Lodging Image

Find hotels in Wingdale, NY from $83

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Star rating

Our top choices for Wingdale hotels

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
10.0 out of 10, Exceptional, (3 reviews)
"Carrie the owner was a star 10 out of 10. the property, the house and the suite were amazing, beautiful and the surrounding woods so tranquil. already looking forward to coming back for another stay."
United States
Robert
$175 nightly
The price is $198
Jun 22 - Jun 23
Total with taxes and fees
The Harlow House

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (851 reviews)
"Great place for a couple of nights."
United States
James
$139 nightly
The price is $159
Jun 21 - Jun 22
Total with taxes and fees
Rocky River Inn

Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury
2.0 star property
Bethel
8.2 out of 10, Very Good, (1,000 reviews)
"All was good enjoyed the stay there and very happy it’s pet friendly."
United States
clarivel
$101 nightly
The price is $116
Jun 28 - Jun 29
Total with taxes and fees
Microtel Inn & Suites by Wyndham Bethel/Danbury

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (536 reviews)
"Great location nice hotel"
United States
Payam
$168 nightly
The price is $190
Jul 12 - Jul 13
Total with taxes and fees
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (852 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
$148 nightly
The price is $160
Jun 21 - Jun 22
Total with taxes and fees
Heidi's Inn

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (478 reviews)
"This place was excellent, especially for the price. Lovely setting and unique."
United States
Randall
$114 nightly
The price is $128
Jun 24 - Jun 25
Total with taxes and fees
Best Western Plus The Inn & Suites At The Falls

Le Chambord at Curry Estate

Le Chambord at Curry Estate
3.0 star property
Hopewell Junction
9.2 out of 10, Wonderful, (267 reviews)
"Everything was perfect for our one night getaway. Dinner was amazing, room was VERY clean. "
United States
vincent
$189 nightly
The price is $214
Jul 8 - Jul 9
Total with taxes and fees
Le Chambord at Curry Estate

Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.2 out of 10, Wonderful, (203 reviews)
"Great location right in town. Good sized room, clean, exactly what I needed for a quick stay. "
United States
Vienna Hiu Yan
$144 nightly
The price is $163
Jul 19 - Jul 20
Total with taxes and fees
Station Inn Pawling

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
New Milford
5.6 out of 10, (347 reviews)
"It was decent very private and relaxing"
United States
Carrie
$98 nightly
The price is $113
Jun 21 - Jun 22
Total with taxes and fees
Maple Leaf Motel

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (307 reviews)
"Great stay"
United Kingdom
Katherine
$275 nightly
The price is $311
Jun 21 - Jun 22
Total with taxes and fees
Inn at Pine Plains

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (68 reviews)
"This is my litchfield go to spot. The location is spectacular the staff is so friendly and professional the rooms are comfortable and well appointed. Breakfast is not to be missed and the restaurant is comfortable savvy . The rooftop is amazing (when open). "
United States
laura
$245 nightly
The price is $282
Jul 12 - Jul 13
Total with taxes and fees
The Abner Hotel

The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (280 reviews)
"The staff was particularly pleasant, welcoming and professional."
United States
Cynthia
$169 nightly
The price is $196
Jun 21 - Jun 22
Total with taxes and fees
The Heartwood

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,003 reviews)
"Our room was clean and comfortable. It was just what we wanted for a short overnight stay. The staff were very friendly and accommodating. I would definitely stay there again."
United States
ANNE
$94 nightly
The price is $109
Jul 19 - Jul 20
Total with taxes and fees
Quality Inn & Suites Fishkill South near I-84

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1,000 reviews)
"Will be returning truly recommend fir a retreat Beautiful grounds"
United States
Desorene
$146 nightly
The price is $168
Jul 5 - Jul 6
Total with taxes and fees
Heritage Hotel, Golf & Conference Center

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
7.8 out of 10, Good, (1,012 reviews)
"A good spot for a good price"
United States
Brittany
$84 nightly
The price is $94
Jul 1 - Jul 2
Total with taxes and fees
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel
2.5 star property
Danbury
8.6 out of 10, Excellent, (717 reviews)
"Great place to stay"
United States
Billy
$108 nightly
The price is $125
Jun 28 - Jun 29
Total with taxes and fees
Comfort Inn & Suites Danbury-Bethel

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,000 reviews)
"This was a great location, the staff were very helpful and friendly, and the breakfast was great."
United States
Shannon
$107 nightly
The price is $124
Jun 29 - Jun 30
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,261 reviews)
"Hotel and visit were great, definitely recommend."
United States
Kathryn
$106 nightly
The price is $122
Jul 5 - Jul 6
Total with taxes and fees
Ethan Allen Hotel

Motel 6 Bethel, CT - Danbury

Motel 6 Bethel, CT - Danbury
2.0 star property
Bethel
7.2 out of 10, Good, (530 reviews)
"clean room, pet friendly"
United States
Jennie
$86 nightly
The price is $98
Jul 16 - Jul 17
Total with taxes and fees
Motel 6 Bethel, CT - Danbury
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Wingdale attractions

Learn more about Wingdale

Head to sights like Dover Veterans Memorial Library and Harlem Valley Golf Club as you discover Wingdale.

Photo by Anna Arsenault
Open Photo by Anna Arsenault

Top Wingdale Hotel Reviews

More cheap stays in Wingdale

Hotels in Wingdale with star-rating

Frequently asked questions

What is the best area to stay in Wingdale?
For visitors to Wingdale, the best area to stay is directly within the resort property itself, as Wingdale is primarily known for this singular, expansive destination.

The resort is designed as a self-contained retreat, offering a variety of accommodations, dining options, and recreational activities all within its grounds. You'll find everything from a large, serene lake for water activities to extensive hiking trails winding through the natural landscape. The property also features tennis courts, a golf course, and a large indoor fitness center with high-end equipment and group classes.

Couples looking for a relaxing escape will find the resort particularly appealing. The spacious grounds provide ample opportunities for quiet walks, spa treatments, and enjoying meals with scenic views. Many accommodations offer private balconies or patios, enhancing the sense of seclusion and tranquility.

For families, the resort offers numerous activities to keep everyone engaged, including a large outdoor pool area and organized recreational programs.
When is the best time to go to Wingdale?
While Wingdale doesn't typically serve as a primary destination, the best times to visit the surrounding Dutchess County area are during the spring, summer, and fall months, from May through October.

Late spring and early summer, particularly May and June, offer pleasant weather for outdoor activities. The rolling hills are lush, and local farms begin to open for produce and flower picking. It's an excellent time for couples interested in scenic drives and visiting local vineyards or small towns without the peak summer crowds.

For those seeking the warmest weather and a full range of outdoor options, July and August are ideal. This period is superb for families looking to enjoy nearby lakes, hiking trails, and outdoor dining experiences. Many seasonal attractions are fully operational, offering plenty of activities for all ages.

The fall, especially September and October, is arguably the most picturesque time to visit due to the stunning foliage. The cooler temperatures make it comfortable for exploring the numerous hiking trails and enjoying the vibrant autumn colors.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Wingdale.
How can I save on a Wingdale hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Wingdale hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Wingdale hotel?
Prices for hotels in Wingdale often vary, but you can find a great deal from $83 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia