Wingdale Holidays from £743

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    Save up to £335 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

The Latest Wingdale Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson

Windrose On Hudson

2 out of 5
Save 100% on your flight
per person
14 Aug - 21 Aug
found 15 hours ago
Return flight included
London (LON) to New York (NYC)
No reviews
I regret I didn’t take pictures, but the scenery was beautiful

Reviewed on 24 Jun 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
6 Sept - 12 Sept
found 1 day ago
Return flight included
London (LON) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
One of the Best hotel I have ever stayed. Little small, little pricey, but they did everything right.

Reviewed on 25 Jun 2025

The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
Save 100% on your flight
per person
1 Sept - 5 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (1,009 reviews)
Perfect hotel and location for easy access to the park and shopping. Beautiful hotel, friendly staff and clean!

Reviewed on 26 Jun 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
Save 100% on your flight
per person
25 Aug - 30 Aug
found 11 hours ago
Return flight included
London (LHR) to New York (JFK)
9.4/10 Exceptional! (32 reviews)
it was cute, only negative was no tv in the room but it was such a great experience

Reviewed on 16 Jun 2025

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Save 100% on your flight
per person
25 Aug - 30 Aug
found 11 hours ago
Return flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (230 reviews)
Service in the hotel was terrible , butler service and room service was very bad

Reviewed on 11 Jun 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
1 Sept - 5 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
It was nice but certainly not extraordinary. It was also outlandishly expensive. However the staff was outstanding.

Reviewed on 24 Jun 2025

Wingdale Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
2ºC
Max Temp Summer
27ºC

Our pick of the best Wingdale Hotel Deals

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Wingdale, NY
Stay at this beach holiday home in Wingdale. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Bull's Bridge and Dover Veterans Memorial Library ...
9.8/10 Exceptional! (105 reviews)
Wonderful setting for a private family gathering
"A delightful place. Having the lake to ourselves with magnificent views plus a property that has plenty to keep everyone active--including the very active 4 year old in our group--was amazing. Do note that the downstairs bathroom has narrow doors so mobility impaired people may not be able to access ..."

Reviewed on 8 May 2025

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
Stay at this 4-star business-friendly hotel in Danbury. Enjoy free Wi-Fi, free parking and room service. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,005 reviews)
"Great staff and very comfortable surroundings!"

Reviewed on 25 Jun 2025

Hotel Zero Degrees Danbury
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,004 reviews)
Great place
"Very friendly staff. Easy, free parking, good breakfast"

Reviewed on 27 Jun 2025

HYATT house Fishkill/Poughkeepsie
See all 839 properties in Wingdale
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Wingdale travel package cost?
We make it simple to travel the world, with Wingdale travel packages starting from as little as £743. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a couple of tours and activities to your travel itinerary?
If I'm not able to travel, can I cancel my Wingdale travel package?
It's hard to predict what the future holds, so it's comforting to know that you can cancel or change your Wingdale travel package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Wingdale?
You'll save a ton of money if you bundle your car rentals, flights and hotels into a Wingdale travel package. Sometimes cheap packages mean fewer choices. But that's not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 properties throughout the world, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some interesting activities to your package deal and unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Wingdale holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book your dream getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all types of budgets, so you can have that well-earned holiday now.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.

What are the top hotels in Wingdale?
HYATT house Fishkill/Poughkeepsie and Hyatt Place Poughkeepsie are among the most popular properties in Wingdale. Why not look up the rates and facilities at each and then make up your mind?
How far in advance should I book my Wingdale holiday?
Savvy travellers will likely want to book early. You can generally compare international airfares on Expedia up to 12 months before your flight. If you're purchasing tickets last minute, don't stress. Low prices occasionally occur in the last weeks before departure.
What does an Expedia Wingdale travel package include?
Rental cars, hotels and flights --- you'll find them all here. With Expedia, you can shape your Wingdale package however you want. All you have to do is determine just what you need. Once you've made your booking, you can add extras like tours and activities. The more you bundle, the more you save!
What should I know before booking a Wingdale travel package?
Whether it's adventure or relaxation you're seeking, a Wingdale travel package lets you plan your escape your way. Plus, you'll score great discounts just for combining your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Wingdale Expedia travel package?
Expedia has access to more than 550 airline partners worldwide, so you sure can! Simply select your preferred air carrier and craft the perfect Wingdale holiday.

* 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.