𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Dering Harbor (2026)

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Go beyond your typical stay in Dering Harbor

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Hot tub

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Our top choices for Dering Harbor hotels

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.

1. Zey Hotel

Greenport

shaun

S$294

includes taxes & fees

7 Sept - 8 Sept

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 window view of a pool area with outdoor furniture.

2. The Harbor Front Inn

Greenport

John

S$426

includes taxes & fees

8 Sept - 9 Sept

A seaside dining area with tables, chairs, and umbrellas, overlooking a body of 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 beach with sun loungers and umbrellas, a sandy path, and a view of the water.

3. Silver Sands Motel & Beach Bungalows

Greenport

Sol

S$527

includes taxes & fees

21 Sept - 22 Sept

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

A staircase with wooden balusters and a white wall.

4. The Chequit

The Heights

Kathleen

S$416

includes taxes & fees

8 Sept - 9 Sept

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

A seaside restaurant with outdoor seating, a deck, and a view of the ocean.

A coastal building with large windows, a deck, and a view of the sea at sunset.

A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

5. Sound View Greenport

Greenport

Yveline

S$467

includes taxes & fees

15 Sept - 16 Sept

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

6. House on Chase Creek

The Heights

Calvin

S$356

includes taxes & fees

14 Sept - 15 Sept

A cozy living room with a wooden floor, a round dining table, a sofa, and a bookshelf.

A cozy interior with a bar area, seating, and a fireplace.

A cozy interior with a wooden bench, a sofa, and a bar area.

A bedroom with a bed, bedside tables, a nightstand, a lamp, a painting, a robe, and a bathroom door.

7. Oyster Estate

Greenport

Jenny

S$475

includes taxes & fees

7 Sept - 8 Sept

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

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.

A tented accommodation with a bed, television, and a small table with a chair.

8. North Fork Resort

Greenport

Lisa

S$435

includes taxes & fees

21 Sept - 22 Sept

A deck with outdoor seating, overlooking a body of water with a sunset view.

A restaurant with green booths, wooden chairs, and round tables.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a view of the sea.

A beach with rows of white lounge chairs and umbrellas, a wooden table with a drink, and a person walking along the shore.

9. The Pridwin Hotel

Shelter Island Heights

Anna

S$852

includes taxes & fees

13 Sept - 14 Sept

10. Cliffside Resort Condominiums

Greenport

Christine

S$558

includes taxes & fees

7 Sept - 8 Sept

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

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.

A storefront with a sign reading "THE SHOALS".

11. The Shoals Suites and Slips

Southold

Maria

S$453

includes taxes & fees

2 Sept - 3 Sept

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 reception desk with a white backdrop, surrounded by various plants and a modern pendant light.

12. American Beech Hotel

Greenport

kerri

S$623

includes taxes & fees

9 Sept - 10 Sept

A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

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.

A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.

13. The Menhaden

Greenport

Lisa

S$804

includes taxes & fees

25 Aug - 26 Aug

14. Shelter Island House

Shelter Island Heights

Dorothy

S$459

includes taxes & fees

31 Aug - 1 Sept

A bedroom with a bed, bedside tables, a lamp, a window, and a door.

A beach with a wooden walkway along the shore, calm water, and a sunset sky.

A backyard with a large chessboard, outdoor furniture, and a house.

A large, light blue two-story house with a steep roof, surrounded by greenery and a gravel driveway.

15. West Neck Guesthouse

Shelter Island Heights

Allie

S$455

includes taxes & fees

31 Aug - 1 Sept

A hotel room with two beds, a wooden bench, a desk, a mirror, and a patterned carpet.

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.

16. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

Egor

S$127

includes taxes & fees

23 Aug - 24 Aug

A waterfront property with a large house, multiple boats docked, and lush greenery.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

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.

17. Sag Harbor Inn

Sag Harbor

Christopher

S$513

includes taxes & fees

22 Sept - 23 Sept

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

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

18. Quality Inn Old Saybrook - Westbrook

Old Saybrook

Sandra

S$148

includes taxes & fees

20 Sept - 21 Sept

A parking lot with a building in the background.

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.

A rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.

19. Clinton Motel

Clinton

Selena

S$115

includes taxes & fees

2 Sept - 3 Sept

A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.

A multi-story residential building with blue trim and large windows.

A tranquil park with a gazebo, a pond with a fountain, and a building in the background.

A deck with a table and chairs under a blue umbrella, surrounded by a wooden deck and a white fence.

