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Dering Harbor Hotels

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Check prices for these dates

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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Our top choices for Dering Harbor hotels

A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

1. Sound View Greenport

Sound View Greenport
Greenport
United States
Christine
€202
includes taxes & fees
22 Nov - 23 Nov
Sound View Greenport
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A bar area with wooden bar stools and a bookshelf.
A kitchen counter with a bottle of wine, a glass, and a basket of snacks.

2. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Antrii
€186
includes taxes & fees
22 Nov - 23 Nov
The Harbor Front Inn
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A bar area with stools, a shelf with glasses, and decorative plants.
A restaurant with a signboard listing its hours of operation.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.

3. Zey Hotel

Zey Hotel
Greenport
United States
Renee
€185
includes taxes & fees
26 Oct - 27 Oct
Zey Hotel
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
An outdoor patio area with string lights, tables, chairs, and a fire pit.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.
A staircase with wooden balusters and a white wall.

4. The Chequit

The Chequit
The Heights
United States
Patrick
€182
includes taxes & fees
8 Nov - 9 Nov
The Chequit
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
A storefront with a sign reading "THE SHOALS".
A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

5. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Masayo
€211
includes taxes & fees
3 Nov - 4 Nov
The Shoals Suites and Slips
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A lakeside patio with outdoor seating and a view of the water.
Outdoor spa tub

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
€285
includes taxes & fees
3 Nov - 4 Nov
Silver Sands Motel & Beach Bungalows
Terrace/patio
Beach
Room
Living area

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
William
€271
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums
A serene landscape with a calm body of water reflecting trees with autumn foliage.
A sign for 'House on Chase Creek' with a duck illustration.
A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.
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
Tracey
€188
includes taxes & fees
2 Nov - 3 Nov
House on Chase Creek
Front of property – evening/night
Terrace/patio
Property amenity
Bar (on property)

9. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
€205
includes taxes & fees
25 Oct - 26 Oct
Shelter Island House
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A dining area with a round table, chairs, a vase, and a painting on the wall.
A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

10. Oyster Estate

Oyster Estate
Greenport
United States
Allison
€252
includes taxes & fees
26 Oct - 27 Oct
Oyster Estate
A modern interior with a central water feature, shelves with products, and a clothing rack.
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
An outdoor dining area with tables and chairs, string lights, and hanging lanterns.

11. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
€291
includes taxes & fees
5 Nov - 6 Nov
American Beech Hotel
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A waterfront property with a large house, multiple boats docked, and lush greenery.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A hotel lobby with a sofa, chairs, tables, and a large window.

12. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
€223
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.
A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.
A modern living room with a grey sofa, black and white patterned rug, and a coffee table.

13. The Menhaden

The Menhaden
Greenport
United States
Daniel
€370
includes taxes & fees
15 Nov - 16 Nov
The Menhaden
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A modern living room with a flat-screen TV, a dining area with a round table and chairs, a sofa with cushions, and a small side table with a lamp.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

14. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Armando
€137
includes taxes & fees
31 Oct - 1 Nov
The Bentley Hotel Southampton
A modern house with a deck, outdoor seating, and a fire pit.
A modern living room with a sofa, a dining table, and a kitchen area in the background.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.
A tented accommodation with a bed, television, and a small table with a chair.

15. North Fork Resort

North Fork Resort
Greenport
United States
Altynai
€327
includes taxes & fees
26 Oct - 27 Oct
North Fork Resort
A sign for Pier Blue Guesthouse with a logo and name.
A train traveling along a river with autumn foliage in the background.
Two blue Adirondack chairs and a small white table in a grassy area surrounded by trees.
A hotel room with two beds, a wooden bench, a desk, a mirror, and a patterned carpet.

16. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Celina
€84
includes taxes & fees
15 Nov - 16 Nov
Pier Blue Inn Old Saybrook - Essex
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A living room with two sofas, a coffee table, a lamp, and a painting on the wall.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.
A dining area with tables and chairs, a clock on the wall, and a counter with food items.

