Wingdale Holidays from AU$3,082
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
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The Latest Wingdale Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
AU$4,820
per person
20 Dec - 27 Dec
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (4,026 reviews)
Me and my family were very satisfied with our stay at the RIU. It was very clean and our room was cleaned daily and we were left with plenty of clean towels. The location was also perfect for what we were there for.
Reviewed on 18 Oct 2026
Wingdale Holiday
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
Ethan Allen Hotel
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
AU$173
8 Nov - 9 Nov
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
AU$157
15 Nov - 16 Nov
includes taxes & fees
9/10 Wonderful! (1,124 reviews)
"Clean rooms, really helpfull Staff breakfast was amazing."
Reviewed on 16 Oct 2026
Best Western Danbury/Bethel
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
AU$163
25 Oct - 26 Oct
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Stayed one night while traveling through CT. Man at desk was super nice and helpful. Room was clean. Breakfast was hot and good. Only complaint was tiny square bed pillows. If you’re looking for a clean, inexpensive room this is a good option."
Reviewed on 16 Oct 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
Pawling Nature Reserve
You can take time to visit Pawling Nature Reserve during your travels to Wingdale.
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.
Olivet University
Walk around the campus at Olivet University as part of your travels around Wingdale.
Frequently asked questions
How much does a Wingdale holiday package cost?
Offering excellent value package deals from AU$3,082 on Expedia, you'll be surprised at how little a holiday to Wingdale costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Wingdale?
January, February and March are the best times to search for cheap Wingdale holiday packages. Choosing to travel in quieter periods means you can usually find lower prices on hotels and flights.
How many days is enough for Wingdale?
The ideal length for your Wingdale holiday depends on what you'd like to do and see. Generally, a handful of days to a week will give you plenty of time to check out all the major sights and explore some hidden spots along the way.
How to find the best Wingdale package deals?
Use Expedia's filter tool to help you find some great Wingdale package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Wingdale package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as early as possible.
Is it cheaper to book a Wingdale holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Wingdale holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Wingdale?
If you've got your Wingdale holiday dates finalized, book early to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Wingdale?
- Pick your dates: What you want to do in Wingdale and your preferred season will help you decide when to get away.
- Plan your budget wisely: Besides the cost of your accommodation, you should consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Wingdale.
- Decide how long to go away for: Now that you're up to speed on Wingdale, you can figure out the perfect length of your holiday. Pull together a rough plan and give yourself enough time to cover everything you want to see.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Wingdale holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