20. Econo Lodge Inn & Suites Old Saybrook Westbrook

Old Saybrook

Kenneth

S$118

includes taxes & fees

30 Aug - 31 Aug

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Top Dering Harbor Hotel Reviews

Hampton's Vacation Inn

10/10 Excellent

"Clean and comfortable."

Quality Inn Old Saybrook - Westbrook

10/10 Excellent

"This hotel is in a great location for some sightseeing in the area. Hotel is very clean, has helpful staff and a wonderful breakfast spread. Highly recommend!"

The Shoals Suites and Slips

10/10 Excellent

"Amazing stay!!!"

The Hampton Maid

8/10 Good

"Nice clean and friendly hotel but the breakfast was a little pricey"

Saybrook Point Resort & Marina

8/10 Good

"Location was great—beautifully landscaped. Employees were very helpful and personable. Our rooms were large, clean and comfortable. I would have appreciated a small microwave in the room. Meals were very good but very expensive. Alcoholic drinks and wines were delicious this year. Great bartending."

Zey Hotel

10/10 Excellent

"The balcony doesn’t have privacy Room was small and super cute, place was clean, staff is great,"

The Chequit

8/10 Good

"Room small but very functional, well decorated, bath modern, and very upscale. First night the attendant was wonderful. That was on the 18th. Next day, we had a leak at the shower because the molding on shower door was not working correctly, and the floor got wet. Staff was not really very responsive to that. Had a wonderful area for eating at the restaurant with nice fire pits, very nice with an overview of the water. Nice porch to be able to sit and read in the morning or many people were doing work. One annoyance was that one of the guests was having his phone on speaker while he had a business meeting and he spoke totally out loud, and was very distracting and basically rude. He should’ve taken that conversation elsewhere and taken a walk or gone back to his room. Staff did not feel that there was any need to say anything to him. “It’s a public space” Also, there was an area right near the parking lot that was right adjacent to the building that was totally mowed in full of weeds, that really would’ve been nice if it was cleared up. In all we would return, it was very pleasant otherwise. Nice view of the harbor small but nice. And located really conveniently right by the ferry."

Sound View Greenport

10/10 Excellent

"The views are amazing! The breakfast was a great perk. Short drive to town but you really don't need to leave the grounds with bar/restaurant/beach/pool all there."

Sea Crest Resort

8/10 Good

"The room and hotel were very clean. Staff was helpful and friendly. We enjoyed our visit."

More cheap stays in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

S$127

per night

23 Aug - 24 Aug

8/10 Very good! (1,012 reviews)

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT

S$148

per night

20 Sept - 21 Sept

7.8/10 Good! (1,008 reviews)

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

S$254

per night

20 Sept - 21 Sept

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

S$294

per night

31 Aug - 1 Sept

9/10 Wonderful! (381 reviews)

The Atlantic Hotel

1655 County Road 39 Southampton NY

S$318

per night

8 Sept - 9 Sept

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

S$379

per night

8 Sept - 9 Sept

9.2/10 Wonderful! (759 reviews)

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 Sound View Greenport and The Atlantic Hotel. 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, 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 3992 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 Greenport Carousel, Sunset Beach and Kontokosta Winery. You'll also find Crescent Beach 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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Hamptons Holiday Rentals

Dering Harbor Hotels from S$115

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. Zey Hotel

2. The Harbor Front Inn

3. Silver Sands Motel & Beach Bungalows

4. The Chequit

5. Sound View Greenport

6. House on Chase Creek

7. Oyster Estate

8. North Fork Resort

9. The Pridwin Hotel

10. Cliffside Resort Condominiums

11. The Shoals Suites and Slips

12. American Beech Hotel

13. The Menhaden

14. Shelter Island House

15. West Neck Guesthouse

16. Pier Blue Inn Old Saybrook - Essex

17. Sag Harbor Inn

18. Quality Inn Old Saybrook - Westbrook

19. Clinton Motel

20. Econo Lodge Inn & Suites Old Saybrook Westbrook

Top Dering Harbor Hotel Reviews

Hampton's Vacation Inn

Quality Inn Old Saybrook - Westbrook

The Shoals Suites and Slips

The Hampton Maid

Saybrook Point Resort & Marina

Zey Hotel

The Chequit

Sound View Greenport

Sea Crest Resort

More cheap stays in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

Quality Inn Old Saybrook - Westbrook

The Bentley Hotel Southampton

Hampton's Vacation Inn

The Atlantic Hotel

The Hampton Maid

Frequently asked questions

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