Photo by Anna Arsenault

Hotels in Wingdale

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Check prices for these dates

Tonight
Dec 15 - Dec 16
Tomorrow
Dec 16 - Dec 17
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Where to stay in Wingdale?

Terrace/patio
Station Inn Pawling
Station Inn Pawling
3.0 star property
9.0 out of 10, Wonderful, (186)
The price is $172
$194 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Station Inn Pawling
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.
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Top landmarks in Wingdale

Dover Veterans Memorial Library

Dover Veterans Memorial Library is worth a visit when in central Wingdale.
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Olivet University

If you'd like to get a taste of Wingdale student life, check out Olivet University, located 0.8 mi (1.2 km) from central Wingdale.
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Learn more about Wingdale

Wingdale is well-known for its attractions such as Dover Veterans Memorial Library and Harlem Valley Golf Club.

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Thought this reflection in the abandoned Olivet University in Wingdale, NY was pretty cool. The inside of the building were overgrown with all kinds of plants and the way the tree behind me reflected in the glass made it harder to tell what was inside and what was out. #culture #culturephotocontest
Photo by Anna Arsenault
Open Photo by Anna Arsenault

Check out reviews of Wingdale hotels guests love

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Clean, modern, plenty amenities, attentive service. Will come back again- thank you!"
Jeffrey 2-night trip
Posted 11 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Frequently asked questions

Can I book a refundable hotel in Wingdale?
If you're looking for the flexibility to change your plans to Wingdale, most properties provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Wingdale be like during my visit?
The warmest months in Wingdale are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 31°F. The rainiest months are October and July.
Why should I book my Wingdale hotel with Hotels.com?
There are plenty of reasons to book your Wingdale travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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