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Check prices for these dates

Tonight
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

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Our top choices for Wingdale hotels

1. The Milestone Inn

The Milestone Inn
Woodbury
United States
Anita
SAR 402
SAR 462 total
includes taxes & fees
28 Sep - 29 Sep
The Milestone Inn

2. Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
Southbury
United States
Zuleika
SAR 452
SAR 584 total
includes taxes & fees
21 Sep - 22 Sep
Heritage Hotel, Golf & Conference Center

3. The Abner Hotel

The Abner Hotel
Litchfield Historic District
United States
Eduardo
SAR 526
SAR 605 total
includes taxes & fees
20 Sep - 21 Sep
The Abner Hotel

4. Belden House & Mews

Belden House & Mews
Litchfield Historic District
United States
laura
SAR 1,631
SAR 2,026 total
includes taxes & fees
28 Sep - 29 Sep
Belden House & Mews

5. The Litchfield Inn

The Litchfield Inn
Litchfield
United States
Sandra
SAR 1,172
SAR 1,348 total
includes taxes & fees
30 Aug - 31 Aug
The Litchfield Inn

6. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
Washington
United States
vera alice
SAR 4,468
SAR 5,355 total
includes taxes & fees
30 Aug - 31 Aug
Mayflower Inn & Spa, Auberge Collection

7. Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury
Bethel
United States
Jamie
SAR 402
SAR 462 total
includes taxes & fees
30 Aug - 31 Aug
Microtel Inn & Suites by Wyndham Bethel/Danbury

8. Econo Lodge Bethel - Danbury

Econo Lodge Bethel - Danbury
Bethel
United States
JEANCARLOS
SAR 375
SAR 431 total
includes taxes & fees
27 Sep - 28 Sep
Econo Lodge Bethel - Danbury

9. Motel 6 Bethel, CT - Danbury

Motel 6 Bethel, CT - Danbury
Bethel
United States
Marc
SAR 421
SAR 484 total
includes taxes & fees
27 Sep - 28 Sep
Motel 6 Bethel, CT - Danbury

10. Best Western Danbury/Bethel

Best Western Danbury/Bethel
Bethel
United States
MARYELLEN
SAR 396
SAR 456 total
includes taxes & fees
27 Sep - 28 Sep
Best Western Danbury/Bethel

11. La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
Danbury
United States
Samantha
SAR 430
SAR 495 total
includes taxes & fees
20 Sep - 21 Sep
La Quinta Inn & Suites by Wyndham Danbury

12. Hampton Inn Danbury

Hampton Inn Danbury
Danbury
United States
Donald
SAR 539
SAR 620 total
includes taxes & fees
20 Sep - 21 Sep
Hampton Inn Danbury

13. Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel
Danbury
United States
RICHARD
SAR 448
SAR 515 total
includes taxes & fees
20 Sep - 21 Sep
Comfort Inn & Suites Danbury-Bethel

14. Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
Danbury
United States
Kimberly
SAR 418
SAR 480 total
includes taxes & fees
20 Sep - 21 Sep
Courtyard By Marriott Danbury

15. Danbury Inn & Suites

Danbury Inn & Suites
Danbury
United States
Philip
SAR 638
SAR 734 total
includes taxes & fees
31 Aug - 1 Sep
Danbury Inn & Suites

16. Homestead Inn

Homestead Inn
New Milford
United States
gerard
SAR 773
SAR 889 total
includes taxes & fees
28 Sep - 29 Sep
Homestead Inn

17. Golden Hill Inn Danbury

Golden Hill Inn Danbury
Danbury
United States
Brady
SAR 412
SAR 474 total
includes taxes & fees
13 Sep - 14 Sep
Golden Hill Inn Danbury

18. Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
Danbury
United States
Charles
SAR 484
SAR 557 total
includes taxes & fees
13 Sep - 14 Sep
Residence Inn Marriott Danbury

19. Ethan Allen Hotel

Ethan Allen Hotel
Danbury
United States
Catherine
SAR 397
SAR 456 total
includes taxes & fees
30 Aug - 31 Aug
Ethan Allen Hotel

