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 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.

1. Station Inn Pawling

Pawling

Fang

S$199

includes taxes & fees

11 Nov - 12 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 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.

2. Rocky River Inn

New Milford

Nancy

S$219

includes taxes & fees

14 Oct - 15 Oct

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

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

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

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

3. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Bernadette

S$129

includes taxes & fees

9 Nov - 10 Nov

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 sink, toilet, and bathtub.

A bathroom with a toilet, sink, and bathtub.

4. Maple Leaf Motel

New Milford

Allan

S$131

includes taxes & fees

1 Nov - 2 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 chairs, a bar counter with a variety of bottles, and a large screen mounted on the wall.

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 patterned chairs, a bar counter with a TV, and shelves with bottles.

5. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Jacqueline Sue

S$123

includes taxes & fees

12 Nov - 13 Nov

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 reception area with a wooden floor, a reception desk, and a wall with a welcome sign.

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.

6. Hampton Inn & Suites Poughkeepsie

Crown Heights

Sanford

S$145

includes taxes & fees

8 Nov - 9 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 spacious foyer with a wooden ceiling, a large chandelier, a fireplace, and a traditional wooden dresser with drawers.

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

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

7. Homestead Inn

New Milford

Priscilla

S$303

includes taxes & fees

1 Nov - 2 Nov

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

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

8. Microtel Inn & Suites by Wyndham Bethel/Danbury

Bethel

Tara

S$155

includes taxes & fees

13 Oct - 14 Oct

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

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

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

Red Oaks Mill

Aixa

S$152

includes taxes & fees

19 Oct - 20 Oct

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

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

A modern indoor seating area with a sofa, tables, and chairs, featuring large windows and a clean, contemporary design.

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

10. Home2 Suites By Hilton Poughkeepsie

Poughkeepsie

Roy

S$169

includes taxes & fees

9 Nov - 10 Nov

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

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.

A modern indoor swimming pool with clear water, surrounded by lounge chairs and a sunlit area with large windows.

11. Courtyard By Marriott Danbury

Danbury

Julie

S$164

includes taxes & fees

1 Nov - 2 Nov

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

A hotel room with a flat-screen TV, a mini-fridge, a microwave, a desk with a lamp, and a chair.

A gym with exercise equipment, a mirror, and a door leading to a room.

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

12. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Ron

S$105

includes taxes & fees

8 Nov - 9 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 large, multi-story hotel with a prominent entrance and a parking lot.

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

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

Danbury

Jay

S$174

includes taxes & fees

8 Nov - 9 Nov

A courtyard with a fire pit, outdoor seating, and a covered area with string lights.

A spacious hotel lobby with a high ceiling, wooden beams, and a large seating area with sofas and round tables.

A hotel courtyard with outdoor seating, a fire pit, and a tennis court.

A hotel lobby with a reception desk, seating area, and a stone fireplace.

14. Homewood Suites by Hilton Poughkeepsie

Poughkeepsie

Tammie

S$182

includes taxes & fees

1 Nov - 2 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 modern hotel lobby with seating areas, a bar, and a staircase.

A modern hotel room with a sofa, armchair, ottoman, flat-screen TV, and large windows with sheer curtains.

15. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Celine

S$147

includes taxes & fees

8 Nov - 9 Nov

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

A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple windows.

A hotel lobby with seating areas, a reception desk, and a large window offering a view.

A compact hotel room with a kitchenette, a bed, and a view of the outdoors.

16. La Quinta Inn & Suites by Wyndham Danbury

Danbury

Steven

S$171

includes taxes & fees

25 Oct - 26 Oct

A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

A garden with various plants and flowers, a white fence, and outdoor furniture.

A formal dining table set with plates, cutlery, and wine glasses, surrounded by chairs.

A hallway with a table, a vase with flowers, a framed picture, and a painting on the wall.

17. Millbrook Country House Bed & Breakfast

Millbrook

kenneth

S$348

includes taxes & fees

15 Oct - 16 Oct

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

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

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.

18. Le Chambord at Curry Estate

Hopewell Junction

Theresa

S$303

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with wooden cabinets, a stainless steel backsplash, and various kitchen appliances.

A modern hotel with a prominent entrance, multiple floors, and a clear sky.

A modern hotel lobby with a sectional sofa, bar area, and a large window providing natural light.

A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a carpeted floor.

19. Springhill Suites By Marriott - Danbury

Danbury

Haralambos

S$164

includes taxes & fees

18 Oct - 19 Oct

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

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

A modern hotel room with a grey sofa, a small table, a TV on a wooden cabinet, and a blue door in the background.

