Wingdale Holidays from NZ$4,689

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The Latest Wingdale Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Price was NZ$6,134, price is now NZ$4,689 per person
NZ$4,689
per person
10 Sept - 17 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (944 reviews)
Great property. Nice quiet location in lower Manhattan right by Seaport and Wall Street (and subway). Room is basically an apartment (my one BR Gourmet had full kitchen and two full baths). Cool property with lots of great common areas. Great staff. Will stay again.

Reviewed on 7 July 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was NZ$7,920, price is now NZ$5,714 per person
NZ$5,714
per person
10 Sept - 17 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,130 reviews)
Went with family. Would stay again.

Reviewed on 9 July 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was NZ$7,763, price is now NZ$5,625 per person
NZ$5,625
per person
10 Sept - 17 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,652 reviews)
Amazing. Great service. Great location

Reviewed on 9 July 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was NZ$7,140, price is now NZ$5,275 per person
NZ$5,275
per person
10 Sept - 17 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
The staff is super friendly and accommodating. The hotel is located right in front of the famous L’industrie Pizza and down the street is Little Italy with many great restaurants. There famous caffe Paradiso is only a 7 min walk and a 5 min walk to Leons bagels! The hotel provided a free water dispenser down in their lobby as well as free coffee and teas. They also provide free yummy croissants in the mornings. I would definitely stay here again.

Reviewed on 6 July 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was NZ$7,438, price is now NZ$5,769 per person
NZ$5,769
per person
10 Sept - 17 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (4,331 reviews)
Perfect location. All the Staff were helpful and friendly. The rooftop bar was great, beautiful views, but the bar service was slow. Our table server though was great. We arrived on a crowded day and the pool was filled with people (looked like a giant community bathtub) so we never used the pool. Disappointing considering that’s why we chose that hotel. The room was pretty and clean, the bed was comfortable, but limited drawer space and no closet. Our shower was a weird setup, looked like a gym shower, but maybe because it was a handicap bathroom. They give you bottled water which 110% appreciated and needed. A young woman checked on our room to see if we needed anything. She was the best. Overall, we would stay again. The location and the rooftop bar are what would bring us back.

Reviewed on 9 July 2026

Wingdale Holiday

Our pick of the best Wingdale Hotel Deals

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
The price is NZ$211 per night from 9 Aug to 10 Aug
NZ$211
9 Aug - 10 Aug
includes taxes & fees
8/10 Very good! (1,295 reviews)
"Awesome place to stay!"

Reviewed on 8 July 2026

Ethan Allen Hotel
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is NZ$234 per night from 23 July to 24 July
NZ$234
23 July - 24 July
includes taxes & fees
9/10 Wonderful! (1,012 reviews)
"Almost new property! Good size rooms and an incredible breakfast!"

Reviewed on 7 July 2026

Hyatt Place Poughkeepsie / Hudson Valley
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
The price is NZ$176 per night from 22 July to 23 July
NZ$176
22 July - 23 July
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Never in my life that I experienced such horrible customer service. There was a male concierge with a ponytail who did not allow my friends to check in. One of them had their ID, but they weren’t allowed to check in because I wasn’t present. I explained to the concierge over the phone that my father ..."

Reviewed on 8 July 2026

Best Western Danbury/Bethel
See all 877 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.

Stay near popular Wingdale attractions

Olivet University

Walk around the campus at Olivet University as part of your travels around Wingdale.
See properties

Frequently asked questions

How much does a Wingdale holiday package cost?
Offering excellent value package deals from NZ$4,689 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?

  1. Pick your dates: What you want to do in Wingdale and your preferred season will help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.