Wingdale Vacations from $512

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The Latest Wingdale vacation packages

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Save 100% on your flight
Price was $910, price is now $512 per person
$512
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.8/10 Excellent! (1,957 reviews)
It was the perfect location for the event we were attending

Reviewed on Jun 3, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $2,526, price is now $1,190 per person
$1,190
per person
Jul 14 - Jul 16
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

Dream Hotel Bronx

Dream Hotel Bronx

2 out of 5
South Side
Save 100% on your flight
Price was $1,428, price is now $712 per person
$712
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
7.2/10 Good! (94 reviews)
Second visit was better then the first one.

Reviewed on Apr 23, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was $2,223, price is now $1,144 per person
$1,144
per person
Aug 6 - Aug 9
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (678 reviews)
Rooms are nice big and clean. Ambience and views are great. However, hotel can Improve on options available for breakfats

Reviewed on May 23, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $4,772, price is now $2,524 per person
$2,524
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
The hotel is beautiful and in unic place the stuff provides an outstanding service starting from valley parking, at front desk, at pool, in restaurants! It was my husband’s birthday. We got Champagne and sweets! Wish to come again. Highly recomended.

Reviewed on Jun 1, 2026

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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
$103 nightly
The price is $119 total per night from Jun 21 to Jun 22
$119 total
Jun 21 - Jun 22
Total with taxes and fees
8/10 Very Good! (1,235 reviews)
"The staff are always very helpful"

Reviewed on Jun 5, 2026

Ethan Allen Hotel
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Jul 6 to Jul 7
$108 total
Jul 6 - Jul 7
Total with taxes and fees
8.2/10 Very Good! (119 reviews)
"New and refurbished"

Reviewed on Jun 4, 2026

Spark by Hilton Fishkill
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $83 total per night from Jul 6 to Jul 7
$83 total
Jul 6 - Jul 7
Total with taxes and fees
6.6/10 (1,001 reviews)
"THANK YOU TO EVERYONE THAT WORK'S HERE JUST KNOW THAT YOU ALL ARE AMAZING THANK YOU"

Reviewed on Jun 1, 2026

Studio 6 Extended Stay Fishkill Route 9 NY
See all 866 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.

Find the Best Wingdale Vacation Packages

Wingdale Essential Information

Language
English
Currency
U.S dollars
Top Sights
James Baird State Park, Stormville Airport Antique Show & Flea Market and Whaley Lake

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Frequently asked questions

How much does a Wingdale vacation package cost?
Offering excellent value package deals from $512 on Expedia, you'll be surprised at how little a vacation to Wingdale costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Wingdale?
If you're hoping to book a cheap Wingdale vacation package, consider planning a trip in December, January and February. You'll usually find lower rates on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Wingdale?
The ideal length of your Wingdale vacation depends on what you'd like to see. Usually, a handful of days to a week will give you time to tick off all the top attractions and explore some hidden gems 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 vacation package as early as possible.
Is it cheaper to book a Wingdale vacation as a package?
Expedia vacation 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 vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Wingdale?
If you've got your Wingdale vacation 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.
Does Expedia offer Book Now, Pay Later Wingdale vacation packages?
Your Wingdale trip is meant to be a relaxing escape from your busy life, not a reason for money worries. So to give you that extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.