Hotels in Dering Harbor

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Where to stay in Dering Harbor?

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

A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

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.

1. Zey Hotel

Greenport

$191

$218 total

includes taxes & fees

Sep 23 - Sep 24

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

A large, white building with multiple windows and a prominent tree in the foreground.

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.

2. The Chequit

The Heights

$207

$237 total

includes taxes & fees

Oct 4 - Oct 5

A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

A grassy area with trees and a view of 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.

3. Silver Sands Motel & Beach Bungalows

Greenport

$325

$371 total

includes taxes & fees

Oct 12 - Oct 13

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

A dining area with a round table, two chairs, a framed artwork, a vase with flowers, a bottle, and books.

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.

4. The Harbor Front Inn

Greenport

$279

$347 total

includes taxes & fees

Oct 15 - Oct 16

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

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

5. Sound View Greenport

Greenport

$266

$332 total

includes taxes & fees

Oct 1 - Oct 2

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

A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

6. The Shoals Suites and Slips

Southold

$229

$286 total

includes taxes & fees

Oct 1 - Oct 2

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 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

Greenport

$239

$313 total

includes taxes & fees

Sep 21 - Sep 22

8. Shelter Island House

Shelter Island Heights

$201

$230 total

includes taxes & fees

Oct 4 - Oct 5

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

9. The Menhaden

Greenport

$369

$461 total

includes taxes & fees

Oct 7 - Oct 8

A serene landscape with a calm body of water reflecting trees with autumn foliage.

A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

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.

10. House on Chase Creek

The Heights

$215

$246 total

includes taxes & fees

Oct 5 - Oct 6

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 modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

11. North Fork Resort

Greenport

$300

$342 total

includes taxes & fees

Oct 18 - Oct 19

A poolside area with lounge chairs and yellow umbrellas.

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

A bedroom with a large bed, bedside tables, a window with curtains, and wooden shelving with various items.

A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

12. Oyster Estate

Greenport

$340

$428 total

includes taxes & fees

Sep 29 - Sep 30

13. Cliffside Resort Condominiums

Greenport

$335

$472 total

includes taxes & fees

Sep 27 - Sep 28

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

A living room with a beige sofa, a coffee table, and a dining table set with plates and glasses.

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

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

14. West Neck Guesthouse

Shelter Island Heights

$314

$358 total

includes taxes & fees

Oct 1 - Oct 2

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.

15. The Pridwin Hotel

Shelter Island Heights

$979

$1,230 total

includes taxes & fees

Sep 18 - Sep 19

A guesthouse named Pier Blue with a sign, a parking lot, and a building with a red awning.

A train traveling along a river with autumn foliage in the background.

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

16. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

$91

$104 total

includes taxes & fees

Sep 23 - Sep 24

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 hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.

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

17. Clinton Motel

Clinton

$79

$91 total

includes taxes & fees

Sep 21 - Sep 22

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

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.

A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.

18. Quality Inn Old Saybrook - Westbrook

Old Saybrook

$101

$116 total

includes taxes & fees

Oct 7 - Oct 8

A two-story motel with a symmetrical facade, multiple windows, and a parking lot in front.

A bedroom with a dark wooden dresser, a flat-screen TV, a microwave, and a door leading to another room.

A hotel room with a bed, a small table, a chair, a painting on the wall, and a window with a curtain.

19. Lamplighter Motel - Clinton, Connecticut

Clinton

$69

$79 total

includes taxes & fees

Sep 21 - Sep 22

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

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

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

A hotel lobby with a sofa, chairs, tables, and a large window.

20. Sag Harbor Inn

Sag Harbor

$324

$370 total

includes taxes & fees

Oct 4 - Oct 5

View all properties

Go beyond your typical stay in Dering Harbor

Pet friendly

Spa

Pool

Hot tub

Family friendly

Check out reviews of Dering Harbor hotels guests love

Zey Hotel

10/10 Excellent

"Great time, great stay, great staff! Will definitely be coming back!"

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"This is truly a hidden gem in Greenport, NY. It's small and cozy but what was unexpected was they top notch restaurants right on the property. After the first night we only ate here. Can't go wrong at Eddie's or Nookies for dinner! The waitstaff at both places were knowledgeable and gave us great recommendations. John at Nookies was fantastic!"

The Chequit

10/10 Excellent

"Amazing!! staff were lovely and hotel is so clean and so pretty"

Water's Edge Resort & Spa

10/10 Excellent

"It was the perfect getaway- close to home. The property was beautiful, clean and peaceful. The beach could have been cleaner, but overall we loved our stay. The food served in their variety of restaurants was delicious. We will definitely return."

The Atlantic Hotel

10/10 Excellent

"I had room facing the busy street, but the room was well insulated and I did not hear the traffic from outside. Also, the floor plan was very functional. Linen was clean CLEAN, bed was SO comfortable And the amenities of small fridge, coffee maker, iron, -and 2 water bottles provided with each room clean was especially helpful. Parking spaces were wide with ample space to unload and open passenger doors."

North Fork Resort

10/10 Excellent

"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"

Hampton Bays Hotel on Main

8/10 Good

"Everything about my stay was great besides finding parking. There is no onsite parking"

The Shoals Suites and Slips

10/10 Excellent

"Our stay was filled with quietness set in a backdrop of beautiful blue skies enveloping the peconic bay. What a great place to come apart and forget about the stress of the week, relax and unwind. My husband and I were pleased with our stay. Everyone was ao friendly and helpful Mario was very attentive to our requests. Thenk you, Mario! A few suggestions: . Blinds at the living room sliding window in addition to the curtains to create more privacy . A microwave in the rooms since the stove/oven is not hooked up . Possibly changing your WIFI provider to ensure the TV works without buffering interruption Thank you so much. We recommend this hotel for anyone wanting to come apart and rest in serenity."

Sea Crest Resort

10/10 Excellent

"We stayed here due to a wedding so unit was clean convenient and priced well and we had a lovely time. Staff was great and the parking was easy !"

Frequently asked questions

What accommodations do travelers like in Dering Harbor?

Guests like Sound View Greenport, Zey Hotel and North Fork Resort.

Can I book a refundable accommodation in Dering Harbor?

If you want the flexibility to change your plans to Dering Harbor, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Dering Harbor be like during my trip?

The warmest months in Dering Harbor are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.

Why should I book my Dering Harbor hotel with Hotels.com?

There are plenty of reasons to book your Dering Harbor travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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