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Find hotels in Wingdale, NY from $100

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Aug 19 - Aug 20
Tomorrow
Aug 20 - Aug 21
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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Our top choices for Wingdale hotels

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Pet friendly
Breakfast included
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Reserve now, pay later

1. Rocky River Inn

Rocky River Inn
New Milford
United States
michael
$105 nightly
$121 total
Aug 23 - Aug 24
Total with taxes and fees
Rocky River Inn

2. Station Inn Pawling

Station Inn Pawling
Pawling
United States
Vienna Hiu Yan
$151 nightly
$171 total
Aug 23 - Aug 24
Total with taxes and fees
Station Inn Pawling

3. Maple Leaf Motel

Maple Leaf Motel
New Milford
United States
Corrina
$89 nightly
$102 total
Sep 13 - Sep 14
Total with taxes and fees
Maple Leaf Motel

4. Homestead Inn

Homestead Inn
New Milford
United States
gerard
$206 nightly
$237 total
Aug 23 - Aug 24
Total with taxes and fees
Homestead Inn

5. Le Chambord at Curry Estate

Le Chambord at Curry Estate
Hopewell Junction
United States
vincent
$209 nightly
$236 total
Aug 20 - Aug 21
Total with taxes and fees
Le Chambord at Curry Estate

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

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Danbury
United States
Vanessa
$120 nightly
$138 total
Aug 23 - Aug 24
Total with taxes and fees
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

7. Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
Red Oaks Mill
United States
Jacqueline
$129 nightly
$146 total
Aug 20 - Aug 21
Total with taxes and fees
Best Western Plus The Inn & Suites At The Falls

8. The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay
Pleasant Valley
United States
Anastasiya
$142 nightly
$160 total
Aug 20 - Aug 21
Total with taxes and fees
The Lagrange Inn & Extended Stay

9. The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn
Kent
United States
Candice Burrows
$255 nightly
$294 total
Aug 25 - Aug 26
Total with taxes and fees
The Kent Collection - The Firefly Inn

10. Heidi's Inn

Heidi's Inn
Brewster
United States
Fan
$148 nightly
$160 total
Aug 20 - Aug 21
Total with taxes and fees
Heidi's Inn

11. La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
Danbury
United States
Louise T
$122 nightly
$141 total
Aug 23 - Aug 24
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Danbury

12. Cornwall Inn and Lodge

Cornwall Inn and Lodge
Cornwall Bridge
United States
Janice
$212 nightly
$243 total
Aug 20 - Aug 21
Total with taxes and fees
Cornwall Inn and Lodge

13. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
Crown Heights
United States
Katlin
$110 nightly
$128 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley

14. Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury
Bethel
United States
Jamie
$98 nightly
$113 total
Aug 27 - Aug 28
Total with taxes and fees
Microtel Inn & Suites by Wyndham Bethel/Danbury

15. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
Millbrook
United States
Beth
$240 nightly
$272 total
Aug 27 - Aug 28
Total with taxes and fees
Millbrook Country House Bed & Breakfast

16. Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
Danbury
United States
Scarlet
$118 nightly
$136 total
Aug 30 - Aug 31
Total with taxes and fees
Hilton Garden Inn Danbury

17. Best Western Danbury/Bethel

Best Western Danbury/Bethel
Bethel
United States
Jasmine
$96 nightly
$110 total
Aug 30 - Aug 31
Total with taxes and fees
Best Western Danbury/Bethel

18. Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel
Danbury
United States
RICHARD
$125 nightly
$143 total
Aug 23 - Aug 24
Total with taxes and fees
Comfort Inn & Suites Danbury-Bethel

19. Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
Danbury
United States
Yvonne
$111 nightly
$128 total
Sep 13 - Sep 14
Total with taxes and fees
Courtyard By Marriott Danbury

20. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
Crown Heights
United States
Quincy
$114 nightly
$132 total
Aug 30 - Aug 31
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie
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Stay near popular Wingdale attractions

Leather Hill Preserve

You can take time to visit Leather Hill Preserve during your travels to Wingdale.
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Dover Veterans Memorial Library

After visiting Dover Veterans Memorial Library, make a plan to see the other sights and activities in Wingdale.
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Harlem Valley Golf Club

Enjoy a round of golf in Wingdale at Harlem Valley Golf Club.
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Pawling Nature Reserve

You can take time to visit Pawling Nature Reserve during your travels to Wingdale.
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Olivet University

Walk around the campus at Olivet University during your stay in Wingdale.
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Learn more about Wingdale

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

See all hotels in Wingdale
A weathered window with a view of trees and a building in the background.
Photo by Anna Arsenault

Top Wingdale Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Good property, nice stay"
Kevin 1-night trip
Posted 1 hour ago
Hyatt Place Poughkeepsie / Hudson Valley
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"I was there very quickly, but everything was nice and clean. I actually slept in. It was so easy to sleep in there and the food was pretty darn good for the complementary breakfast."
Colleen 1-night trip
Posted 2 hours ago
Holiday Inn Express Poughkeepsie by IHG
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

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

10/10 Excellent
"n/a"
Marion 1-night trip
Posted 6 hours ago
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"Super clean and great room!"
Sarah 1-night trip
Posted 7 hours ago
DoubleTree by Hilton Poughkeepsie Convention Center
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent
"We stayed in a beautiful suite with a fully equipped kitchen and lovely living area. The room was very comfortable. I would definitely stay here again!"
Mary Kay Herb 1-night trip
Posted 7 hours ago
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

8/10 Good
"Basic room that was clean. Would stay again."
Stacy 2-night trip
Posted 7 hours ago
Comfort Suites Fishkill near Interstate 84
Spark by Hilton Fishkill

Spark by Hilton Fishkill

10/10 Excellent
"very clean! Staff was nice"
Lisa 1-night trip
Posted 9 hours ago
Spark by Hilton Fishkill
Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"Centroco"
Francisco 3-night trip
Posted 10 hours ago
Ethan Allen Hotel
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

8/10 Good
"Room was clean, spacious, updated"
Lainie 1-night trip
Posted 2 days ago
Hotel Zero Degrees Danbury

More cheap stays in Wingdale

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY
$89 nightly
$100 total
Aug 30 - Aug 31
Total with taxes and fees
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT
$98 nightly
$113 total
Aug 27 - Aug 28
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
Microtel Inn & Suites by Wyndham Bethel/Danbury
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY
$97 nightly
$113 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (1,012 reviews)
Holiday Inn Express Poughkeepsie by IHG
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2361 South Rd Poughkeepsie NY
$114 nightly
$132 total
Aug 30 - Aug 31
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

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

89 Mill Plain Road Danbury CT
$120 nightly
$138 total
Aug 23 - Aug 24
Total with taxes and fees
9.2/10 Wonderful! (434 reviews)
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT
$125 nightly
$143 total
Aug 23 - Aug 24
Total with taxes and fees
Comfort Inn & Suites Danbury-Bethel

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 much is the nightly rate at a Wingdale hotel?
Prices for hotels in Wingdale often vary, but you can find a great deal from $100 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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