Dering Harbor Holidays from £790

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Your Dering Harbour Holiday

Say goodbye to the stress of planning and hello to a Dering Harbour holiday package. With the finer details organised before you leave, you can focus on discovering this city, starting with Orient Point, which is good for views, fishing and nature. Love to explore? 67 Steps Beach, Railroad Museum of Long Island and Kontokosta Winery are some of the top-rated places to visit during your trip to Dering Harbour. Don't put off your visit to this destination any longer. Your dream Dering Harbour holiday is a few clicks away with Expedia.

Top Dering Harbor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Manhattan
Save 100% on your flight
Price was £1,306, price is now £790 per person
£790
per person
4 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to New York (JFK)
7/10 Good! (2,305 reviews)
Good location, but the house is old, no innovation.

Reviewed on 21 Aug 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was £3,374, price is now £1,695 per person
£1,695
per person
26 Oct - 31 Oct
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on 21 Aug 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was £2,980, price is now £1,664 per person
£1,664
per person
26 Sept - 3 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9/10 Wonderful! (1,589 reviews)
Mattress was very uncomfortable.

Reviewed on 18 Aug 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was £3,494, price is now £2,036 per person
£2,036
per person
26 Oct - 1 Nov
found 23 hours ago
Return flight included
London (LHR) to New York (JFK)
9.2/10 Wonderful! (1,001 reviews)
Exceedingly above my expectations

Reviewed on 31 Jul 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was £1,569, price is now £925 per person
£925
per person
11 Oct - 15 Oct
found 1 day ago
Return flight included
London (LGW) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
This property is located in the heart of the Manhatten Theatre district. We were able to walk to Times Square in minutes and there was a lot to see and do in the area. The price was good and the robotic parking next door was perfect for us. High marks all around.

Reviewed on 21 Aug 2025

Dering Harbour Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
4ºC
Max Temp Summer
24ºC
Top Sights
Shell Beach, Wades Beach and Menhadden Lane Beach

Top hotels in Dering Harbor

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
The price is £156 per night from 21 Sept to 22 Sept
£156
21 Sept - 22 Sept
includes taxes & fees
7/10 Good! (914 reviews)
"Nice place. Recommend."

Reviewed on 18 Aug 2025

The Atlantic Hotel
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is £320 per night from 8 Sept to 9 Sept
£320
8 Sept - 9 Sept
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Felt like loyalty. Spotless rooms and bathrooms. Restaurant staff treated us like old friends. We will be back. Thank you so much."

Reviewed on 21 Aug 2025

Saybrook Point Resort & Marina
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is £282 per night from 9 Sept to 10 Sept
£282
9 Sept - 10 Sept
includes taxes & fees
8.4/10 Very Good! (561 reviews)
"Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound"

Reviewed on 18 Aug 2025

Sound View Greenport
See all 3,977 properties in Dering Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Popular places to visit

Shelter Island Historical Society

You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society

Havens House

You can spend an afternoon studying the exhibits at Havens House during your travels in Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

Havens House

What to do in Dering Harbor

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

£109
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

£102
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
See all activities in Dering Harbor

Frequently asked questions

Why should I book my Dering Harbour holiday with Expedia?
With exceptional-value airfares, car hire and accommodation options all in one place, Expedia makes planning your Dering Harbour adventure easy. Moreover, we can help you bundle your bookings into a package holiday so you can get even more savings. Pick from fabulous properties, add your flights and/or a hire car (and maybe also some fun tours!) and get unbeatable prices. Need to change plans? Expedia has a flexible cancellation policy for many reservations. To find out more, make your way to our Customer Service Portal link.
When is the best time of year to holiday in Dering Harbour?
To enjoy the buzz of peak season, take off in May, June and July. December, January and February are generally quieter and a good idea if you want to get away from the crowds. To give you an idea of what type of weather to expect, the average daytime temperature in January, the coolest time of year in Dering Harbour, is 1ºC. The warmest time here is August, when temperatures are around 23ºC.
How do I get a cheap holiday to Dering Harbour?
Bundle your hotels and flights with Expedia to save on your next adventure. With over 400 partner airlines and 321,000 hotels globally, your Dering Harbour holiday can be tailored exactly to suit your travel style. With all those extra pounds, why not include one or more fun tours and activities? It's an easy way to unlock even more savings. Your dream holiday in Dering Harbour is much closer than you thought! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Dering Harbour holiday?
There are so many things to keep you busy while on a holiday in Dering Harbour. Gardiners Bay Country Club, Mashomack Preserve, Menhadden Lane Beach and Shell Beach are a few of this city's leading attractions.
Do I need a visa for my Dering Harbour holiday?
Official government websites will have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and the reason for your visit, whether it be for work or holidays, will determine if you'll need a visa for Dering Harbour. Also ensure your passport is up to date and has at least six months validity remaining after your planned date of return. Do all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Dering Harbour holiday?
Though everyone's style differs, it can help to have a few guidelines for what to wear on your holiday in Dering Harbour. Think about searching style blogs before you leave to get inspiration for local fashion trends. Daytime temperatures during January, Dering Harbour's coolest month, average around 1ºC. August marks this city's warmest month when the average reaches 23ºC. Our advice? Take the guesswork out of what to pack and check the weather forecast.
What does an Expedia Dering Harbour holiday include?
Hotels, flights and car hires, or any combination of the three — it's your choice. Whether you're headed to Dering Harbour with the entire family or adventuring with your friends, there's a package to suit your style and budget. Once you've made your booking, why not add on one or two tours and experiences? Explore a huge range of property types and pick one that fits your group size. The most in-demand holiday rentals here are private holiday homes and villas. With Expedia, you can easily customise your Dering Harbour retreat however you like.
Does Expedia offer Book Now, Pay Later Dering Harbour holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply pick the payment plan best suited to your needs during checkout and take the stress out of budgeting for your next trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna offers just that! Paying in several transactions will make your holiday dreams possible.
  • No-deposit holidays: If not paying ahead of time for your getaway makes pressing that "book now" button easier, choose a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Dering Harbour Expedia holiday?
Yes, so take your pick! We offer more than 400 partner airlines across the globe, so you can tailor your Dering Harbour escape according to your travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.