Best Dering Harbor Hotels in 2026 from HK$706 - Fully Refundable Options

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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 hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

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 kitchen counter with a bottle of wine, a glass, and a basket of snacks.

1. The Harbor Front Inn

Greenport

Jordan

HK$1,264

HK$1,668 total

includes taxes & fees

1 Nov - 2 Nov

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

A bathroom with a bathtub, green tiled walls, and windows with white blinds.

A bar area with stools, a shelf with glasses, and decorative plants.

A restaurant with a signboard listing its hours of operation.

2. Zey Hotel

Greenport

Renee

HK$1,324

HK$1,513 total

includes taxes & fees

4 Oct - 5 Oct

Outdoor seating with tables and chairs, a covered area, and a view of the water.

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

Greenport

Keith

HK$2,550

HK$2,913 total

includes taxes & fees

19 Oct - 20 Oct

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.

A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

4. Sag Harbor Inn

Sag Harbor

Terri

HK$1,718

HK$1,963 total

includes taxes & fees

1 Nov - 2 Nov

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 living room with a grey sofa, black and white patterned rug, and a coffee table.

A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.

5. The Menhaden

Greenport

Lisa

HK$2,711

HK$3,411 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.

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.

6. Oyster Estate

Greenport

Elizabeth

HK$2,040

HK$2,570 total

includes taxes & fees

1 Nov - 2 Nov

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.

A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.

A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

7. American Beech Hotel

Greenport

Mary

HK$1,968

HK$2,562 total

includes taxes & fees

4 Oct - 5 Oct

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

A beach bar with wooden chairs and a small table, overlooking the sea.

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.

8. Sound View Greenport

Greenport

Irene

HK$1,504

HK$1,943 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

9. The Shoals Suites and Slips

Southold

Melissa

HK$1,584

HK$2,005 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with string lights, tables, chairs, and a fire pit.

A staircase with wooden balusters and a white wall.

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 Heights

Kristin

HK$1,171

HK$1,338 total

includes taxes & fees

1 Nov - 2 Nov

11. Shelter Island House

Shelter Island Heights

Dorothy

HK$1,579

HK$1,804 total

includes taxes & fees

4 Oct - 5 Oct

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 house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

12. House on Chase Creek

The Heights

Tracey

HK$1,450

HK$1,657 total

includes taxes & fees

2 Nov - 3 Nov

13. Cliffside Resort Condominiums

Greenport

Christine

HK$1,326

HK$2,386 total

includes taxes & fees

1 Nov - 2 Nov

A modern house with a deck, outdoor seating, and a fire pit.

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.

A modern living room with a sofa, a dining table, and a kitchen area in the background.

14. North Fork Resort

Greenport

Harold

HK$2,090

HK$2,388 total

includes taxes & fees

18 Oct - 19 Oct

A pool area with umbrellas, potted plants, and a pathway leading to a building.

A spacious living room with a fireplace, comfortable seating, and large windows.

A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

15. Faraway Sag Harbor

Sag Harbor

Miguel

HK$3,213

HK$4,038 total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

A hotel lobby with a reception desk, two sofas, a coffee table, and a carpeted floor.

A dining area with tables and chairs, a clock on the wall, and a counter with food items.

An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

16. Quality Inn Old Saybrook - Westbrook

Old Saybrook

Amy

HK$760

HK$874 total

includes taxes & fees

2 Nov - 3 Nov

A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.

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.

17. Water's Edge Resort & Spa

Westbrook Center

Toni and Zak

HK$1,230

HK$1,550 total

includes taxes & fees

4 Oct - 5 Oct

A marina with boats docked, a fire pit table, and outdoor seating.

An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.

A two-story Victorian-style house with a balcony, a porch, and a small tower.

An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.

18. Saybrook Point Resort & Marina

Old Saybrook Center

Christa

HK$2,268

HK$2,882 total

includes taxes & fees

1 Nov - 2 Nov

A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

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.

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.

19. The Bentley Hotel Southampton

Southampton

Frank

HK$1,130

HK$1,291 total

includes taxes & fees

12 Oct - 13 Oct

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

A modern hotel room with a bed, bedside table, and a view of the garden.

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 bar area with shelves stocked with various bottles and glasses.

20. Topping Rose House

Bridgehampton

Adam

HK$4,908

HK$5,634 total

includes taxes & fees

4 Oct - 5 Oct

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Top Dering Harbor Hotel Reviews

Zey Hotel

10/10 Excellent

"Lots of space to sit and talk or work or catch up with friends. Only minor thing for me personally was no decaf coffee because it meant that my mom waited for me to run to get some. Great location for walking everywhere and not taking the car. And the only reason we haven’t booked every year before is we didn’t know it was there. Will be back again."

Pier Blue Inn Old Saybrook - Essex

8/10 Good

"Nice place !"

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"Property was well maintained and the rooms were so thought out from there coffee pot to the slippers and bathrobes!!! Staff was very courteous. Nookies was a great place to have breakfast and there freshly made donuts are so tasty and delicious. I highly recommend staying there for a the beautiful views and the quiet rooms. Well go again"

The Atlantic Hotel

8/10 Good

"Byłoby miło gdyby w pokoju oprócz kawy była także herbata."

Water's Edge Resort & Spa

10/10 Excellent

"They upgraded us to a balcony and there was a lot to do there. The pool and hot tub were nice too!"

Saybrook Point Resort & Marina

8/10 Good

"The staff are very welcoming. A small point but the hot water in the bathroom is just warm and takes a time to arrive...."

The Shoals Suites and Slips

10/10 Excellent

"The staff were all great, the food from food truck was delicious, check in was quick!"

Ocean Vista Resort

10/10 Excellent

"The beach was perfect"

The Harbor Front Inn

10/10 Excellent

"The hotel was just what we expected, cozy and comfortable and nestled right into central Greenport. Close to everything, dinner spots just steps away. Will definitely return."

More cheap stays in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

HK$614

HK$706 total

8 Oct - 9 Oct

includes taxes & fees

8/10 Very good! (1,002 reviews)

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT

HK$760

HK$874 total

2 Nov - 3 Nov

includes taxes & fees

The Atlantic Hotel

1655 County Road 39 Southampton NY

HK$700

HK$996 total

28 Oct - 29 Oct

includes taxes & fees

7.2/10 Good! (1,001 reviews)

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

HK$971

HK$1,109 total

4 Oct - 5 Oct

includes taxes & fees

9/10 Wonderful! (414 reviews)

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

HK$1,130

HK$1,291 total

12 Oct - 13 Oct

includes taxes & fees

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

HK$1,659

HK$1,896 total

28 Oct - 29 Oct

includes taxes & fees

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.

Dering Harbor hotels from HK$706

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Dering Harbor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Dering Harbor hotels

1. The Harbor Front Inn

2. Zey Hotel

3. Silver Sands Motel & Beach Bungalows

4. Sag Harbor Inn

5. The Menhaden

6. Oyster Estate

7. American Beech Hotel

8. Sound View Greenport

9. The Shoals Suites and Slips

10. The Chequit

11. Shelter Island House

12. House on Chase Creek

13. Cliffside Resort Condominiums

14. North Fork Resort

15. Faraway Sag Harbor

16. Quality Inn Old Saybrook - Westbrook

17. Water's Edge Resort & Spa

18. Saybrook Point Resort & Marina

19. The Bentley Hotel Southampton

20. Topping Rose House

Top Dering Harbor Hotel Reviews

Zey Hotel

Pier Blue Inn Old Saybrook - Essex

Silver Sands Motel & Beach Bungalows

The Atlantic Hotel

Water's Edge Resort & Spa

Saybrook Point Resort & Marina

The Shoals Suites and Slips

Ocean Vista Resort

The Harbor Front Inn

More cheap stays in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

Quality Inn Old Saybrook - Westbrook

The Atlantic Hotel

Hampton's Vacation Inn

The Bentley Hotel Southampton

The Hampton Maid

Frequently asked questions

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