Photo by Anna Arsenault

Search Resort Hotels in Wingdale from CA $88

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Wingdale

A two-story house with a porch, white railings, and a blue door.

1. Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.2 out of 10, Wonderful, (218 reviews)
"Terrific property with great restaurants in walking distance in charming Pawling village."
United States
Sheila
The price is CA $195
CA $221 total
includes taxes & fees
Dec 10 - Dec 11
Station Inn Pawling
A park with a picnic table and chairs, surrounded by lush greenery and trees.

2. Maple Leaf Motel

Maple Leaf Motel
2.5 star property
New Milford
5.6 out of 10, (378 reviews)
"For the price it is exactly as you should expect. The room was clean, but needed very minor upgrades. The grounds were in poor condition. But I didn't come here for anything but the basics, bed, shower, and toilet, and that is what I got. I would use them again. Wifi and phone reception were great. Bring your own phone charger and toiletries."
United States
TYLER
The price is CA $126
CA $145 total
includes taxes & fees
Nov 16 - Nov 17
Maple Leaf Motel
A hotel room with two beds, a desk, a chair, and a window with curtains.

3. Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (957 reviews)
"If you're looking for a place to stay to explore western Connecticut, you found it."
United States
James
The price is CA $201
CA $231 total
includes taxes & fees
Dec 12 - Dec 13
Rocky River Inn
A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.

4. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,164 reviews)
"wonderful stay, exactly what we needed"
United States
James
The price is CA $149
CA $173 total
includes taxes & fees
Nov 29 - Nov 30
Hyatt Place Poughkeepsie / Hudson Valley
A covered outdoor seating area with brick flooring and metal railings, overlooking a river.

5. 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, (557 reviews)
"Nice staff"
United States
Kaitlin
The price is CA $161
CA $182 total
includes taxes & fees
Nov 12 - Nov 13
Best Western Plus The Inn & Suites At The Falls
An outdoor seating area with stone walls, a fire feature, and yellow chairs.

6. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (538 reviews)
"Staff was friendly and super helpful."
United States
Orlando
The price is CA $138
CA $160 total
includes taxes & fees
Dec 2 - Dec 3
Home2 Suites By Hilton Poughkeepsie
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

7. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
The price is CA $89
CA $184 total
includes taxes & fees
Nov 28 - Nov 29
Cozy private room in a shared home with a Full-size bed and private bathroom.
A modern gym with treadmills, elliptical machines, and weightlifting equipment.

8. DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very good, (1,000 reviews)
"Good hotel"
United States
Barbara
The price is CA $155
CA $182 total
includes taxes & fees
Dec 3 - Dec 4
DoubleTree by Hilton Poughkeepsie Convention Center
A hotel entrance with a brick facade, a glass door entrance, and a paved walkway.

9. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,002 reviews)
"Excellent place—nice room and fine breakfast"
United States
Norman
The price is CA $137
CA $159 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Poughkeepsie by IHG
A bar entrance with a sign reading "21 Lake The Bar".

10. Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very good, (1,555 reviews)
"Great stay as usual."
United States
Darryl
The price is CA $142
CA $163 total
includes taxes & fees
Dec 6 - Dec 7
Ethan Allen Hotel
A modern hotel lobby with wooden flooring, yellow chairs, a long dining table, and pendant lighting.

11. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,014 reviews)
"The room was very clean and the staff was very accommodating. The continental breakfast was great with enough options for everyone."
United States
Connie
The price is CA $149
CA $173 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn & Suites Poughkeepsie
A courtyard with a fire pit, outdoor seating, and a covered area with string lights.

12. Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (1,004 reviews)
"It was a great stay."
United States
hyegyun
The price is CA $162
CA $188 total
includes taxes & fees
Dec 6 - Dec 7
Homewood Suites by Hilton Poughkeepsie
A building entrance with a covered porch, stone pillars, and a mailbox.

13. Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very good, (1,011 reviews)
"fair price for a comfortable, clean, quiet stay."
United States
Frederick
The price is CA $108
CA $122 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Hyde Park Poughkeepsie North
A living room with a fireplace, two armchairs, a sofa, and a TV.

14. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (26 reviews)
"Very private, rural spot. Immaculate, thoughtfully furnished, lacking nothing"
United States
benjamin
The price is CA $234
CA $287 total
includes taxes & fees
Nov 13 - Nov 14
Mid Century Modern Studio w/ Full Kitchen - Newly Built
A spacious room with a curved ceiling, a wooden bench, a sofa, and a dining table with chairs.

15. Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (931 reviews)
"Very well kept property, Would definitely stay here in the future."
United States
Leonardo
The price is CA $183
CA $198 total
includes taxes & fees
Nov 12 - Nov 13
Heidi's Inn
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

16. 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, (1,010 reviews)
"Long time guest, never had any issues or complaints, quiet, good rates and convenient location."
United States
Adauto
The price is CA $150
CA $173 total
includes taxes & fees
Nov 12 - Nov 13
Microtel Inn & Suites by Wyndham Bethel/Danbury
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

17. SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
8.2 out of 10, Very good, (1,010 reviews)
"Great location, plenty of parking, clean and modern room, friendly desk staff, good price"
United States
Andrew
The price is CA $113
CA $126 total
includes taxes & fees
Nov 29 - Nov 30
SureStay Plus Hotel by Best Western Highland Poughkeepsie
A hotel room with a bed, a chair, a small table with a plant, and a mirror.

18. La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
3.0 star property
Danbury
8.4 out of 10, Very good, (845 reviews)
"We had a brief stay and staff was super friendly and the bed was comfortable."
United States
Jennifer
The price is CA $150
CA $173 total
includes taxes & fees
Nov 22 - Nov 23
La Quinta Inn & Suites by Wyndham Danbury
A modern building with large windows, outdoor seating, and a well-maintained garden.

19. Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
3.0 star property
Danbury
9.0 out of 10, Wonderful, (580 reviews)
"Clean and convenient. Okay for business travel but forgettable otherwise. The fruit at the front desk is always a joke. Spotted bananas. Teeny apples."
United States
Paul
The price is CA $158
CA $181 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard By Marriott Danbury
A modern dining area with multiple tables and chairs, a kitchen area with appliances, and a seating area with a large window.

20. 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, (508 reviews)
"Clean and comfortable with nice staff."
United States
Carolyn
The price is CA $186
CA $214 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
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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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
Open Photo by Anna Arsenault

Top reviews in Wingdale

A hotel room with two beds, a desk, a chair, and a window with curtains.
Rocky River Inn

Rocky River Inn

Rocky River Inn
New Milford

10/10 Excellent

clean and easy to access.
Canada
Chris
Reviewed April 2, 2026
Rocky River Inn

Frequently Asked Questions

What is Wingdale like for a resort vacation?

Expedia can help you find resorts and other lodging options that offer similar amenities and comforts. If you have trouble finding a resort in Wingdale that works for you, you can use the search page filters to look for hotels, or search for properties with amenities like swimming pools or all-inclusive options. We make it easy to book great accommodations so you can move on to planning your trip itinerary.

What's a top resort in Wingdale?

Here's our top-rated resort near Wingdale: Lakeview Cottage with Dock, Kayaks - 17.7 mi (28.5 km) from Wingdale.

What can I do in Wingdale?

Dover Veterans Memorial Library, Harlem Valley Golf Club, and Leather Hill Preserve are a few of the interesting sights to visit. A few other attractions you may want to see are Pawling Nature Reserve and West Mountain State Forest.

What's the weather like in Wingdale?

The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Wingdale are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

What's the best way to get to and around Wingdale?

Fly into Danbury, CT (DXR-Danbury Municipal), which is located 19.4 mi (31.2 km) away from the city center. Otherwise, look for flights into Oxford, CT (OXC-Waterbury - Oxford), which is 25 mi (40.3 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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