Dering Harbor Hotel & Accommodation Deals 2026 from AU$124 - Compare prices by date

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Go beyond your typical stay in Dering Harbor

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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 restaurant with a signboard listing its hours of operation.

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

Renee

AU$267

includes taxes & fees

15 Sept - 16 Sept

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

A residential area with a large building, a swimming pool, and a dock extending into a body of water.

2. The Harbor Front Inn

Greenport

Michael

AU$423

includes taxes & fees

4 Oct - 5 Oct

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

Sirikhwan

AU$468

includes taxes & fees

30 Sept - 1 Oct

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

A staircase with wooden balusters and a white wall.

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.

4. The Chequit

The Heights

Kristin

AU$324

includes taxes & fees

4 Oct - 5 Oct

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.

5. Sound View Greenport

Greenport

Irene

AU$540

includes taxes & fees

28 Sept - 29 Sept

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.

6. The Shoals Suites and Slips

Southold

Melissa

AU$354

includes taxes & fees

1 Oct - 2 Oct

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

Greenport

Mary

AU$481

includes taxes & fees

9 Sept - 10 Sept

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

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

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.

8. House on Chase Creek

The Heights

Calvin

AU$341

includes taxes & fees

5 Oct - 6 Oct

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

9. The Menhaden

Greenport

Lisa

AU$681

includes taxes & fees

15 Sept - 16 Sept

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 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.

10. North Fork Resort

Greenport

Lisa

AU$475

includes taxes & fees

15 Sept - 16 Sept

11. Cliffside Resort Condominiums

Greenport

Christine

AU$585

includes taxes & fees

30 Sept - 1 Oct

12. Shelter Island House

Shelter Island Heights

Dorothy

AU$319

includes taxes & fees

5 Oct - 6 Oct

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

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

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

13. The Pridwin Hotel

Shelter Island Heights

Anna

AU$884

includes taxes & fees

13 Sept - 14 Sept

A poolside area with lounge chairs and yellow umbrellas.

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

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

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

14. Oyster Estate

Greenport

Jenny

AU$552

includes taxes & fees

7 Oct - 8 Oct

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

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

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.

15. West Neck Guesthouse

Shelter Island Heights

Allie

AU$496

includes taxes & fees

9 Sept - 10 Sept

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

Saybrook Manor

Carolyn

AU$136

includes taxes & fees

10 Sept - 11 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 dining area with tables and chairs, a clock on the wall, and a counter with food items.

17. Quality Inn Old Saybrook - Westbrook

Old Saybrook

Theresa

AU$161

includes taxes & fees

4 Oct - 5 Oct

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

18. Sag Harbor Inn

Sag Harbor

Loretta

AU$513

includes taxes & fees

5 Oct - 6 Oct

A parking lot with a building in the background.

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

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.

19. Clinton Motel

Clinton

Selena

AU$124

includes taxes & fees

14 Sept - 15 Sept

A sandy beach with footprints leading to the water, a grassy dune on the left, and a cloudy sky.

A coastal pathway with a wooden bridge leading to a green sports court.

A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.

A wooden deck with Adirondack chairs and tables, overlooking a scenic landscape.

20. Ocean Vista Resort

Amagansett

Michael

AU$201

includes taxes & fees

1 Oct - 2 Oct

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Top Dering Harbor Hotel Reviews

Recent Reviews in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

8/10 Good

"Good location. Clean room. Friendly staff. Need towels by the sink. Coffee maker, but no coffee."

Shorewood Inn

10/10 Excellent

"While initially I was struck that it is not an Inn by looks like a motel. HOWEVER, the he owners are so lovely and sweet. It is in walking distance of a nic restaurant as well as coffee etc. The grounds ar nicely maintained with pretty flowers and plants. And there are chickens!!! Mad sitting area in th back with furniture and lots of grass."

Hampton's Vacation Inn

10/10 Excellent

"Wonderful stay!! Loved this property and the staff. Clean, well kept. Beds were slightly uncomfortable but that wasn’t a big deal. Great location!"

Saybrook Point Resort & Marina

10/10 Excellent

"Old Saybrook never disappoints. The rooms have been remodel Edinburgh the last six months but the resort has managed to retain its old world chatm. Eventhough there were three weddings at the property during our visit, the staff were attentive to us and we weren't as re remained their only guests. We will visit again."

Water's Edge Resort & Spa

8/10 Good

"Excellent staff and location. The food was mediocre"

Sound View Greenport

10/10 Excellent

"A Beautiful and Peaceful Stay at Sound View Greenport I had a wonderful stay at Sound View Greenport and would highly recommend it to anyone looking for a relaxing getaway on the North Fork of Long Island. It’s a great place for couples, families, or anyone who simply wants to escape the busy city and enjoy some quiet time by the water. Greenport is also nearby, making it convenient to explore the local restaurants, shops, vineyards, and other attractions. If you’re planning a trip to Greenport or the North Fork, Sound View is definitely a place worth considering. I would happily stay here again! 🌅🌊❤️"

The Hampton Maid

10/10 Excellent

"Absolutely beautiful hotel, in peaceful setting with lovely amenities."

Sag Harbor Inn

10/10 Excellent

"Sag Harbor Inn was located in a beautiful spot and close to shops and restaurants. This was an excellent choice."

North Fork Resort

8/10 Good

"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"