Dering Harbor Hotel & Accommodation Deals 2026 from NZ$158 - 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 neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

A person standing in front of a building with a sign that reads 'The Harbor Front Inn.'

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

Greenport

Antrii

NZ$375

includes taxes & fees

25 Oct - 26 Oct

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

A restaurant with a signboard listing its hours of operation.

2. Zey Hotel

Greenport

Renee

NZ$371

includes taxes & fees

15 Oct - 16 Oct

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 staircase with wooden balusters and a white wall.

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

3. The Chequit

The Heights

Patrick

NZ$336

includes taxes & fees

1 Nov - 2 Nov

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 bar with wooden chairs and a small table, overlooking 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.

4. Sound View Greenport

Greenport

Irene

NZ$398

includes taxes & fees

12 Nov - 13 Nov

A lakeside patio with outdoor seating 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.

A beach with sun loungers and umbrellas, a sandy path, and a view of the water.

5. Silver Sands Motel & Beach Bungalows

Greenport

Keith

NZ$490

includes taxes & fees

4 Nov - 5 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 storefront with a sign reading "THE SHOALS".

6. The Shoals Suites and Slips

Southold

Masayo

NZ$422

includes taxes & fees

2 Nov - 3 Nov

7. Cliffside Resort Condominiums

Greenport

William

NZ$542

includes taxes & fees

12 Nov - 13 Nov

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 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.

8. House on Chase Creek

The Heights

Tracey

NZ$376

includes taxes & fees

2 Nov - 3 Nov

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

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

9. Sag Harbor Inn

Sag Harbor

Terri

NZ$446

includes taxes & fees

2 Nov - 3 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 reception desk with a white backdrop, surrounded by various plants and a modern pendant light.

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

10. American Beech Hotel

Greenport

Mary

NZ$582

includes taxes & fees

15 Oct - 16 Oct

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.

11. North Fork Resort

Greenport

Harold

NZ$494

includes taxes & fees

18 Oct - 19 Oct

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

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

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.

12. Oyster Estate

Greenport

Allison

NZ$505

includes taxes & fees

25 Oct - 26 Oct

13. Shelter Island House

Shelter Island Heights

Dorothy

NZ$410

includes taxes & fees

15 Oct - 16 Oct

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.

14. The Menhaden

Greenport

Daniel

NZ$775

includes taxes & fees

12 Nov - 13 Nov

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

A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.

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 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.

15. The Bentley Hotel Southampton

Southampton

Doug

NZ$291

includes taxes & fees

28 Oct - 29 Oct

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

Celina

NZ$158

includes taxes & fees

15 Oct - 16 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 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.

17. Clinton Motel

Clinton

Selena

NZ$160

includes taxes & fees

28 Oct - 29 Oct

A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

A breakfast bar with cereal, coffee, and fresh milk.

A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

A white closet with shelves, a robe hanging on a wooden hanger, and a pair of black straps on a rack.

18. Shorewood Inn

Riverhead

Dennis

NZ$210

includes taxes & fees

15 Oct - 16 Oct

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

A living room with two sofas, a coffee table, a lamp, and a painting on the wall.

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.

19. Quality Inn Old Saybrook - Westbrook

Old Saybrook

Amy

NZ$199

includes taxes & fees

8 Nov - 9 Nov

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.

20. Faraway Sag Harbor

Sag Harbor

Thomas

NZ$847

includes taxes & fees

8 Nov - 9 Nov

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Top Dering Harbor Hotel Reviews

Recent Reviews in Dering Harbor

Zey Hotel

10/10 Excellent

"It worked out well for me."

Sound View Greenport

10/10 Excellent

"The breakfast could have had a better choice."

The Bentley Hotel Southampton

10/10 Excellent

"Booked a 1bedroom king suite and it was fabulous! Tons of room; full size refrigerator; comfy mattress and suite was so clean. Second time here and returning in 2 months. Staff very pleasant and accommodating, especially the manager, Leah."

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."

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."

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."

Water's Edge Resort & Spa

10/10 Excellent

"Beautiful place. Staff were very helpful and polite."

Ocean Vista Resort

10/10 Excellent

"Ocean Vista was a very well-maintained property. Staff was very welcoming and pleasant as well as professional. Enjoyed our stay we’ll go back."

Hampton Bays Hotel on Main

10/10 Excellent

"This hotel was clean, comfy and reasonably priced. Everything worked out well virtually checking in and was perfect for our one night stay. Parking was a little nerve racking since there was no parking on the premise but the street parking worked out well reading the street signs and moving the car when necessary."

More cheap accommodation in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

NZ$158

15 Oct - 16 Oct

includes taxes & fees

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT

NZ$199

8 Nov - 9 Nov

includes taxes & fees

7.8/10 Good! (1,007 reviews)

The Atlantic Hotel

1655 County Road 39 Southampton NY

NZ$263

28 Oct - 29 Oct

includes taxes & fees

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

NZ$291

28 Oct - 29 Oct

includes taxes & fees

9.6/10 Exceptional! (600 reviews)

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

NZ$302

15 Oct - 16 Oct

includes taxes & fees

9/10 Wonderful! (418 reviews)

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

NZ$433

15 Oct - 16 Oct

includes taxes & fees

Frequently asked questions

When is the best time to go to Dering Harbor?

The best time to visit Dering Harbor is during the summer months, from June to August, when the weather is warm and sunny, great for enjoying all the outdoor activities the area offers.During this period, visitors can fully experience the charm of Dering Harbor, with its pleasant temperatures ideal for sailing, swimming, and exploring the local beaches. The days are long, allowing for extended outings and enjoying the natural beauty of the area.Couples looking for a romantic getaway will find these months particularly appealing. They can enjoy sunset cruises, leisurely strolls along the waterfront, and dining at outdoor restaurants. The warm evenings provide a lovely setting for a relaxing break.Families also benefit greatly from a summer visit. The calm waters are ideal for children to swim and play, and many local establishments cater to family-friendly activities.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Dering Harbor.

How can I save on a hotel booking in Dering Harbor with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Dering Harbor hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Dering Harbor?

Prices for hotels in Dering Harbor often vary, but you can find a great deal from NZ$158 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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Book Hotels in Dering Harbor on Expedia.com

Search Dering Harbor hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Dering Harbor

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Dering Harbor hotels

1. The Harbor Front Inn

2. Zey Hotel

3. The Chequit

4. Sound View Greenport

5. Silver Sands Motel & Beach Bungalows

6. The Shoals Suites and Slips

7. Cliffside Resort Condominiums

8. House on Chase Creek

9. Sag Harbor Inn

10. American Beech Hotel

11. North Fork Resort

12. Oyster Estate

13. Shelter Island House

14. The Menhaden

15. The Bentley Hotel Southampton

16. Pier Blue Inn Old Saybrook - Essex

17. Clinton Motel

18. Shorewood Inn

19. Quality Inn Old Saybrook - Westbrook

20. Faraway Sag Harbor

Top Dering Harbor Hotel Reviews

Recent Reviews in Dering Harbor

Zey Hotel

Sound View Greenport

The Bentley Hotel Southampton

Quality Inn Old Saybrook - Westbrook

Silver Sands Motel & Beach Bungalows

Pier Blue Inn Old Saybrook - Essex

Water's Edge Resort & Spa

Ocean Vista Resort

Hampton Bays Hotel on Main

More cheap accommodation in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

Quality Inn Old Saybrook - Westbrook

The Atlantic Hotel

The Bentley Hotel Southampton

Hampton's Vacation Inn

The Hampton Maid

Frequently asked questions

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