Top 10 Hotels in Wingdale, NY (from $94) 2026 - Competitive Prices

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Our top choices for Wingdale hotels

A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

A room with a dining table, four wooden stools, a window with blinds, and a view of the outside.

A hotel with a row of parked cars in front, a covered parking area, and a sunset sky.

A modern hotel room with a dining area, a TV, and a large window with curtains.

1. Microtel Inn & Suites by Wyndham Bethel/Danbury

Bethel

Jamie

$108 nightly

$124 total

Sep 29 - Sep 30

Total with taxes and fees

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

A hotel room with a TV mounted on the wall displaying a sports game, a small refrigerator, a microwave, and a coffee maker on a shelf.

A bathroom with three sinks, a large mirror, and a door leading to another room.

A two-story motel with a central patio and a parking lot.

2. Rocky River Inn

New Milford

Gary

$118 nightly

$135 total

Oct 7 - Oct 8

Total with taxes and fees

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

A two-story house with a wrap-around porch, multiple windows with shutters, and a steeply pitched roof.

A staircase with wooden balusters leading to a landing.

A modern living room with a sofa, coffee table, and a dining area with a table and chairs.

3. Station Inn Pawling

Pawling

David

$156 nightly

$176 total

Sep 7 - Sep 8

Total with taxes and fees

A park with a picnic table and chairs, surrounded by lush greenery and trees.

A hotel room with a large bed, two bedside lamps, a desk with a chair, a small refrigerator, and a door leading to another room.

A bathroom with a toilet, sink, and bathtub.

A hotel room with a large bed, a window with curtains, a nightstand with a lamp, and a view of the outdoors.

4. Maple Leaf Motel

New Milford

Corrina

$89 nightly

$102 total

Sep 13 - Sep 14

Total with taxes and fees

A spacious living room with hardwood floors, a large dining area, and a cozy seating area with a red sofa and matching cushions.

A four-poster bed with a canopy, a sitting area with a chair and a table, and a view of the outdoors through large windows.

A white house with a brick chimney, a white picket fence, and a garden with yellow flowers.

A corner room with two white upholstered chairs, a glass table, and a vase with white flowers.

5. Homestead Inn

New Milford

gerard

$217 nightly

$250 total

Sep 8 - Sep 9

Total with taxes and fees

A modern dining area with multiple tables and chairs, a kitchen area with appliances, and a seating area with a large window.

A modern room with a wooden wardrobe, a white shelf, and a yellow office chair.

A self-service snack and beverage area with refrigerated drink dispensers and shelves stocked with various snacks and beverages.

A hotel room with two beds, a desk, a chair, and a wardrobe.

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

Danbury

Deborah

$118 nightly

$136 total

Sep 13 - Sep 14

Total with taxes and fees

A large white building with green shutters, a covered patio with red umbrellas, and a well-maintained garden.

A dining area with a wooden table, a Christmas tree, and a fireplace.

A neatly arranged bedroom with a large bed, a bedside table with a lamp, a chair, and a framed picture on the wall.

A wooden dining table with chairs, a vase of flowers, and a cabinet with glass doors containing bottles.

7. Le Chambord at Curry Estate

Hopewell Junction

Tracy

$178 nightly

$201 total

Sep 7 - Sep 8

Total with taxes and fees

A sign for La Grange Inn, a building with a brick facade and a white roof, located at a roadside intersection.

A modern bathroom with a walk-in shower, a toilet, and a sink with a mirror.

A building with a parking lot, a covered area, and a few cars parked.

8. The Lagrange Inn & Extended Stay

Pleasant Valley

Anastasiya

$145 nightly

$164 total

Sep 7 - Sep 8

Total with taxes and fees

A covered outdoor seating area with brick flooring and metal railings, overlooking a river.

A spacious living area with a sofa, coffee table, and a view of the outdoors through large windows.

A corner seating area with patterned sofas, a small table, and a lamp. Large windows provide a view of the outdoors.

A hotel entrance with a covered walkway, large windows, and a clear sign indicating a 10-foot clearance.

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

Red Oaks Mill

Rachel

$132 nightly

$149 total

Sep 13 - Sep 14

Total with taxes and fees

A modern lobby with a high ceiling, brick walls, and a glass enclosure. There are seating areas with tables and chairs, and a kitchen area in the background.

A restaurant with brick walls, large windows, and wooden tables and chairs.

A room with a blue textured wall, two computer monitors, a desk, two chairs, and a small plant.

