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Dering Harbor Hotels

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Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Dering Harbor hotels

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A person standing in front of a building with a sign that reads 'The Harbor Front Inn.'
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 hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Antrii
P11,234
P14,627 total
includes taxes & fees
Nov 2 - Nov 3
The Harbor Front Inn
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.
A modern living room with a grey sofa, black and white patterned rug, and a coffee table.
A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.

2. The Menhaden

The Menhaden
Greenport
United States
Daniel
P21,684
P27,284 total
includes taxes & fees
Nov 11 - Nov 12
The Menhaden
A lakeside patio with outdoor seating and a view of the water.
Outdoor spa tub
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 grassy area with trees and a view of a body of water.

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
P17,590
P20,096 total
includes taxes & fees
Nov 1 - Nov 2
Silver Sands Motel & Beach Bungalows
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

4. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
P13,744
P15,703 total
includes taxes & fees
Nov 10 - Nov 11
Sag Harbor Inn
A spacious room with wicker furniture, large windows, and a view of the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach bar with wooden chairs and a small table, overlooking the sea.

5. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
P12,033
P15,540 total
includes taxes & fees
Nov 2 - Nov 3
Sound View Greenport
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 bathroom with a bathtub, green tiled walls, and windows with white blinds.
A restaurant with a signboard listing its hours of operation.

6. Zey Hotel

Zey Hotel
Greenport
United States
Renee
P11,438
P13,068 total
includes taxes & fees
Oct 25 - Oct 26
Zey Hotel
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".
A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.

7. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
P15,740
P20,493 total
includes taxes & fees
Oct 25 - Oct 26
American Beech Hotel
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
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.

8. Oyster Estate

Oyster Estate
Greenport
United States
Allison
P14,136
P17,812 total
includes taxes & fees
Nov 11 - Nov 12
Oyster Estate
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
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.
A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

9. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Masayo
P15,200
P18,935 total
includes taxes & fees
Nov 1 - Nov 2
The Shoals Suites and Slips
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 large, white building with multiple windows and a prominent tree in the foreground.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

10. The Chequit

The Chequit
The Heights
United States
Patrick
P11,251
P12,855 total
includes taxes & fees
Nov 3 - Nov 4
The Chequit
Terrace/patio
Room
Room
Beach

11. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
William
P10,608
P19,082 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums
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 modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.

12. North Fork Resort

North Fork Resort
Greenport
United States
Harold
P16,736
P19,120 total
includes taxes & fees
Oct 14 - Oct 15
North Fork Resort
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A spacious living room with a fireplace, comfortable seating, and large windows.

13. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Thomas
P23,723
P29,814 total
includes taxes & fees
Nov 8 - Nov 9
Faraway Sag Harbor
A serene landscape with a calm body of water reflecting trees with autumn foliage.
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.
A sign for 'House on Chase Creek' with a duck illustration.
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

14. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
P11,613
P13,268 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek
Front of property - evening/night
Property amenity
Property amenity
Terrace/patio

15. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
P12,630
P14,430 total
includes taxes & fees
Oct 25 - Oct 26
Shelter Island House
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.

16. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Deborah
P11,209
P13,973 total
includes taxes & fees
Nov 1 - Nov 2
Water's Edge Resort & Spa
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
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.
A hallway with a blue reception desk, framed artwork on the walls, and a wooden door with a men's restroom sign.

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Amy
P6,087
P7,000 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn Old Saybrook - Westbrook
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.
A large, white, two-story building with a covered porch and a bicycle parked in front.
A bar area with shelves stocked with various bottles and glasses.

18. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
P39,256
P45,069 total
includes taxes & fees
Oct 27 - Oct 28
Topping Rose House
A sign for Pier Blue Guesthouse with a logo and name.
Two blue Adirondack chairs and a small white table in a grassy area surrounded by trees.
A guesthouse named Pier Blue with a sign, a parking lot, and a building with a red awning.
A hotel room with two beds, a wooden bench, a desk, a mirror, and a patterned carpet.

19. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Celina
P4,834
P5,559 total
includes taxes & fees
Nov 11 - Nov 12
Pier Blue Inn Old Saybrook - Essex
A parking lot with a building in the background.
A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.
A motel with a large parking lot and multiple rooms.
A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.

20. Clinton Motel

Clinton Motel
Clinton
United States
Selena
P4,895
P5,629 total
includes taxes & fees
Nov 13 - Nov 14
Clinton Motel
View all properties

Hotels recommended for families in Dering Harbor

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A person standing in front of a building with a sign that reads 'The Harbor Front Inn.'
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 hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

The Harbor Front Inn

The Harbor Front Inn
Greenport
P11,234
P14,627 total
includes taxes & fees
Nov 2 - Nov 3
The Harbor Front Inn
A spacious room with wicker furniture, large windows, and a view of the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach bar with wooden chairs and a small table, overlooking the sea.

