𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Wingdale (2026)

Go beyond your typical stay in Wingdale

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Waterpark

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Our top choices for Wingdale hotels

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

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

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

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

1. Rocky River Inn

New Milford

michael

S$170

includes taxes & fees

1 Sept - 2 Sept

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

2. Station Inn Pawling

Pawling

Vienna Hiu Yan

S$214

includes taxes & fees

27 Sept - 28 Sept

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

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

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

3. The Kent Collection - The Firefly Inn

Kent

Candice Burrows

S$404

includes taxes & fees

27 Sept - 28 Sept

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 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.

4. Homestead Inn

New Milford

gerard

S$301

includes taxes & fees

9 Sept - 10 Sept

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

A bathroom with a sink, toilet, and bathtub.

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.

5. Maple Leaf Motel

New Milford

Corrina

S$130

includes taxes & fees

21 Sept - 22 Sept

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

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 Holiday Inn Express Suites hotel with a central courtyard and a large tree.

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

Danbury

Deborah

S$172

includes taxes & fees

13 Sept - 14 Sept

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

A hotel room with two single beds, a small round table, and a lamp.

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

7. The Lagrange Inn & Extended Stay

Pleasant Valley

Anastasiya

S$183

includes taxes & fees

31 Aug - 1 Sept

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 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.

8. Le Chambord at Curry Estate

Hopewell Junction

Melissa

S$301

includes taxes & fees

8 Sept - 9 Sept

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

9. Hilton Garden Inn Danbury

Danbury

Scarlet

S$185

includes taxes & fees

20 Sept - 21 Sept

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

10. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Katlin

S$149

includes taxes & fees

8 Sept - 9 Sept

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.

11. Heidi's Inn

Brewster

Fan

S$203

includes taxes & fees

31 Aug - 1 Sept

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

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.

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

12. Hampton Inn & Suites Poughkeepsie

Crown Heights

Quincy

S$168

includes taxes & fees

8 Sept - 9 Sept

A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

A covered patio with a wooden table and chairs, a sofa, and a ceiling fan.

A hotel room with a large bed, two bedside lamps, a chair, a small table, and a rug.

A two-story building with a sign for Cornwall Inn, featuring a front porch and a mailbox.

13. Cornwall Inn and Lodge

Cornwall Bridge

"Liked we had a room away from the main building which was quiet and had a private porch. Charming decor with antiques. We really enjoyed the breakfast room and meeting the other guests in the morning and exchanging information on local sites and restaurants. The pool was very refreshing after a hot day. We loved sitting on the porch for breakfast and evening drinks. Getting AC to run consistently was a challenge."

Judith

S$309

includes taxes & fees

30 Aug - 31 Aug

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 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.

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

Red Oaks Mill

Jacqueline

S$190

includes taxes & fees

6 Sept - 7 Sept

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 multi-story building with a stone facade and a brick-paved entrance area.

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

15. Comfort Inn Brewster

Brewster

Russell

S$192

includes taxes & fees

27 Sept - 28 Sept

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

16. Best Western Danbury/Bethel

Bethel

MARYELLEN

S$154

includes taxes & fees

21 Sept - 22 Sept

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

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

17. Microtel Inn & Suites by Wyndham Bethel/Danbury

Bethel

Jamie

S$156

includes taxes & fees

30 Aug - 31 Aug

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 two-story white house with a front porch, a red door, and a well-maintained lawn.

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

18. Millbrook Country House Bed & Breakfast

Millbrook

Beth

S$345

includes taxes & fees

12 Sept - 13 Sept

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

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

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

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

19. La Quinta Inn & Suites by Wyndham Danbury

Danbury

Samantha

S$167

includes taxes & fees

20 Sept - 21 Sept

A modern bar area with a long counter, multiple bar stools, and a variety of liquor bottles.

An outdoor patio with wicker furniture, a fire pit, and a view of a brick building and trees.

A well-organized snack and beverage area with refrigerated sections and shelves stocked with various snacks and drinks.

20. Holiday Inn Poughkeepsie by IHG

Poughkeepsie

Adrienne

S$152

includes taxes & fees

27 Sept - 28 Sept

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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 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

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"👍"

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."

Comfort Suites Fishkill near Interstate 84

10/10 Excellent

"This hotel exceeded all expectations; both the rooms and common areas were absolutely immaculate. The staff were exceptionally welcoming and helpful throughout our entire stay."

Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Staff was very helpful"

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"We saw a show at the Convention Center and the Double Tree was the perfect next door location. Affordable, clean, beautiful hotel and lovely staff. There was also complimentary parking in the attached parking garage for guests. I would absolutely stay here again for any travel or upcoming shows in Poughkeepsie!"

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"Clean room; helpful staff and good location. Very accesible to our destinations"

Heritage Hotel, Golf & Conference Center

10/10 Excellent

"A bit far from everything (grocerys)"

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"

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."

More cheap stays in Wingdale

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY

S$127

1 Sept - 2 Sept

includes taxes & fees

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

S$145

28 Sept - 29 Sept

includes taxes & fees

8.8/10 Excellent! (1,001 reviews)

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT

S$156

30 Aug - 31 Aug

includes taxes & fees

8.2/10 Very good! (1,000 reviews)

Hampton Inn & Suites Poughkeepsie

2361 South Rd Poughkeepsie NY

S$168

8 Sept - 9 Sept

includes taxes & fees

9.2/10 Wonderful! (1,002 reviews)

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

89 Mill Plain Road Danbury CT

S$172

13 Sept - 14 Sept

includes taxes & fees

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT

S$174

20 Sept - 21 Sept

includes taxes & fees

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 Hyatt Place Poughkeepsie / Hudson Valley and Holiday Inn Express Poughkeepsie by IHG. 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$127

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. Rocky River Inn

2. Station Inn Pawling

3. The Kent Collection - The Firefly Inn

4. Homestead Inn

5. Maple Leaf Motel

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

7. The Lagrange Inn & Extended Stay

8. Le Chambord at Curry Estate

9. Hilton Garden Inn Danbury

10. Hyatt Place Poughkeepsie / Hudson Valley

11. Heidi's Inn

12. Hampton Inn & Suites Poughkeepsie

13. Cornwall Inn and Lodge

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

15. Comfort Inn Brewster

16. Best Western Danbury/Bethel

17. Microtel Inn & Suites by Wyndham Bethel/Danbury

18. Millbrook Country House Bed & Breakfast

19. La Quinta Inn & Suites by Wyndham Danbury

20. Holiday Inn Poughkeepsie by IHG

Stay near popular Wingdale attractions

Harlem Valley Golf Club

Pawling Nature Reserve

Leather Hill Preserve

Dover Veterans Memorial Library

Olivet University

Learn more about Wingdale

Top Wingdale Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Comfort Suites Fishkill near Interstate 84

Hampton Inn & Suites Poughkeepsie

DoubleTree by Hilton Poughkeepsie Convention Center

Holiday Inn Express Poughkeepsie by IHG

Heritage Hotel, Golf & Conference Center

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Studio 6 Extended Stay Fishkill Route 9 NY

More cheap stays in Wingdale

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Microtel Inn & Suites by Wyndham Bethel/Danbury

Hampton Inn & Suites Poughkeepsie

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

Comfort Inn & Suites Danbury-Bethel

Frequently asked questions

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