Dering Harbor Hotel & Accommodation Deals 2026 from NZ$148 - Fully Refundable Options

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Condo

Spa

Pool

Spa pool

Cottage

Family friendly

Waterpark

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Our top choices for Dering Harbor hotels

Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only)

Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking

1. Zey Hotel

Greenport

shaun

NZ$389

includes taxes & fees

1 Sept - 2 Sept

Suite, 1 Bedroom, Terrace, Harbour View | Terrace/patio

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

2. The Harbor Front Inn

Greenport

John

NZ$567

includes taxes & fees

8 Sept - 9 Sept

Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

3. Silver Sands Motel & Beach Bungalows

Greenport

Sol

NZ$656

includes taxes & fees

21 Sept - 22 Sept

Frette Italian sheets, premium bedding, Tempur-Pedic beds

4. The Chequit

The Heights

Kathleen

NZ$531

includes taxes & fees

8 Sept - 9 Sept

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

5. House on Chase Creek

The Heights

Calvin

NZ$471

includes taxes & fees

16 Sept - 17 Sept

Private beach, sun-loungers, beach umbrellas, beach towels

6. Sound View Greenport

Greenport

Suzanne

NZ$672

includes taxes & fees

15 Sept - 16 Sept

7. Oyster Estate

Greenport

Jenny

NZ$631

includes taxes & fees

8 Sept - 9 Sept

8. American Beech Hotel

Greenport

kerri

NZ$779

includes taxes & fees

10 Sept - 11 Sept

9. Cliffside Resort Condominiums

Greenport

Christine

NZ$734

includes taxes & fees

21 Sept - 22 Sept

Premium bedding, iron/ironing board, free WiFi, individually furnished

Seasonal outdoor pool, pool umbrellas, pool loungers

10. The Pridwin Hotel

Shelter Island Heights

Anna

NZ$1,133

includes taxes & fees

15 Sept - 16 Sept

The Shoals Grand Suite | Private kitchen

11. The Shoals Suites and Slips

Southold

Maria

NZ$600

includes taxes & fees

1 Sept - 2 Sept

Cottage, 2 Bedrooms, Patio | Living room

12. North Fork Resort

Greenport

Lisa

NZ$582

includes taxes & fees

13 Sept - 14 Sept

13. The Menhaden

Greenport

Lisa

NZ$916

includes taxes & fees

30 Aug - 31 Aug

Suite, 1 King Bed, Kitchenette (Living Room) | Living room

14. West Neck Guesthouse

Shelter Island Heights

Allie

NZ$602

includes taxes & fees

1 Sept - 2 Sept

15. Shelter Island House

Shelter Island Heights

Dorothy

NZ$607

includes taxes & fees

1 Sept - 2 Sept

16. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

Egor

NZ$175

includes taxes & fees

30 Aug - 31 Aug

17. Sag Harbor Inn

Sag Harbor

Loretta

NZ$679

includes taxes & fees

21 Sept - 22 Sept

Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

18. Quality Inn Old Saybrook - Westbrook

Old Saybrook

Theresa

NZ$195

includes taxes & fees

20 Sept - 21 Sept

Free cots/infant beds, rollaway beds, free WiFi, bed sheets

19. Clinton Motel

Clinton

Selena

NZ$153

includes taxes & fees

31 Aug - 1 Sept

Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas

20. Saybrook Point Resort & Marina

Old Saybrook Center

Alexa

NZ$712

includes taxes & fees

27 Sept - 28 Sept

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Top Dering Harbor Hotel Reviews

Recent Reviews in Dering Harbor

Hampton's Vacation Inn

10/10 Excellent

"A short stay to visit our daughter turned into a mini vacation. Lovely grounds comfortable and clean amenities, all well maintained. Did not see staff in person but responsive by text and phone."

The Hampton Maid

10/10 Excellent

"The staff was welcoming. Room was spotless. Water pressure in the shower phenomenal. Proximity to Ponquogue & Tiana Beaches excellent. Beds and pillows very comfortable. Will definitely return!"

Saybrook Point Resort & Marina

10/10 Excellent

"The best of the best! This was our 5th stay at Saybrook point and each year we look forward to going back. I can’t say enough good things. Do take advantage of all the amenities the hotel has to offer. Scenic bike ride, passes to the beach, shuttle services to and from town, amazing restaurants and the pool facilities. It’s a gem of a hotel and the town itself is even better."

The Harbor Front Inn

10/10 Excellent

"Everything was fantastic. Only negative thing I can say is that it would be nice to park over night for free. Other than that, top place to stay! Highly recommend."

Sound View Greenport

10/10 Excellent

"Front desk team super nice and accommodating!"

The Chequit

10/10 Excellent

"pretty and clean!"

The Pridwin Hotel

8/10 Good

"lovely place. Had an issue with my AC and there was nobody around to fix it"

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"Absolute gem really cool giant picnic table in the middle of the room, which is great for kids are just getting work done. The staff is absolutely wonderful. The view is gorgeous. If you stay on the backside of the hotel cannot recommend this place enough. What a surprise incredible bargain."

More cheap accommodation in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

NZ$175

30 Aug - 31 Aug

includes taxes & fees

8/10 Very good! (1,002 reviews)

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT

NZ$195

20 Sept - 21 Sept

includes taxes & fees

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

NZ$323

28 Sept - 29 Sept

includes taxes & fees

The Atlantic Hotel

1655 County Road 39 Southampton NY

NZ$388

28 Sept - 29 Sept

includes taxes & fees

7.2/10 Good! (1,000 reviews)

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

NZ$389

31 Aug - 1 Sept

includes taxes & fees

9/10 Wonderful! (388 reviews)

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

NZ$501

8 Sept - 9 Sept

includes taxes & fees

9.2/10 Wonderful! (766 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, 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$148 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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Treat yourself

Be picky

Go beyond your typical stay in Dering Harbor

Check prices for these dates

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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. House on Chase Creek

6. Sound View Greenport

7. Oyster Estate

8. American Beech Hotel

9. Cliffside Resort Condominiums

10. The Pridwin Hotel

11. The Shoals Suites and Slips

12. North Fork Resort

13. The Menhaden

14. West Neck Guesthouse

15. Shelter Island House

16. Pier Blue Inn Old Saybrook - Essex

17. Sag Harbor Inn

18. Quality Inn Old Saybrook - Westbrook

19. Clinton Motel

20. Saybrook Point Resort & Marina

Top Dering Harbor Hotel Reviews

Recent Reviews in Dering Harbor

Hampton's Vacation Inn

The Hampton Maid

Saybrook Point Resort & Marina

The Harbor Front Inn

Sound View Greenport

The Chequit

The Pridwin Hotel

Pier Blue Inn Old Saybrook - Essex

More cheap accommodation in Dering Harbor

Pier Blue Inn Old Saybrook - Essex

Quality Inn Old Saybrook - Westbrook

The Bentley Hotel Southampton

The Atlantic Hotel

Hampton's Vacation Inn

The Hampton Maid

Frequently asked questions

Explore a world of travel with Expedia

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