Sound View Greenport

Sound View Greenport
Greenport
P12,033
P15,540 total
includes taxes & fees
Nov 2 - Nov 3
Sound View Greenport
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 large, white building with multiple windows and a prominent tree in the foreground.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

The Chequit

The Chequit
The Heights
P11,251
P12,855 total
includes taxes & fees
Nov 3 - Nov 4
The Chequit
A lakeside patio with outdoor seating and a view of the water.
Outdoor spa tub
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 grassy area with trees and a view of a body of water.

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
P17,590
P20,096 total
includes taxes & fees
Nov 1 - Nov 2
Silver Sands Motel & Beach Bungalows
Terrace/patio
Room
Room
Beach

Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
P10,608
P19,082 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
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.

Oyster Estate

Oyster Estate
Greenport
P14,136
P17,812 total
includes taxes & fees
Nov 11 - Nov 12
Oyster Estate
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
P13,744
P15,703 total
includes taxes & fees
Nov 10 - Nov 11
Sag Harbor Inn
Front of property - evening/night
Property amenity
Property amenity
Terrace/patio

Shelter Island House

Shelter Island House
Shelter Island Heights
P12,630
P14,430 total
includes taxes & fees
Oct 25 - Oct 26
Shelter Island House
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Top Dering Harbor Hotel Reviews

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

8/10 Good
"Only thing I would say is the TV in the room. Every channel was blurry and you couldn’t really see anything."
saymon 2-night trip
Posted 6 hours ago
Quality Inn Old Saybrook - Westbrook
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"This was our seventh year back! Beautiful. Luxurious yet still family friendly. We’ll be back again next year!"
Larissa 1-night trip
Posted 7 hours ago
Saybrook Point Resort & Marina
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

10/10 Excellent
"Came here for a sisters trip. We had the best time! The hotel staff was so friendly and genuinely helpful. The onsite restaurant, The Boathouse, was a delicious stop for our first night. The grounds are so pretty. They really did an amazing job renovating the property. The room temperature wasn’t the best as there didn’t seem to have working AC. As much as we loved everything, next time I would request a room other than #12 because it’s sandwiched in between Nookies restaurant and a busy corridor. Small inconvenience for an otherwise perfect weekend."
Jolene 2-night trip
Posted 9 hours ago
Silver Sands Motel & Beach Bungalows
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"WOW What a nice hotel. Perfect location for Hampton Bays & Southampton. Very clean, very modern & very nice"
Doug 1-night trip
Posted 10 hours ago
The Bentley Hotel Southampton
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"The room was clean and well maintained. The staff was friendly and helpful. It was a great location for the events we had planned. Would definitely return for another stay."
Celina 1-night trip
Posted 11 hours ago
Pier Blue Inn Old Saybrook - Essex
Zey Hotel

Zey Hotel

10/10 Excellent
"The hotel was perfect location. Could walk to restaurants and attractions. Would highly recommend this hotel."
Jeffrey 4-night trip
Posted 12 hours ago
Zey Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Beautiful place. Staff were very helpful and polite."
Deborah 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Beautiful property. Lovely rooms."
Meredith 1-night trip
Posted 1 day ago
The Hampton Maid
Shorewood Inn

Shorewood Inn

8/10 Good
"Great 👍"
Frank 1-night trip
Posted 1 day 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
P4,834
P5,559 total
Nov 8 - Nov 9
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT
P6,081
P6,994 total
Nov 8 - Nov 9
includes taxes & fees
7.8/10 Good! (1,007 reviews)
Quality Inn Old Saybrook - Westbrook
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
P6,721
P9,248 total
Oct 29 - Oct 30
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
P8,975
P10,253 total
Oct 28 - Oct 29
includes taxes & fees
9.6/10 Exceptional! (599 reviews)
The Bentley Hotel Southampton
Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
P9,329
P10,659 total
Oct 14 - Oct 15
includes taxes & fees
9/10 Wonderful! (418 reviews)
Hampton's Vacation Inn
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
P13,274
P15,165 total
Oct 26 - Oct 27
includes taxes & fees
9.2/10 Wonderful! (803 reviews)
The Hampton Maid

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 traveler data. Two other options for your stay in the area are Water's Edge Resort & Spa and Sound View Greenport. See all available top hotels, or 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.
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 3935 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 East End Seaport Maritime Museum, Greenport Carousel, and Sunset Beach. You'll also find Kontokosta Winery and 67 Steps Beach 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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