Wingdale Holiday Rentals, New York: Private House Rentals

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

1. Rocky River Inn

New Milford

Kimberly

3.863.868 ₫

4.443.448 ₫ total

includes taxes & fees

14 Oct - 15 Oct

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

2. Station Inn Pawling

Pawling

Fang

3.833.787 ₫

4.336.608 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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

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

A hotel room with a sofa, ottoman, bedside table, lamp, air conditioning unit, and a painting on the wall.

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

3. La Quinta Inn & Suites by Wyndham Danbury

Danbury

Steven

2.883.638 ₫

3.316.184 ₫ total

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a large window with a forest view.

A snack display with various chips and snacks, a refrigerated beverage area, and framed pictures on the wall.

A Hampton Inn hotel with a modern design, featuring a central entrance, multiple floors, and a parking lot.

A hot tub with a view of trees through large windows.

4. Hampton Inn Danbury

Danbury

Lucineia

3.725.132 ₫

4.283.902 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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.

5. The Kent Collection - The Firefly Inn

Kent

Candice Burrows

8.261.935 ₫

9.501.225 ₫ total

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.

6. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Bernadette

2.256.084 ₫

2.619.878 ₫ total

includes taxes & fees

10 Nov - 11 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 modern indoor swimming pool with clear water, surrounded by lounge chairs and a sunlit area with large windows.

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

7. Courtyard By Marriott Danbury

Danbury

Julie

2.883.638 ₫

3.316.184 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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 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.

8. Le Chambord at Curry Estate

Hopewell Junction

Theresa

5.419.788 ₫

6.131.103 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a green sofa, a small table, a bed with a headboard, a desk with a lamp, and a framed picture on the wall.

A rack of black hexagonal dumbbells with visible weight markings, arranged on a metal stand in a gym setting.

A spacious living area with sofas, a fireplace, and artwork on the walls.

A hotel with a covered entrance, multiple windows, and a sign that reads "Gold Award Winner."

9. Quality Inn & Suites Fishkill South near I-84

Fishkill

Laura

2.725.453 ₫

3.151.305 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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

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

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

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

10. