𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Wingdale (2026)

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Our top choices for Wingdale hotels

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

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

A staircase with wooden balusters leading to a landing.

A modern kitchen with grey cabinetry, a stainless steel refrigerator, a built-in oven, and a coffee maker.

1. Station Inn Pawling

Pawling

Fang

S$210

includes taxes & fees

19 Nov - 20 Nov

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

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

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

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

2. Rocky River Inn

New Milford

James

S$204

includes taxes & fees

21 Nov - 22 Nov

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

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

A bathroom with a sink, toilet, and bathtub.

A bathroom with a toilet, sink, and bathtub.

3. Maple Leaf Motel

New Milford

TYLER

S$131

includes taxes & fees

4 Nov - 5 Nov

A hotel entrance with a brick facade, a glass door entrance, and a paved walkway.

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

4. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Bernadette

S$131

includes taxes & fees

15 Nov - 16 Nov

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.

5. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

sacha

S$150

includes taxes & fees

11 Nov - 12 Nov

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 hotel room with a large bed, a desk with a computer, a television, and a window with curtains.

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.

6. Best Western Danbury/Bethel

Bethel

Debra

S$139

includes taxes & fees

25 Oct - 26 Oct

A building entrance with a covered porch, stone pillars, and a mailbox.

A hotel dining area with wooden tables and chairs, a kitchen counter, a refrigerator, and a television on the wall.

A hotel room with a large bed, two bedside lamps, a chair, a heater, and a window with curtains.

A hotel lobby with a check-in counter, two armchairs, a small table, and a mirror.

7. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Jon

S$104

includes taxes & fees

11 Nov - 12 Nov

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

8. Homestead Inn

New Milford

Priscilla

S$303

includes taxes & fees

16 Nov - 17 Nov

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 modern kitchen with white cabinets, a black countertop, and a built-in oven.

9. The Kent Collection - The Firefly Inn

Kent

Candice Burrows

S$468

includes taxes & fees

4 Nov - 5 Nov

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

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

A gazebo with a white porch and a lawn party setup with rows of chairs.

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

10. Le Chambord at Curry Estate

Hopewell Junction

Theresa

S$302

includes taxes & fees

22 Oct - 23 Oct

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

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

A modern dining area with white tables and chairs, a counter with a coffee machine, and a blue accent wall.

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

11. Microtel Inn & Suites by Wyndham Bethel/Danbury

Bethel

Tara

S$148

includes taxes & fees

25 Oct - 26 Oct

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 cozy living room with a stone fireplace, wooden furniture, and a coffee station.

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

12. Heidi's Inn

Brewster

Christopher

S$204

includes taxes & fees

27 Oct - 28 Oct

An outdoor seating area with stone walls, a fire feature, and yellow chairs.

An indoor swimming pool with clear water, surrounded by green and red chairs, and a tiled floor.

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

A multi-story hotel with a modern design, featuring a covered outdoor seating area and a parking lot.

13. Home2 Suites By Hilton Poughkeepsie

Poughkeepsie

Roy

S$169

includes taxes & fees

10 Nov - 11 Nov

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

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

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

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

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

Danbury

SILVANA

S$187

includes taxes & fees

8 Nov - 9 Nov

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

A spacious lobby with a reception desk, seating area, and a large window.

A hotel room with a large bed, a desk, a chair, and a view of the outdoors.

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

15. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

Barbara

S$164

includes taxes & fees

27 Oct - 28 Oct

A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.

A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.

A modern lounge area with a stone wall, a flat-screen TV, and blue seating.

An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.

16. Comfort Suites Fishkill near Interstate 84

Fishkill

Daniel

S$144

includes taxes & fees

16 Nov - 17 Nov

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

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

A hotel room with a large bed, a nightstand, a wall-mounted lamp, and a window with curtains.

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

17. Best Western Fishkill Inn & Suites

Fishkill

Taedmary

S$158

includes taxes & fees

16 Nov - 17 Nov

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

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

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

A modern kitchen with a bar area, featuring a marble countertop, wine bottles, glasses, and a flat-screen TV.

18. Hilton Garden Inn Danbury

Danbury

Kathryn

S$162

includes taxes & fees

8 Nov - 9 Nov

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

A hotel lobby with a striped sofa, a reception desk, and a check-in counter.

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.

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

Red Oaks Mill

Aixa

S$164

includes taxes & fees

4 Nov - 5 Nov

A Courtyard by Marriott hotel with a modern design, large windows, and a well-maintained lawn.

A reception area with two wooden reception desks, a wall-mounted screen, and a vending machine labeled "market".

A courtyard with outdoor seating, a small tree, and a building with balconies.

A modern hotel lobby with seating areas, a bar, and a staircase.

20. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Celine

S$146

includes taxes & fees

17 Nov - 18 Nov

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Stay near popular Wingdale attractions

Pawling Nature Reserve

You can take time to visit Pawling Nature Reserve during your travels to 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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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 as part of your travels around Wingdale.

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Learn more about Wingdale

Venture 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

"Great location, plenty of parking, clean and modern room, friendly desk staff, good price"

La Quinta Inn & Suites by Wyndham Danbury

10/10 Excellent

"Great staff and very helpful at the front desk. The free breakfast was one of the best I've seen traveling!😁 and the room was amazingly clean!!"

Comfort Inn & Suites Danbury-Bethel

10/10 Excellent

"Has everything one needs. Excellent breakfast, nice size clean rooms, good parking at no extra charge, staff always on duty and responsive. We will be back!"

Heritage Hotel, Golf & Conference Center

10/10 Excellent

"Totally satisfied, I would definitely recommend and stay again"

Best Western Fishkill Inn & Suites

10/10 Excellent

"I was impressed by the staff's helpfulness and how clean my room was. The location is good, with easy access to major roads. I did not use the kitchen in my room. I would stay there again."

The Heartwood

10/10 Excellent

"I had an absolutely amazing stay at this hotel! From the moment I arrived, the staff was welcoming, professional, and attentive to every detail. The hotel was beautiful, clean, and well-maintained, and my room was comfortable, spacious, and spotless. The atmosphere was relaxing, and the service exceeded my expectations. Every aspect of my stay made me feel valued and taken care of. The staff went above and beyond to ensure a wonderful experience, and I truly appreciated their hospitality. I would highly recommend this hotel to anyone looking for a comfortable, enjoyable, and memorable stay. I would definitely stay here again!"

Spark by Hilton Fishkill

10/10 Excellent

"Friendly staff, good continental breakfast, and good location."

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent

"Very nice studio with queen size beef, couch, fridge, dishwasher. Beautiful and restful grounds. They have their own brand of liquors. Highly recommend. We will make this our mainstay when in the area."

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"👌"

More cheap stays in Wingdale

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

S$131

15 Nov - 16 Nov

includes taxes & fees

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY

S$138

10 Nov - 11 Nov

includes taxes & fees

Best Western Danbury/Bethel

11 Stony Hill Road Bethel CT

S$139

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (1,003 reviews)

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY

S$144

16 Nov - 17 Nov

includes taxes & fees

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT

S$148

25 Oct - 26 Oct

includes taxes & fees

8.2/10 Very good! (1,007 reviews)

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT

S$176

15 Nov - 16 Nov

includes taxes & fees

8.4/10 Very good! (931 reviews)

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 traveller data. Two other choices for your trip to the area are Quality Inn Poughkeepsie and Hyatt Place Poughkeepsie / Hudson Valley. See all available top hotels, or 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 provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Wingdale.

What is staying in Wingdale like?

Those travelling to Wingdale will definitely enjoy the sights to see and things to do. In Wingdale, there are 4 hotels and other accommodation options to choose from. Find out more about Wingdale.

What are the top places to visit in Wingdale?

Favourite 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 itinerary are Pawling Nature Reserve and West Mountain State Forest. Take a look at what more there is to see and do in Expedia's Wingdale guide.

What's the seasonal weather in Wingdale?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Wingdale are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

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Things to do in West Point

Wingdale Hotels from S$131

Change your mind

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. Station Inn Pawling

2. Rocky River Inn

3. Maple Leaf Motel

4. Holiday Inn Express Poughkeepsie by IHG

5. Hyatt Place Poughkeepsie / Hudson Valley

6. Best Western Danbury/Bethel

7. Quality Inn Hyde Park Poughkeepsie North

8. Homestead Inn

9. The Kent Collection - The Firefly Inn

10. Le Chambord at Curry Estate

11. Microtel Inn & Suites by Wyndham Bethel/Danbury

12. Heidi's Inn

13. Home2 Suites By Hilton Poughkeepsie

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

15. DoubleTree by Hilton Poughkeepsie Convention Center

16. Comfort Suites Fishkill near Interstate 84

17. Best Western Fishkill Inn & Suites

18. Hilton Garden Inn Danbury

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

20. Courtyard by Marriott Poughkeepsie

Stay near popular Wingdale attractions

Pawling Nature Reserve

Harlem Valley Golf Club

Leather Hill Preserve

Dover Veterans Memorial Library

Olivet University

Learn more about Wingdale

Top Wingdale Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

La Quinta Inn & Suites by Wyndham Danbury

Comfort Inn & Suites Danbury-Bethel

Heritage Hotel, Golf & Conference Center

Best Western Fishkill Inn & Suites

The Heartwood

Spark by Hilton Fishkill

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hyatt Place Poughkeepsie / Hudson Valley

More cheap stays in Wingdale

Holiday Inn Express Poughkeepsie by IHG

Quality Inn Poughkeepsie

Best Western Danbury/Bethel

Comfort Suites Fishkill near Interstate 84

Microtel Inn & Suites by Wyndham Bethel/Danbury

Comfort Inn & Suites Danbury-Bethel

Frequently asked questions

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