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

20. Spark by Hilton Fishkill

Fishkill

Scott

S$148

includes taxes & fees

12 Nov - 13 Nov

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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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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 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

Comfort Inn & Suites Danbury-Bethel

8/10 Good

"Easy access"

Comfort Suites Fishkill near Interstate 84

10/10 Excellent

"Conceirge, Jamie, was super friendly and inviting. The bed was comfortable, and the room was clean."

Courtyard by Marriott Poughkeepsie

8/10 Good

"There was several mixups about this reservation. I was charged $10 a day for parking which I never knew of $30 total. Also bottles of water in the room with five dollar tags marked on them.Then breakfast was not complementary you had to pay for that as well. Staff did not know how to split the charge for two people. Said they did it but I have a full charge on my credit card which was reserved through Expedia. ever since Bonvoy took over apparently things have changed from the old Marriott. I’ve used for 50 years and loved. Hampton Inn in Albany gave us a bottle of water upon registration, had a wonderful buffet breakfast complementary and did not charge for parking lots that you drive in and out of yourself"

Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Rockstars! Staff really cares, definitely can tell its a corporate hotel, not franchised"

Home2 Suites By Hilton Poughkeepsie

10/10 Excellent

"Great place to stay in Poughkeepsie My only comment is to please improve the Breakfast flow Access is very difficult to quickly move from one station to another"

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"The place was clean and the breakfast good. It was quite expensive though."

Best Western Fishkill Inn & Suites

10/10 Excellent

"The staff was very friendly and helpful. We booked last minute and was surprised by the size of the room! The kitchen staff in the morning were amazing!!! They were very attentive and were constantly refilling coffee and items getting low."

Best Western Danbury/Bethel

8/10 Good

"The room was efficient as expected. The room was clean and neat. TV was interesting to say the least to use, maybe put out some directions. Honestly, a good stay and really no major complaint."

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"Guest room was designed well. Very clean. Comfortable bed. Great shower, strong pressure, like a massage. Breakfast was excellent , fresh and hot. Will be back"

More cheap stays in Wingdale

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

S$129

9 Nov - 10 Nov

includes taxes & fees

8.6/10 Excellent! (1,010 reviews)

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY

S$138

2 Nov - 3 Nov

includes taxes & fees

7.6/10 Good! (603 reviews)

Best Western Danbury/Bethel

11 Stony Hill Road Bethel CT

S$148

1 Nov - 2 Nov

includes taxes & fees

7.8/10 Good! (1,002 reviews)

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT

S$155

13 Oct - 14 Oct

includes taxes & fees

8.2/10 Very good! (1,008 reviews)

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY

S$155

11 Nov - 12 Nov

includes taxes & fees

9.2/10 Wonderful! (1,007 reviews)

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT

S$169

8 Nov - 9 Nov

includes taxes & fees

8.4/10 Very good! (920 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$105

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. Holiday Inn Express Poughkeepsie by IHG

4. Maple Leaf Motel

5. Hyatt Place Poughkeepsie / Hudson Valley

6. Hampton Inn & Suites Poughkeepsie

7. Homestead Inn

8. Microtel Inn & Suites by Wyndham Bethel/Danbury

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

10. Home2 Suites By Hilton Poughkeepsie

11. Courtyard By Marriott Danbury

12. Quality Inn Hyde Park Poughkeepsie North

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

14. Homewood Suites by Hilton Poughkeepsie

15. Courtyard by Marriott Poughkeepsie

16. La Quinta Inn & Suites by Wyndham Danbury

17. Millbrook Country House Bed & Breakfast

18. Le Chambord at Curry Estate

19. Springhill Suites By Marriott - Danbury

20. Spark by Hilton Fishkill

Stay near popular Wingdale attractions

Harlem Valley Golf Club

Pawling Nature Reserve

Dover Veterans Memorial Library

Leather Hill Preserve

Olivet University

Learn more about Wingdale

Top Wingdale Hotel Reviews

Comfort Inn & Suites Danbury-Bethel

Comfort Suites Fishkill near Interstate 84

Courtyard by Marriott Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Best Western Fishkill Inn & Suites

Best Western Danbury/Bethel

Hyatt Place Poughkeepsie / Hudson Valley

More cheap stays in Wingdale

Holiday Inn Express Poughkeepsie by IHG

Quality Inn Poughkeepsie

Best Western Danbury/Bethel

Microtel Inn & Suites by Wyndham Bethel/Danbury

Comfort Suites Fishkill near Interstate 84

Comfort Inn & Suites Danbury-Bethel

Frequently asked questions

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