Wingdale Holidays from £1,370
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top Wingdale Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport
Manhattan
£1,380
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (1,005 reviews)
When checking in the front desk informed me that I had $42 to spend in room order including patronage at the restaurant on site. They did not mention that the spend doesn’t include or cannot apply to gratuity. I spent $40 on the entire bill at the restaurant and the hotel only took off the portion without the gratuity. The toilet was not flushing well and toward the end of my stay the water never stopped running so I had to call the front desk at 10pm. The elevator was not working but the technician appeared to not communicate to hotel guests by just standing there. I had to carry 3 bags and took a few steps down to another elevator.
Reviewed on 11 Aug 2026
Wingdale Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top hotels in Wingdale
Ethan Allen Hotel
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
£83
16 Aug - 17 Aug
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
£95
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,024 reviews)
"Not professional and not helpful"
Reviewed on 12 Aug 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
£82
10 Sept - 11 Sept
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"I reserved two rooms. When I returned to my room in the evening I noticed mold on the room and water on the floor. We notified the front desk but they refused to help or even address the matter. We were very disappointed, they didnt even offer to come up and see the room."
Reviewed on 13 Aug 2026
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.
Stay near popular Wingdale attractions
Leather Hill Preserve
You can take time to visit Leather Hill Preserve during your travels to Wingdale.
Dover Veterans Memorial Library
After visiting Dover Veterans Memorial Library, make a plan to see the other sights and activities in Wingdale.
Pawling Nature Reserve
You can take time to visit Pawling Nature Reserve during your travels to Wingdale.
Olivet University
Walk around the campus at Olivet University as part of your travels around Wingdale.
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 £1,370. 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.
