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Sep 5 - Sep 6
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Our top choices for Dering Harbor hotels

Exterior
Restaurant
Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking | Premium bedding, minibar, soundproofing, iron/ironing board (on request)
Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only) | Premium bedding, minibar, soundproofing, iron/ironing board (on request)

1. Zey Hotel

Zey Hotel
Greenport
United States
Renee
￥26,369
￥30,127 total
includes taxes & fees
Sep 15 - Sep 16
Zey Hotel
Suite, 1 Bedroom, Terrace, Harbor View | Terrace/patio
Suite, 1 Bedroom, Terrace, Harbor View | Frette Italian sheets, premium bedding, down comforters, pillowtop beds
Studio (Suite, King) | Frette Italian sheets, premium bedding, down comforters, pillowtop beds
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers

2. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Michael
￥37,392
￥47,183 total
includes taxes & fees
Oct 4 - Oct 5
The Harbor Front Inn
Property entrance
Lobby
Sundeck
Breakfast served

3. The Menhaden

The Menhaden
Greenport
United States
Lisa
￥61,741
￥76,788 total
includes taxes & fees
Sep 13 - Sep 14
The Menhaden
Terrace/patio
View from property
Bar (on property)
Reception

4. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
￥48,566
￥61,737 total
includes taxes & fees
Sep 21 - Sep 22
American Beech Hotel
Outdoor dining
Superior King | Frette Italian sheets, premium bedding, Tempur-Pedic beds
Frette Italian sheets, premium bedding, Tempur-Pedic beds
Frette Italian sheets, premium bedding, Tempur-Pedic beds

5. The Chequit

The Chequit
The Heights
United States
Kristin
￥30,082
￥34,368 total
includes taxes & fees
Oct 4 - Oct 5
The Chequit
Seasonal outdoor pool, open 9:00 AM to 8:30 PM, pool umbrellas
Restaurant
Lobby
Exterior

6. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
￥49,453
￥62,308 total
includes taxes & fees
Oct 5 - Oct 6
Oyster Estate
Terrace/patio
Premium bedding, iron/ironing board, WiFi (free), individually furnished
Seasonal outdoor pool, pool umbrellas, sun loungers
Breakfast, lunch and dinner served

7. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
￥83,188
￥104,548 total
includes taxes & fees
Sep 7 - Sep 8
The Pridwin Hotel
View from property
Property grounds
Exterior
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

8. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
￥33,640
￥38,434 total
includes taxes & fees
Oct 5 - Oct 6
House on Chase Creek
Beach bar
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Waterfront Beach Shack Studio | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Outdoor spa tub

9. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sirikhwan
￥45,159
￥51,595 total
includes taxes & fees
Oct 7 - Oct 8
Silver Sands Motel & Beach Bungalows
Outdoor dining
Room, 1 King Bed | Premium bedding, minibar, soundproofing, iron/ironing board
Exterior detail
Exterior

10. Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
Greenport
United States
Ecaterini
Stirling House Bed & Breakfast
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, WiFi (free), bed sheets
Suite, 1 King Bed, Kitchenette (Living Room) | Living room | Flat-screen TV
Property grounds
Beach nearby

11. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
￥48,988
￥55,970 total
includes taxes & fees
Sep 7 - Sep 8
West Neck Guesthouse
Front of property - evening/night
Terrace/patio
Property amenity
Bar (on property)

12. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
￥31,447
￥35,927 total
includes taxes & fees
Oct 4 - Oct 5
Shelter Island House
Condo | Terrace/patio
Condo | 2 bedrooms, iron/ironing board, WiFi (free), individually decorated
Condo | 2 bedrooms, iron/ironing board, WiFi (free), individually decorated
Flat-screen TV

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
￥45,608
￥66,037 total
includes taxes & fees
Sep 27 - Sep 28
Cliffside Resort Condominiums
Resort view
Yoga
Lunch, dinner and brunch served
Terrace/patio

14. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
￥41,593
￥60,910 total
includes taxes & fees
Sep 28 - Sep 29
Sound View Greenport
Flat-screen TV
Balcony
Premium Tent, 1 Queen Bed | WiFi (free), bed sheets
Coffee/tea maker, fridge, microwave

15. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
￥46,860
￥53,537 total
includes taxes & fees
Sep 7 - Sep 8
North Fork Resort
Exterior
Front of property
Terrace King | Premium bedding, down comforters, laptop workspace
The Shoals Grand Suite | Private kitchen | Espresso maker, eco-friendly cleaning products, paper towels

16. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
￥31,538
￥39,940 total
includes taxes & fees
Oct 1 - Oct 2
The Shoals Suites and Slips
Lobby
Desk, laptop workspace, blackout drapes, iron/ironing board
Lobby sitting area
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Theresa
￥15,806
￥18,177 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Old Saybrook - Westbrook
Property grounds
Cribs (free), rollaway beds (surcharge), WiFi (free), bed sheets
Free self parking
Seasonal outdoor pool

18. Clinton Motel

Clinton Motel
Clinton
United States
Selena
￥12,188
￥14,016 total
includes taxes & fees
Sep 7 - Sep 8
Clinton Motel
Property grounds
Desk, iron/ironing board, WiFi (free), bed sheets
Property grounds
Exterior

19. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Carolyn
￥13,332
￥15,332 total
includes taxes & fees
Sep 8 - Sep 9
Pier Blue Inn Old Saybrook - Essex
Exterior
Exterior
Room, 1 King Bed | WiFi (free), bed sheets
Double Room, 2 Double Beds | WiFi (free), bed sheets

20. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
Clinton
United States
Steven
￥10,782
￥12,399 total
includes taxes & fees
Sep 21 - Sep 22
Lamplighter Motel - Clinton, Connecticut
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Top Dering Harbor Hotel Reviews

Sag Harbor Inn

Sag Harbor Inn

10/10 Excellent
"Sag Harbor Inn was located in a beautiful spot and close to shops and restaurants. This was an excellent choice."
Elgloria 2-night trip
Posted 1 hour ago
Sag Harbor Inn
Zey Hotel

Zey Hotel

10/10 Excellent
"The manager, James was so helpful during our stay. We loved that there was parking and a lovely home base during our getaway in Greenport. We loved the Zen feel, garden and lounge where we could read and relax during our stay. Our room was cozy and cool!"
Victoria 2-night trip
Posted 4 hours ago
Zey Hotel
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Restaurant was exceptional"
Ruby 2-night trip
Posted 1 day ago
The Hampton Maid
Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"The property was beautiful. We can’t wait to go back!"
Jessica 1-night trip
Posted 1 day ago
Hampton's Vacation Inn
North Fork Resort

North Fork Resort

8/10 Good
"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"
Katherine 2-night trip
Posted 3 days ago
North Fork Resort
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."
Claudia 3-night trip
Posted 4 days ago
Faraway Sag Harbor
Shorewood Inn

Shorewood Inn

10/10 Excellent
"Staff was very nice and accommodating. Room was nice and clean and they had a nice little breakfast with bagels, yogurt,fruit and coffee."
Jill 1-night trip
Posted 6 days ago
Shorewood Inn
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Loved everything about our stay!"
Melissa 2-night trip
Posted 6 days ago
The Shoals Suites and Slips

More cheap stays in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
￥13,332
￥15,332 total
Sep 8 - Sep 9
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Shorewood Inn

Shorewood Inn

1399 Main Rd Riverhead NY
￥13,477
￥15,396 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very Good! (808 reviews)
Shorewood Inn
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT
￥15,806
￥18,177 total
Sep 27 - Sep 28
includes taxes & fees
Quality Inn Old Saybrook - Westbrook
Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
￥19,337
￥22,092 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (395 reviews)
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
￥18,633
￥25,195 total
Oct 1 - Oct 2
includes taxes & fees
The Atlantic Hotel
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
￥40,783
￥46,595 total
Sep 8 - Sep 9
includes taxes & fees
9.2/10 Wonderful! (774 reviews)
The Hampton Maid

Frequently asked questions

Where is the best place to stay in Dering Harbor?
Sound View Greenport, located 2.6 mi (4.2 km) from the heart of Dering Harbor, is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Pier Blue Inn Old Saybrook - Essex and The Atlantic Hotel. See all available top hotels, or vacation rentals in Dering Harbor.
What are some of the best vacation rentals in Dering Harbor?
Beach House: This vacation home rental outside of Dering Harbor is located near the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Dering Harbor.
If I need to cancel my hotel reservation in Dering Harbor, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Dering Harbor.
Where can I learn more about changing or cancelling my trip to Dering Harbor?
To access more information about updating your trip to Dering Harbor or cancelling it, head over to our customer service page.
What's it like to stay in Dering Harbor?
Those traveling to Dering Harbor are sure to enjoy the sights to see and things to do. There are 3983 hotels and other accommodations in the surrounding area. Find out more about Dering Harbor.
What are the top places to visit in Dering Harbor?
Places to visit in the wider area include Greenport Carousel, Sunset Beach, and Kontokosta Winery. You'll also find 67 Steps Beach and Orient Beach State Park in the area. Check out what more to see and do in Expedia's Dering Harbor guide.
What's the weather like in Dering Harbor?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Dering Harbor is 57 inches.

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