Wingdale Vacations from $233

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The Latest Wingdale vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY

3 out of 5
Price was $462, price is now $233 per person
$233
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
16.8/10 Exceptional! (1,001 reviews)
Beautiful place to be

Reviewed on Nov 20, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $631, price is now $284 per person
$284
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
18.4/10 Exceptional! (2,008 reviews)
Staff was excellent, room was clean and cozy and breakfast was delish!! On my day of departure, the hotel was sold out but they still gave me an extra 30 mins to check out. Highly recommended and I’ll definitely be back!

Reviewed on Nov 22, 2025

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was $646, price is now $315 per person
$315
per person
Feb 12 - Feb 15
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
17.2/10 Exceptional! (2,613 reviews)
The location was ideal for our stay. The restaurant food was amazing.

Reviewed on Nov 22, 2025

The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Price was $613, price is now $309 per person
$309
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
18/10 Exceptional! (1,825 reviews)
I won’t stay here again as the exhaust vent in the bathroom was packed with large amounts of dust (mold), my TV didn’t work, the WiFi was ridiculously slow, and the plug for the coffee didn’t work. I did sleep well and it was quiet.

Reviewed on Nov 19, 2025

Hotel 57

Hotel 57

4 out of 5
Manhattan
Price was $480, price is now $245 per person
$245
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
16.4/10 Exceptional! (1,287 reviews)
Great staff. Very clean, cute room

Reviewed on Nov 18, 2025

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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 $233 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.