel
Exterior

9. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (301 reviews)
"It is a beautiful upscale property. The rooms are very comfortable & had all the amenities you needed. Very good location making it accessible for anything you wanted to do in the area."
United States
Sue
The price is AU$644
includes taxes & fees
25 Aug - 26 Aug
The Shoals Suites and Slips
Front of property – evening/night

10. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (61 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is AU$518
includes taxes & fees
25 Aug - 26 Aug
Shelter Island House
Condo | Terrace/patio

11. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (275 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
The price is AU$740
includes taxes & fees
30 July - 31 July
Cliffside Resort Condominiums
Deluxe Room, 1 King Bed

12. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (42 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is AU$514
includes taxes & fees
27 July - 28 July
West Neck Guesthouse
Beach bar

13. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (160 reviews)
"Amazing!"
United States
Joseph
Silver Sands Motel & Beach Bungalows
Property grounds

14. 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, (1,005 reviews)
"Friendly staff"
United States
Heather
The price is AU$159
includes taxes & fees
26 July - 27 July
Pier Blue Inn Old Saybrook - Essex
Property grounds

15. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (325 reviews)
"It was a nice motor lodge with chairs for sitting outside. There’s also a pool out back that was great."
United States
David
The price is AU$152
includes taxes & fees
24 Aug - 25 Aug
Clinton Motel
Lobby

16. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,007 reviews)
"Clean room , good breakfast"
United States
Fernando
The price is AU$195
includes taxes & fees
24 Aug - 25 Aug
Quality Inn Old Saybrook - Westbrook
Exterior

17. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (245 reviews)
"Staff was helpful. Place is quiet. Room was a little outdated."
United States
Samantha
The price is AU$130
includes taxes & fees
3 Aug - 4 Aug
Lamplighter Motel - Clinton, Connecticut
Desk, laptop workspace, iron/ironing board, rollaway beds

18. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (484 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is AU$133
includes taxes & fees
2 Aug - 3 Aug
Econo Lodge Inn & Suites Old Saybrook Westbrook
Desk, laptop workspace, iron/ironing board, free cots/infant beds

19. Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (936 reviews)
"Good area and served purpose for the price. Rooms could use some cosmetic updates."
United States
Stephanie
The price is AU$139
includes taxes & fees
26 July - 27 July
Super 8 by Wyndham Old Saybrook
Property grounds

20. Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (663 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is AU$129
includes taxes & fees
27 July - 28 July
Liberty Inn
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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Top Dering Harbor Hotel Reviews

Recent Reviews in Dering Harbor

North Fork Resort

North Fork Resort

10/10 Excellent
"We had an absolutely wonderful stay at this resort and the cottages exceeded our expectations. From the moment we arrived, we felt welcomed by the friendly and attentive staff, who made us feel right at home. The cottages were beautiful, spotless, and very comfortable, with everything we needed for a relaxing vacation. The entire property was well maintained, peaceful, and the perfect place to unwind and enjoy nature. We left with wonderful memories and can't wait to come back. We will definitely recommend this resort to our family and friends!"
Marina 4-night trip
Posted less than an hour ago
North Fork Resort

More cheap accommodation in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
The price is AU$159 per night from 26 July to 27 July
AU$159
26 July - 27 July
includes taxes & fees
8/10 Very good! (1,005 reviews)

Frequently asked questions

When is the best time to go to Dering Harbor?
The best time to visit Dering Harbor is during the summer months, from June to August, when the weather is warm and sunny, great for enjoying all the outdoor activities the area offers.

During this period, visitors can fully experience the charm of Dering Harbor, with its pleasant temperatures ideal for sailing, swimming, and exploring the local beaches. The days are long, allowing for extended outings and enjoying the natural beauty of the area.

Couples looking for a romantic getaway will find these months particularly appealing. They can enjoy sunset cruises, leisurely strolls along the waterfront, and dining at outdoor restaurants. The warm evenings provide a lovely setting for a relaxing break.

Families also benefit greatly from a summer visit. The calm waters are ideal for children to swim and play, and many local establishments cater to family-friendly activities.
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 cancelled 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 can I save on a hotel booking in Dering Harbor with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Dering Harbor hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Dering Harbor?
Prices for hotels in Dering Harbor often vary, but you can find a great deal from AU$130 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 our cheapest rates.

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