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Our top choices for Wingdale hotels

Luxe Mountain Getaway on Private Rd Near Rhinebeck

Luxe Mountain Getaway on Private Rd Near Rhinebeck
3.0 star property
Hyde Park
$1,250 nightly
The price is $1,414
Jul 5 - Jul 6
Total with taxes and fees
Luxe Mountain Getaway on Private Rd Near Rhinebeck

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
$146 nightly
The price is $165
Jun 14 - Jun 15
Total with taxes and fees
The Harlow House

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
New Milford
5.6 out of 10, (346 reviews)
"It was decent very private and relaxing"
United States
Carrie
$98 nightly
The price is $113
Jun 14 - Jun 15
Total with taxes and fees
Maple Leaf Motel

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, (1,017 reviews)
"All was good enjoyed the stay there and very happy it’s pet friendly."
United States
clarivel
$91 nightly
The price is $105
Jun 14 - Jun 15
Total with taxes and fees
Microtel Inn & Suites by Wyndham Bethel/Danbury

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
$130 nightly
The price is $149
Jun 29 - Jun 30
Total with taxes and fees
Rocky River 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, (475 reviews)
"staff was very helpful and Breakfast was excellent only stay there one night"
United States
Sabrina
$105 nightly
The price is $118
Jun 17 - Jun 18
Total with taxes and fees
Best Western Plus The Inn & Suites At The Falls

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (849 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
$148 nightly
The price is $160
Jun 14 - Jun 15
Total with taxes and fees
Heidi's Inn

The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (276 reviews)
"Front desk was kind and very helpful all the time. Bed was comfortable and everything was spot clean. We enjoyed our stay, we relaxed and loved all accommodations."
United States
America
$169 nightly
The price is $196
Jun 14 - Jun 15
Total with taxes and fees
The Heartwood

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, (535 reviews)
"Great location nice hotel"
United States
Payam
$161 nightly
The price is $182
Jul 12 - Jul 13
Total with taxes and fees
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,251 reviews)
"Hotel and visit were great, definitely recommend."
United States
Kathryn
$107 nightly
The price is $123
Jul 6 - Jul 7
Total with taxes and fees
Ethan Allen Hotel

Golden Hill Inn Danbury

Golden Hill Inn Danbury
2.0 star property
Danbury
7.2 out of 10, Good, (237 reviews)
"Great"
United States
Eric
$105 nightly
The price is $121
Jun 14 - Jun 15
Total with taxes and fees
Golden Hill Inn Danbury

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, (1,007 reviews)
"Staff were very pleasant, breakfast was good, safe parking and very clean room."
United States
Leonor
$84 nightly
The price is $94
Jul 1 - Jul 2
Total with taxes and fees
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Best Western Danbury/Bethel

Best Western Danbury/Bethel
2.5 star property
Bethel
7.8 out of 10, Good, (1,014 reviews)
"Very nice for the one overnight that I needed"
United States
Cathleen
$85 nightly
The price is $98
Jun 14 - Jun 15
Total with taxes and fees
Best Western Danbury/Bethel

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,021 reviews)
"This was a great location, the staff were very helpful and friendly, and the breakfast was great."
United States
Shannon
$103 nightly
The price is $119
Jun 21 - Jun 22
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (83 reviews)
"Excellent place and great host"
United States
Corrado
$240 nightly
The price is $272
Jun 14 - Jun 15
Total with taxes and fees
Millbrook Country House Bed & Breakfast

Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.2 out of 10, Wonderful, (202 reviews)
"Great location right in town. Good sized room, clean, exactly what I needed for a quick stay. "
United States
Vienna Hiu Yan
$146 nightly
The price is $165
Jul 12 - Jul 13
Total with taxes and fees
Station Inn Pawling

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, (1,013 reviews)
"Clean, comfortable, safe, nice breakfast"
United States
Brett
$98 nightly
The price is $114
Jul 13 - Jul 14
Total with taxes and fees
Quality Inn & Suites Fishkill South near I-84

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

Le Chambord at Curry Estate

Le Chambord at Curry Estate
3.0 star property
Hopewell Junction
9.2 out of 10, Wonderful, (266 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

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (382 reviews)
"Great place to stay."
United States
Sai
$134 nightly
The price is $154
Jul 5 - Jul 6
Total with taxes and fees
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
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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

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Hotels in Wingdale with star-rating

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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.

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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.

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