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Amy
€99
includes taxes & fees
16 Nov - 17 Nov
Quality Inn Old Saybrook - Westbrook
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.
A bedroom with a bed, a door, and a framed picture on the wall.
A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.
A breakfast bar with cereal, coffee, and fresh milk.

18. Shorewood Inn

Shorewood Inn
Riverhead
United States
Dennis
€104
includes taxes & fees
25 Oct - 26 Oct
Shorewood Inn
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.
A beach scene with a sunset, calm sea, and a few people fishing.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

19. Hamlet Inn

Hamlet Inn
Southampton
United States
Eric
€131
includes taxes & fees
23 Oct - 24 Oct
Hamlet Inn
A parking lot with a building in the background.
A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.
A motel with a large parking lot and multiple rooms.
A rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.

20. Clinton Motel

Clinton Motel
Clinton
United States
Selena
€80
includes taxes & fees
1 Nov - 2 Nov
Clinton Motel
View all properties

Compare top hotels in Dering Harbor

A spacious room with wicker furniture, large windows, and a view of the sea.

Sound View Greenport

Greenport
View
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

The Harbor Front Inn

Greenport
View
A two-story house with a balcony, outdoor seating area, and a variety of plants.

Zey Hotel

Greenport
View
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

The Chequit

The Heights
View
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

The Shoals Suites and Slips

Southold
View
8.4
Very good
761 reviews
9.0
Wonderful
668 reviews
9.2
Wonderful
434 reviews
9.0
Wonderful
71 reviews
9.4
Exceptional
347 reviews
€202
includes taxes & fees
22 Nov - 23 Nov
€186
includes taxes & fees
22 Nov - 23 Nov
€185
includes taxes & fees
26 Oct - 27 Oct
€182
includes taxes & fees
8 Nov - 9 Nov
€211
includes taxes & fees
3 Nov - 4 Nov

Hotels recommended for families in Dering Harbor

A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

Sound View Greenport

Sound View Greenport
Greenport
€202
includes taxes & fees
22 Nov - 23 Nov
Sound View Greenport
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A bar area with wooden bar stools and a bookshelf.
A kitchen counter with a bottle of wine, a glass, and a basket of snacks.

The Harbor Front Inn

The Harbor Front Inn
Greenport
€186
includes taxes & fees
22 Nov - 23 Nov
The Harbor Front Inn
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
An outdoor patio area with string lights, tables, chairs, and a fire pit.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.
A staircase with wooden balusters and a white wall.

The Chequit

The Chequit
The Heights
€182
includes taxes & fees
8 Nov - 9 Nov
The Chequit
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A lakeside patio with outdoor seating and a view of the water.
Outdoor spa tub

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
€285
includes taxes & fees
3 Nov - 4 Nov
Silver Sands Motel & Beach Bungalows
Terrace/patio
Beach
Room
Living area

Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
€271
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums
Front of property – evening/night
Terrace/patio
Property amenity
Bar (on property)

Shelter Island House

Shelter Island House
Shelter Island Heights
€205
includes taxes & fees
25 Oct - 26 Oct
Shelter Island House
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A dining area with a round table, chairs, a vase, and a painting on the wall.
A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

Oyster Estate

Oyster Estate
Greenport
€252
includes taxes & fees
26 Oct - 27 Oct
Oyster Estate
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A waterfront property with a large house, multiple boats docked, and lush greenery.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A hotel lobby with a sofa, chairs, tables, and a large window.

