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Find hotels in Wingdale, NY from $82

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Our top choices for Wingdale hotels

Brinckerhoff Inn

Brinckerhoff Inn
4.0 star property
Fishkill
9.6 out of 10, Exceptional, (62 reviews)
"We had a great stay at the Brinckerhoff Inn. The property is beautiful and it was obvious how much work went into the restoration. The decor was very "Presidential" and definitely felt like you were back in the 18th Century. My husband and I had a lovely stay. The en suite bathroom was spacious and Molton brown amenities added a nice touch. We even snuck in a few games of pool in the downstairs game room. Bob was a terrific host and made us a delicious breakfast with a beautiful...
United States
Stacey
$299 nightly
The price is $338
Jun 17 - Jun 18
Total with taxes and fees
Brinckerhoff Inn

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,017 reviews)
"I just experienced a lovely stay at Comfort suites, the room was very comfortable, the bed was like floating on a cloud, the staff were very friendly accommodating, the breakfast buffet was excellent. Highly recommend staying there, also close to Rt 84 easy access"
United States
Marlene
$97 nightly
The price is $112
Jul 12 - Jul 13
Total with taxes and fees
Comfort Suites Fishkill near Interstate 84

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
$192 nightly
The price is $217
Jun 25 - Jun 26
Total with taxes and fees
The Harlow House

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (850 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
$148 nightly
The price is $160
Jun 17 - Jun 18
Total with taxes and fees
Heidi's Inn

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
Jul 5 - Jul 6
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, (1,019 reviews)
"All was good enjoyed the stay there and very happy it’s pet friendly."
United States
clarivel
$100 nightly
The price is $115
Jun 21 - Jun 22
Total with taxes and fees
Microtel Inn & Suites by Wyndham Bethel/Danbury

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 17 - Jun 18
Total with taxes and fees
Maple Leaf Motel

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1,017 reviews)
"Will be returning truly recommend fir a retreat Beautiful grounds"
United States
Desorene
$151 nightly
The price is $174
Jun 29 - Jun 30
Total with taxes and fees
Heritage Hotel, Golf & Conference Center

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

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

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, (476 reviews)
"This place was excellent, especially for the price. Lovely setting and unique."
United States
Randall
$114 nightly
The price is $128
Jun 21 - Jun 22
Total with taxes and fees
Best Western Plus The Inn & Suites At The Falls

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel
2.5 star property
Danbury
8.6 out of 10, Excellent, (713 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

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, (1,019 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
$96 nightly
The price is $111
Jul 12 - Jul 13
Total with taxes and fees
Quality Inn & Suites Fishkill South near I-84

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,028 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 21 - Jun 22
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley

Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (201 reviews)
"It was an all around great place to stay. "
United States
gerard
$206 nightly
The price is $237
Jul 1 - Jul 2
Total with taxes and fees
Homestead Inn

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, (1,010 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

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,256 reviews)
"Hotel and visit were great, definitely recommend."
United States
Kathryn
$106 nightly
The price is $122
Jul 9 - Jul 10
Total with taxes and fees
Ethan Allen Hotel

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
$147 nightly
The price is $166
Jul 16 - Jul 17
Total with taxes and fees
Station Inn Pawling

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,011 reviews)
"Great place to step in the area the restaurant in the lobby is awesome great food and ambiance"
United States
Laura
$164 nightly
The price is $188
Jul 8 - Jul 9
Total with taxes and fees
Hotel Zero Degrees Danbury

The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (278 reviews)
"The staff was particularly pleasant, welcoming and professional."
United States
Cynthia
$169 nightly
The price is $196
Jun 17 - Jun 18
Total with taxes and fees
The Heartwood
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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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

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 $82 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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