Top 10 Hotels in Wingdale, NY (from $82) 2026 - Competitive Prices

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Our top choices for Wingdale hotels

A bar entrance with a sign reading "21 Lake The Bar".

A gazebo with a tiled roof and white columns, surrounded by well-maintained lawns and various shrubs.

A covered garden area with a brick building in the background, a central pathway, and various plants and flowers.

A hotel room with a sofa, armchair, desk, and a large mirror.

1. Ethan Allen Hotel

Danbury

David

$111 nightly

$128 total

Oct 25 - Oct 26

Total with taxes and fees

A historic white building with a porch, American flags, and a sign for Beekman Arms Inn.

A covered outdoor dining area with tables set for two, featuring white tablecloths and black metal chairs.

A wooden interior with a barrel and a wine rack.

A covered outdoor dining area with tables set for a meal, surrounded by columns and large windows.

2. Beekman Arms and Delamater Inn

Rhinebeck Village

Mariya

$152 nightly

$172 total

Oct 25 - Oct 26

Total with taxes and fees

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

A modern bar area with round tables and patterned chairs, a bar counter with a TV, and shelves with bottles.

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.

3. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Jacqueline Sue

$94 nightly

$109 total

Nov 2 - Nov 3

Total with taxes and fees

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

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

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.

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

4. Hampton Inn & Suites Poughkeepsie

Crown Heights

Sanford

$98 nightly

$113 total

Nov 2 - Nov 3

Total with taxes and fees

A modern lobby with a stone wall, seating area, and a bar with bottles.

A conference room with round tables, chairs, and a buffet area.

A spacious room with a wooden floor, large windows, and a chandelier.

A hotel room with a bed, bedside lamps, a TV, and a desk with drawers.

5. Wyndham Southbury

Southbury

Catherine

$83 nightly

$96 total

Nov 1 - Nov 2

Total with taxes and fees

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

A modern living room with a television mounted on the wall, a small cabinet with a vase of flowers, and two red armchairs.

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.

6. Rocky River Inn

New Milford

Nancy

$149 nightly

$171 total

Oct 4 - Oct 5

Total with taxes and fees

A covered porch with wicker furniture, a table with drinks, and potted plants.

A room with patterned wallpaper, a chandelier, a round table with stools, a fireplace, and a large plant.

A large indoor swimming pool with clear blue water, surrounded by white walls and large windows.

A large, two-story building with a symmetrical facade, surrounded by well-manicured gardens and hedges.

7. Mayflower Inn & Spa, Auberge Collection

Washington

Angela

$1,259 nightly

$1,448 total

Oct 4 - Oct 5

Total with taxes and fees

A hotel with multiple floors, outdoor seating area, and a well-lit entrance.

A modern living room with a fireplace, large windows, and a flat-screen TV.

A modern living room with a sofa, coffee table, and ottomans. There is a television mounted on the wall and a window with curtains.

A modern hotel lobby with a sofa, dining area, and artwork.

8. Hotel Zero Degrees Danbury

Danbury

Nisha

A couple seated at a table under striped awnings, with lounge chairs and potted flowers in the background.

A bar with a bartender preparing a drink, shelves of liquor behind, and patrons seated at tables.

A room with a chandelier, a red sofa, a green armchair, and a tufted ottoman.

A bar area with a seating arrangement, a bartender, and a wine rack in the background.

9. Mirbeau Inn & Spa Beacon

Beacon

Karen

$529 nightly

$609 total

Oct 14 - Oct 15

Total with taxes and fees

A modern gym with treadmills, elliptical machines, and weightlifting equipment.

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

A hotel reception area with a modern design, featuring a reception desk, a large mirror, and a chandelier.

A conference room with multiple tables and chairs, chandeliers, a whiteboard, and an exit sign.

10. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

Amanda

$110 nightly

$129 total

Nov 1 - Nov 2

Total with taxes and fees

A stone building with a tower, surrounded by a garden with large rocks and various plants.

A dining area with large windows, wooden tables, and chairs.

A stone fire pit with flames, surrounded by benches and a building with large windows in the background.

A hotel room with two beds, a dining area with a table and chairs, a TV mounted on the wall, and a large window with a view of trees.

11. The Abbey Inn & Spa

Peekskill

Lina

$459 nightly

$525 total

Nov 1 - Nov 2

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

Two HP desktop computers on a desk with a lamp, keyboard, and mouse.

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

12. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

John

$83 nightly

$96 total

Nov 1 - Nov 2

Total with taxes and fees

A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.

A swimming pool with a person in the water, surrounded by outdoor furniture and a building with a balcony.

A spa area with a large rock centerpiece, multiple seating areas, and a skylight ceiling.

A building with a central entrance, multiple windows, and outdoor seating.

13. Mirbeau Inn & Spa

Rhinebeck Village

Maria

$450 nightly

$509 total

Nov 1 - Nov 2

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

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 spacious foyer with a wooden ceiling, a large chandelier, a fireplace, and a traditional wooden dresser with drawers.

14. Homestead Inn

New Milford

gerard

$206 nightly

$237 total

Nov 1 - Nov 2

Total with taxes and fees

A Comfort Inn & Suites hotel with a modern design, featuring a covered entrance, multiple floors, and a parking lot.

A reception desk with a wooden panel design, a crescent moon light fixture, and a check-in counter.

A modern indoor dining area with a glass-top table, black bar stools, and shelves stocked with snacks and beverages.

A snack and beverage vending area with a Coca-Cola refrigerator, shelves stocked with snacks and bottled water, and a sign indicating a market place.

15. Comfort Inn & Suites Danbury-Bethel

Danbury

Justina

$119 nightly

$137 total

Oct 25 - Oct 26

Total with taxes and fees

A multi-story hotel with a central entrance, stone pillars, and a brick facade.

A spacious living room with a large window offering a view of greenery and buildings, a high wooden ceiling, and modern furniture.

A kitchen counter with various baked goods displayed on shelves and a wooden stand.

A spacious living area with stone pillars, leather sofas, a fireplace, and a kitchen in the background.

16. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hyde Park

Mary K

$174 nightly

$197 total

Oct 27 - Oct 28

Total with taxes and fees

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

A hotel reception area with a wooden reception desk, a clock on the wall, and a coffee machine in the background.

A modern dining area with wooden tables and chairs, a kitchen area with appliances, and a large wall mural.

A room with a dark blue wall, a round wooden table with a plant, and four patterned chairs.

17. SureStay Plus Hotel by Best Western Highland Poughkeepsie

Highland

Jamie

$80 nightly

$90 total

Nov 1 - Nov 2

Total with taxes and fees

A breakfast bar with a sign reading "Delight in the day," a yogurt dispenser, fruit bowls, and a coffee machine.

A modern bathroom with a large mirror, white sink, and wooden vanity.

A modern waiting area with a green carpet, yellow chairs, a wooden bench, and a TV on the wall.

A vending area with a variety of snacks, drinks, and packaged foods.

18. Spark by Hilton Fishkill

Fishkill

shamgar

$100 nightly

$116 total

Nov 1 - Nov 2

Total with taxes and fees

A patio area with outdoor seating and a fire pit, surrounded by buildings with a brick facade and a covered seating area.

A spacious living area with a dining table and chairs, a sofa, and a kitchen in the background.

A Best Western hotel with a parking lot and a rainbow in the background.

A hotel room with a flat-screen TV, a sofa, a small table, a lamp, a cabinet, and a door.

19. Best Western Fishkill Inn & Suites

Fishkill

Taedmary

$132 nightly

$153 total

Oct 4 - Oct 5

Total with taxes and fees

A lobby with a grand chandelier, two large arched windows, and a central fireplace with a portrait above it.

A courtyard with a brick building, a tree, and flower beds.

A spacious lobby with a high ceiling, wooden beams, chandeliers, a fireplace, and a flag.

A stone building with a flag, a paved entrance, and potted plants.

20. The Thayer Hotel at West Point

West Point

franco

$222 nightly

$262 total

Nov 1 - Nov 2

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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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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Leather Hill Preserve

You can take time to visit Leather Hill Preserve 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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Pawling Nature Reserve

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

Top Wingdale Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"very friendly helpful staff. very clean rooms. I loved the pillows. Where do you get them?"

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent

"Great value for the money! Comfortable and clean. Good breakfast. Very convenient to Roosevelt National Park sites."

Hampton Inn & Suites Poughkeepsie

8/10 Good

"Overall the hotel was decent. We were hoping to use the hot tub but it wasn't working. There were a couple of items that weren't quite right. The body lotion was empty and the shampoo bottle fell off the wall. The room itself was quiet and clean. The breakfast was not bad. I would stay there again"

Home2 Suites By Hilton Poughkeepsie

10/10 Excellent

"The room was set up well. Everything was clean and tidy. Would stay here again"

Comfort Suites Fishkill near Interstate 84

10/10 Excellent

"We found the facility neat, clean and well kept. Enjoyed the breakfast options. Did not interact with staff other than the desk clerk but they were pleasant and helpful."

Ethan Allen Hotel

10/10 Excellent

"Sold my home and im using the hotel as a temporary residence. Very comfortable and staff especially the front desk and house keeping folks have been amazing."

Heritage Hotel, Golf & Conference Center

10/10 Excellent

"Great place"

Quality Inn Poughkeepsie

8/10 Good

"The room was decent. Clean and comfortable bed. Quiet. Rusty, leaning floor lamp in corner of bedroom. Decent value. The bathroom was not in great condition. Damaged ceiling tile over the shower from second floor. Empty shampoo conditioner mounted on shower wall. Very sparce continental breakfast."

Mayflower Inn & Spa, Auberge Collection

10/10 Excellent

"Everything was perfect—the room, the service, the restaurant, the spa; everything was perfect. An unforgettable experience."

More cheap stays in Wingdale

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

$83 nightly

$96 total

Nov 1 - Nov 2

Total with taxes and fees

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY

$93 nightly

$108 total

Nov 1 - Nov 2

Total with taxes and fees

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT

$96 nightly

$111 total

Oct 11 - Oct 12

Total with taxes and fees

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY

$98 nightly

$113 total

Nov 2 - Nov 3

Total with taxes and fees

9.2/10 Wonderful! (1,006 reviews)

Best Western Danbury/Bethel

11 Stony Hill Road Bethel CT

$100 nightly

$115 total

Nov 1 - Nov 2

Total with taxes and fees

7.8/10 Good! (1,000 reviews)

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT

$119 nightly

$137 total

Oct 25 - Oct 26

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 $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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Things to do in Poughkeepsie

Find hotels in Wingdale, NY from $82

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Wingdale

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Wingdale hotels

1. Ethan Allen Hotel

2. Beekman Arms and Delamater Inn

3. Hyatt Place Poughkeepsie / Hudson Valley

4. Hampton Inn & Suites Poughkeepsie

5. Wyndham Southbury

6. Rocky River Inn

7. Mayflower Inn & Spa, Auberge Collection

8. Hotel Zero Degrees Danbury

9. Mirbeau Inn & Spa Beacon

10. DoubleTree by Hilton Poughkeepsie Convention Center

11. The Abbey Inn & Spa

12. Holiday Inn Express Poughkeepsie by IHG

13. Mirbeau Inn & Spa

14. Homestead Inn

15. Comfort Inn & Suites Danbury-Bethel

16. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

17. SureStay Plus Hotel by Best Western Highland Poughkeepsie

18. Spark by Hilton Fishkill

19. Best Western Fishkill Inn & Suites

20. The Thayer Hotel at West Point

Stay near popular Wingdale attractions

Harlem Valley Golf Club

Dover Veterans Memorial Library

Leather Hill Preserve

Olivet University

Pawling Nature Reserve

Learn more about Wingdale

Top Wingdale Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Quality Inn Hyde Park Poughkeepsie North

Hampton Inn & Suites Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Comfort Suites Fishkill near Interstate 84

Ethan Allen Hotel

Heritage Hotel, Golf & Conference Center

Quality Inn Poughkeepsie

Mayflower Inn & Spa, Auberge Collection

More cheap stays in Wingdale

Holiday Inn Express Poughkeepsie by IHG

Quality Inn Poughkeepsie

Microtel Inn & Suites by Wyndham Bethel/Danbury

Comfort Suites Fishkill near Interstate 84

Best Western Danbury/Bethel

Comfort Inn & Suites Danbury-Bethel

Hotels in Wingdale with star-rating

Frequently asked questions

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