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
€223
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
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Top Dering Harbor Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Great"
allison 3-night trip
Posted 11 hours ago
Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"I stayed twice and borh rooms were decorated uniquely. The staff and owners were very nice. Good people"
David 1-night trip
Posted 17 hours ago
Pier Blue Inn Old Saybrook - Essex
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Gorgeous room! Felt like we were home"
Irene 4-night trip
Posted 2 days ago
The Bentley Hotel Southampton
Sag Harbor Inn

Sag Harbor Inn

10/10 Excellent
"The hotel was beautiful. The room was very spacious and comfortable. The continental breakfast offered many choices, and they had coffee, tea and hot chocolate available 24 hours a day."
Francine 2-night trip
Posted 2 days ago
Sag Harbor Inn
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

8/10 Good
"Room was spacious, comfortable and clean. Overall the hotel was nice. The decorating was a bit off putting and looked like it had been done in the 1970’s and never changed; orange and avocado green with brown carpet. If you can get past that it was a good place to stay. Breakfast was very nice with plenty of hot and cold choices. For me, the fact that it was open from 7:30 til 10 am was very nice. I would stay here again."
Brenda 4-night trip
Posted 3 days ago
Quality Inn Old Saybrook - Westbrook
The Harbor Front Inn

The Harbor Front Inn

8/10 Good
"The room was clean and the staff is always wonderful. Parking was a nightmare because of the festival which had nothing to do with the hotel. My only issue is the breakfast , I wish it had a little more so I don’t have to go down the street to get something to eat . Honestly it’s not even an issue we will continue to stay here because it is a very nice hotel"
Barbara 1-night trip
Posted 3 days ago
The Harbor Front Inn
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. 😊"
Grace 1-night trip
Posted 3 days ago
The Atlantic Hotel
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Property and room was incredible. However, didn’t like the restaurant food. It was lacking flavor and the dessert choices weren’t good. Lastly, the pillows weren’t the best."
Delise 2-night trip
Posted 3 days ago
The Hampton Maid
Shorewood Inn

Shorewood Inn

10/10 Excellent
"Clean, affordable, helpful staff, good parking. We will stay again when we are in the area."
Kathleen 1-night trip
Posted 8 days ago
Shorewood Inn

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
€84
15 Nov - 16 Nov
includes taxes & fees
8/10 Very good! (1,001 reviews)
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT
€99
16 Nov - 17 Nov
includes taxes & fees
Quality Inn Old Saybrook - Westbrook
Shorewood Inn

Shorewood Inn

1399 Main Rd Riverhead NY
€104
25 Oct - 26 Oct
includes taxes & fees
Shorewood Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
€131
29 Oct - 30 Oct
includes taxes & fees
7.2/10 Good! (1,005 reviews)
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
€137
31 Oct - 1 Nov
includes taxes & fees
9.6/10 Exceptional! (604 reviews)
The Bentley Hotel Southampton
Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
€270
26 Oct - 27 Oct
includes taxes & fees
Hampton's Vacation Inn

Frequently asked questions

Where is the best place to stay in Dering Harbor?
Pier Blue Inn Old Saybrook - Essex, located 13.7 mi (22.1 km) from the heart of Dering Harbor, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Water's Edge Resort & Spa and Sound View Greenport. See all available top hotels, or vacation rentals in Dering Harbor.
What are some of the best holiday rentals that Dering Harbor has to offer?
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms: This holiday home rental outside of Dering Harbor is located by the ocean, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books. See all vacation rentals in Dering Harbor.
If I need to cancel my hotel reservation in Dering Harbor, will I receive a refund?
Yes, most hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Dering Harbor.
What's it like staying in Dering Harbor?
Those travelling to Dering Harbor will definitely enjoy the sights to see and things to do. There are 3935 hotels and other accommodation options in the surrounding area. Find out more about Dering Harbor.
What should I do while I'm visiting Dering Harbor?
Places to visit in the wider area include East End Seaport Maritime Museum, Greenport Carousel and Sunset Beach. You'll also find Kontokosta Winery and 67 Steps Beach in the area. Take a look at what more there is to see and do in Expedia's Dering Harbor guide.
What's the seasonal weather in Dering Harbor?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Dering Harbor is 1448 mm.

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