A hotel with a modern design, featuring a prominent 'Best Western' sign, large windows, and a well-lit entrance.

10. Best Western Danbury/Bethel

Bethel

MARYELLEN

$106 nightly

$121 total

Sep 16 - Sep 17

Total with taxes and fees

A busy bar area with multiple screens displaying content, wooden decor, and a crowd of people.

A modern building with a sign reading 'LAQUINTA' and a landscaped area with a small tree.

A hotel room with a bed, a chair, a small table with a plant, and a mirror.

A bar area with multiple VANS branded signs, wooden bar counter, and several bar stools.

11. La Quinta Inn & Suites by Wyndham Danbury

Danbury

Samantha

$115 nightly

$132 total

Sep 20 - Sep 21

Total with taxes and fees

A spacious room with a curved ceiling, a wooden bench, a sofa, and a dining table with chairs.

A building with a brick facade, a white fence, and a small garden area with a table and chairs.

A pathway leading to a red barn-like structure, surrounded by lush greenery and trees.

12. Heidi's Inn

Brewster

Fan

$148 nightly

$160 total

Sep 7 - Sep 8

Total with taxes and fees

A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.

A modern hotel room with a wooden desk, a flat-screen TV, and a large abstract painting. There is a sofa and a coffee table in the living area.

A reception area with a geometric patterned wall, a reception desk, a sofa, and a dining area with chairs and a table.

A modern bar area with round tables and chairs, a bar counter with a variety of bottles, and a large screen mounted on the wall.

13. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Katlin

$101 nightly

$117 total

Sep 20 - Sep 21

Total with taxes and fees

A living room with a fireplace, a piano, and a sofa.

A white house with a porch, two flower planters, and a well-maintained lawn.

A bedroom with a bed, a fireplace, a TV, and a view of the outdoors.

14. The Kent Collection - The Firefly Inn

Kent

Candice Burrows

$255 nightly

$294 total

Sep 20 - Sep 21

Total with taxes and fees

A reception area with two counters, a clock on the wall, and a flower arrangement.

A hotel lobby with blue sofas, a brown ottoman, a flat-screen TV, and a large window.

A hotel room with a wooden desk, a television, a coffee maker, a lamp, a chair, and a wardrobe.

A hotel room with two beds, each with a wooden headboard, white linens, and a blue throw blanket. There are two bedside tables with lamps, and a large window with curtains.

15. Comfort Inn Brewster

Brewster

ANNA

$141 nightly

$153 total

Oct 4 - Oct 5

Total with taxes and fees

A hotel room with a large bed, a desk, a chair, a sofa, and a window with curtains.

A room with a desk, a blue sofa, a window with curtains, and a radiator.

A hotel reception area with a wooden reception desk, a black and white doormat, and a large window with a view of greenery.

A living room with a beige wall, a glass coffee table, two leather sofas, a small table with a vase of flowers, and a painting of a blue sky and trees.

16. Econo Lodge Bethel - Danbury

Bethel

Alexander

$100 nightly

$115 total

Sep 9 - Sep 10

Total with taxes and fees

A modern building with large windows, outdoor seating, and a well-maintained garden.

A modern living room with a sectional sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

A modern bar area with a long counter, three stools, a variety of bottles, and a menu board.

A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and landscaped surroundings.

17. Courtyard By Marriott Danbury

Danbury

Kimberly

$111 nightly

$128 total

Sep 20 - Sep 21

Total with taxes and fees

A large, modern hotel with a covered entrance, well-maintained lawns, and a clear sky.

A Hilton Garden Inn sign with the words "ENTRANCE" below it, surrounded by well-maintained hedges and colorful flower beds.

A spacious lobby with a central reception desk, seating areas, and a vending machine.

A fire pit with seating, a covered patio, and a building with large windows.

18. Hilton Garden Inn Danbury

Danbury

Kathryn

$127 nightly

$146 total

Sep 13 - Sep 14

Total with taxes and fees

A hotel room with a bed, a TV on a wooden stand, a dining area with chairs, and a patterned carpet.

A lobby with a wooden bench, a reception desk, and a colorful artwork on the wall.

A modern living room with a dining area, a TV mounted on the wall, and a patterned carpet.

A spacious conference room with multiple tables and chairs, large windows, and a carpeted floor.

19. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

John

$97 nightly

$113 total

Sep 21 - Sep 22

Total with taxes and fees

A modern hotel lobby with wooden flooring, yellow chairs, a long dining table, and pendant lighting.

An indoor swimming pool with clear water, a lifeguard chair, and a sunlit area with lounge chairs.

A hotel room with a large bed, a sofa, a desk, and a TV. There are windows with curtains, a lamp, and a picture on the wall.

A snack display area with shelves stocked with various snacks and a large wall advertisement for treats.

20. Hampton Inn & Suites Poughkeepsie

Crown Heights

Quincy

$114 nightly

$132 total

Sep 13 - Sep 14

Total with taxes and fees

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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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Leather Hill Preserve

You can take time to visit Leather Hill Preserve during your travels to Wingdale.

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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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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

Top Wingdale Hotel Reviews

Ethan Allen Hotel

10/10 Excellent

"We have stayed at this hotel annually for multiple years. The location is easy access from 84 and it is very quiet in spite of the close proximity to the highway and Danbury. It has attractive features including a pool, and an outdoor courtyard and garden area. The restaurant is convenient, attractive, and the food is very good. The bartender who served as our waiter was very personable and created a friendly and comfortable atmosphere. The staff member that checked us in was also very helpful and welcoming, although the individual that checked us out was less friendly and seemed to be rushed and a bit bothered by their job. A particularly nice feature of the hotel was the quality of the beds. They were very comfortable and provided a good night's sleep. We travel North at least once a year and whenever we are in the vicinity of this hotel, it will be a stopping point."

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

8/10 Good

"It was no iron board and no iron in the room. You can't control the temperature in the room either. Also, after u checked out, i saw a big cockroache in the lobby. Ugly and gross."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good

"Alright room, nothing to write home about. Terrible room service"

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"Hotel is in good shape with a good breakfast."

Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"We were in the handicap suite and it was FABULOUS!!! Lots of space for my wheelchair. And the staff Couldn't have been more helpful. HIGHLY RECOMMEND THIS HOTEL!!"

Courtyard by Marriott Poughkeepsie

10/10 Excellent

"La limpieza"

More cheap stays in Wingdale

Quality Inn Hyde Park Poughkeepsie North

4142 Albany Post Rd Hyde Park NY

$83 nightly

$94 total

Sep 28 - Sep 29

Total with taxes and fees

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY

$89 nightly

$100 total

Sep 20 - Sep 21

Total with taxes and fees

8/10 Very Good! (1,011 reviews)

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

$97 nightly

$113 total

Sep 21 - Sep 22

Total with taxes and fees

Best Western Danbury/Bethel

11 Stony Hill Road Bethel CT

$106 nightly

$121 total

Sep 16 - Sep 17

Total with taxes and fees

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

89 Mill Plain Road Danbury CT

$118 nightly

$136 total

Sep 13 - Sep 14

Total with taxes and fees

9.2/10 Wonderful! (450 reviews)

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT

$125 nightly

$143 total

Sep 27 - Sep 28

Total with taxes and fees

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 $94 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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Lodging

Find hotels in Wingdale, NY from $94

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Wingdale

Check prices for these dates

Filter by

Star rating

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Our top choices for Wingdale hotels

1. Microtel Inn & Suites by Wyndham Bethel/Danbury

2. Rocky River Inn

3. Station Inn Pawling

4. Maple Leaf Motel

5. Homestead Inn

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

7. Le Chambord at Curry Estate

8. The Lagrange Inn & Extended Stay

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

10. Best Western Danbury/Bethel

11. La Quinta Inn & Suites by Wyndham Danbury

12. Heidi's Inn

13. Hyatt Place Poughkeepsie / Hudson Valley

14. The Kent Collection - The Firefly Inn

15. Comfort Inn Brewster

16. Econo Lodge Bethel - Danbury

17. Courtyard By Marriott Danbury

18. Hilton Garden Inn Danbury

19. Holiday Inn Express Poughkeepsie by IHG

20. Hampton Inn & Suites Poughkeepsie

Stay near popular Wingdale attractions

Harlem Valley Golf Club

Leather Hill Preserve

Pawling Nature Reserve

Dover Veterans Memorial Library

Olivet University

Learn more about Wingdale

Top Wingdale Hotel Reviews

Ethan Allen Hotel

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

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Hampton Inn & Suites Poughkeepsie

Courtyard by Marriott Poughkeepsie

More cheap stays in Wingdale

Quality Inn Hyde Park Poughkeepsie North

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Best Western Danbury/Bethel

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

Comfort Inn & Suites Danbury-Bethel

Hotels in Wingdale with star-rating

Frequently asked questions

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