20. Hitching Post Country Motel

Hitching Post Country Motel
Cornwall Bridge
United States
leo
SAR 488
SAR 561 total
includes taxes & fees
1 Sep - 2 Sep
Hitching Post Country Motel
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Stay near popular Wingdale attractions

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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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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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
"👍"
Mark 2-night trip
Posted less than an hour ago
Hyatt Place Poughkeepsie / Hudson Valley
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent
"The staff was very friendly and responsive to any questions or needs. The person who checked us in spent a considerable amount of time recommending dining venues and attractions based on our interests. Our TV didn't work and an engineer came to check it out within ten minutes even though it was the evening. The breakfast room staff were very friendly and helpful - made us feel right at home. Ample breakfast offerings. The evening dining staff were equally friendly and accommodating. Location was very convenient to all of the attractions we were there to visit."
Patricia 2-night trip
Posted 3 hours ago
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"Clean room; helpful staff and good location. Very accesible to our destinations"
Carlos 4-night trip
Posted 23 hours ago
Holiday Inn Express Poughkeepsie by IHG
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

10/10 Excellent
"A bit far from everything (grocerys)"
Alexey 2-night trip
Posted 1 day ago
Heritage Hotel, Golf & Conference Center
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"Convenient location, breakfast a plus, clean rooms. Unfortunately the WiFi was not working, but it was being fixed while we were there"
Richard 1-night trip
Posted 2 days ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

8/10 Good
"Not fancy, but very clean and it looks like it was updated recently. The location is good, as the many hotels in the area show. This is a budget friendly place, but nicer than most in that category. The staff was great, and Mike at the front desk was especially helpful. I wasn’t thrilled with the $10 fee for staying less than a week, and the $2 housekeeping fee is strange (especially since there wasn’t any during my four night stay… I didn’t need it or miss it but if you go out the way to charge for it… ). Anyway if you want a clean and safe budget stay, it’s a great option."
Armand 4-night trip
Posted 4 days ago
Studio 6 Extended Stay Fishkill Route 9 NY

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
SAR 335
SAR 375 total
1 Sep - 2 Sep
includes taxes & fees
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY
SAR 368
SAR 427 total
28 Sep - 29 Sep
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Holiday Inn Express Poughkeepsie by IHG
Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT
SAR 402
SAR 462 total
30 Aug - 31 Aug
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Microtel Inn & Suites by Wyndham Bethel/Danbury
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2361 South Rd Poughkeepsie NY
SAR 428
SAR 497 total
7 Sep - 8 Sep
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
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
SAR 443
SAR 510 total
13 Sep - 14 Sep
includes taxes & fees
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
SAR 448
SAR 515 total
20 Sep - 21 Sep
includes taxes & fees
Comfort Inn & Suites Danbury-Bethel

Frequently asked questions

Where is the best place to stay in Wingdale?
Ethan Allen Hotel, located 18.7 mi (30 km) from the heart of Wingdale, is a top choice for your stay based on our traveler data. Two other choices for your stay in the area are Hyatt Place Poughkeepsie / Hudson Valley and Holiday Inn Express Poughkeepsie by IHG. See all available top hotels, or vacation rentals in Wingdale.
What are some of the best vacation rentals in Wingdale?
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home near Wingdale offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and an electric kettle, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Wingdale.
If I need to cancel my hotel reservation in Wingdale, will I receive a refund?
Yes, you'll find most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Wingdale.
Where can I learn more about changing or cancelling my trip to Wingdale?
For additional details about picking new dates or cancelling your trip to Wingdale, head over to our customer service page.
What is staying in Wingdale like?
Those traveling to Wingdale are sure to enjoy the sights to see and things to do. In Wingdale, there are 4 hotels and other accommodations to choose from. Find out more about Wingdale.
What is there to see in Wingdale?
Favorite places to visit include Dover Veterans Memorial Library, Harlem Valley Golf Club, and Leather Hill Preserve. A couple of additional sights to add to your agenda are Pawling Nature Reserve and West Mountain State Forest. Check out what more to see and do in Expedia's Wingdale guide.
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.