Hotels in Dering Harbor, NY - Best Dering Harbor Hotels from £67 - Fully Refundable Options

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Dering Harbor

Pet friendly

Apartment

Spa

Pool

Hot tub

Condo

Cottage

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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 bar area with wooden bar stools and a bookshelf.

1. The Harbor Front Inn

Greenport

Antrii

£156

includes taxes & fees

26 Oct - 27 Oct

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 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.

2. Sound View Greenport

Greenport

Irene

£167

includes taxes & fees

11 Nov - 12 Nov

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

3. The Chequit

The Heights

Patrick

£132

includes taxes & fees

9 Nov - 10 Nov

A lakeside patio with outdoor seating and a view of the water.

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.

4. Silver Sands Motel & Beach Bungalows

Greenport

Keith

£199

includes taxes & fees

3 Nov - 4 Nov

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.

5. Zey Hotel

Greenport

Renee

£157

includes taxes & fees

14 Oct - 15 Oct

6. Cliffside Resort Condominiums

Greenport

William

£230

includes taxes & fees

1 Nov - 2 Nov

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

7. House on Chase Creek

The Heights

Tracey

£160

includes taxes & fees

9 Nov - 10 Nov

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

A storefront with a sign reading "THE SHOALS".

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.

8. The Shoals Suites and Slips

Southold

Masayo

£228

includes taxes & fees

1 Nov - 2 Nov

9. Shelter Island House

Shelter Island Heights

Dorothy

£174

includes taxes & fees

15 Oct - 16 Oct

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

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

10. North Fork Resort

Greenport

Harold

£210

includes taxes & fees

14 Oct - 15 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 hallway with a fireplace, a large window, and a built-in shelving unit.

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

11. Sag Harbor Inn

Sag Harbor

Terri

£189

includes taxes & fees

2 Nov - 3 Nov

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

£214

includes taxes & fees

9 Nov - 10 Nov

A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

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

An outdoor dining area with tables and chairs, string lights, and hanging lanterns.

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

13. American Beech Hotel

Greenport

Mary

£247

includes taxes & fees

14 Oct - 15 Oct

Two blue Adirondack chairs and a small white table in a grassy area surrounded by trees.

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.

14. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

Celina

£67

includes taxes & fees

8 Nov - 9 Nov

A parking lot with a building in the background.

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

A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.

A motel with a large parking lot and multiple rooms.

15. Clinton Motel

Clinton

Selena

£68

includes taxes & fees

14 Oct - 15 Oct

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

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

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

A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

16. The Menhaden

Greenport

Daniel

£329

includes taxes & fees

11 Nov - 12 Nov

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

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

A bedroom with a bed, a door, and a framed picture on the wall.

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

17. Shorewood Inn

Riverhead

Dennis

£89

includes taxes & fees

25 Oct - 26 Oct

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

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.

18. The Bentley Hotel Southampton

Southampton

Doug

£124

includes taxes & fees

28 Oct - 29 Oct

A room with a leather sofa, a television mounted on the wall, and a window with a decorative frame.

19. Motel 6 Old Saybrook, CT

Old Saybrook

David

£71

includes taxes & fees

14 Oct - 15 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 cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

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

£359

includes taxes & fees

9 Nov - 10 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Dering Harbor Hotel Reviews

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."

Zey Hotel

10/10 Excellent

"The hotel was super clean and had a lot of different rooms to hang out in. Wheter you're reading a book or just want to enjoy some quiet time on a comfy couch this place had it. Our host James was a gentlemen and we'll definitely come back. Thanks"

The Hampton Maid

10/10 Excellent

"It was a great and easy stay! Would return."

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."

Saybrook Point Resort & Marina

10/10 Excellent

"This was our seventh year back! Beautiful. Luxurious yet still family friendly. We’ll be back again next year!"

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."

Shorewood Inn

8/10 Good

"Great 👍"

More cheap stays in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

£67

8 Nov - 9 Nov

includes taxes & fees

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT

£84

3 Nov - 4 Nov

includes taxes & fees

7.8/10 Good! (1,007 reviews)

The Atlantic Hotel

1655 County Road 39 Southampton NY

£111

29 Oct - 30 Oct

includes taxes & fees

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

£124

28 Oct - 29 Oct

includes taxes & fees

9.6/10 Exceptional! (600 reviews)

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

£128

14 Oct - 15 Oct

includes taxes & fees

9/10 Wonderful! (418 reviews)

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

£183

14 Oct - 15 Oct

includes taxes & fees

9.2/10 Wonderful! (804 reviews)

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, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 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 much is the nightly rate at a Dering Harbor hotel?

Prices for hotels in Dering Harbor often vary, but you can find a great deal from £67 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 the cheapest rate.

Explore a world of travel with Expedia

Book Hotels in Dering Harbor on Expedia.com

Find hotels in Dering Harbor, NY from £67

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. Sound View Greenport

3. The Chequit

4. Silver Sands Motel & Beach Bungalows

5. Zey Hotel

6. Cliffside Resort Condominiums

7. House on Chase Creek

8. The Shoals Suites and Slips

9. Shelter Island House

10. North Fork Resort

11. Sag Harbor Inn

12. Oyster Estate

13. American Beech Hotel

14. Pier Blue Inn Old Saybrook - Essex

15. Clinton Motel

16. The Menhaden

17. Shorewood Inn

18. The Bentley Hotel Southampton

19. Motel 6 Old Saybrook, CT

20. Faraway Sag Harbor

Top Dering Harbor Hotel Reviews

The Bentley Hotel Southampton

Zey Hotel

The Hampton Maid

Quality Inn Old Saybrook - Westbrook

Saybrook Point Resort & Marina

Silver Sands Motel & Beach Bungalows

Pier Blue Inn Old Saybrook - Essex

Water's Edge Resort & Spa

Shorewood Inn

More cheap stays 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

Explore a world of travel with Expedia

Go further with the Expedia app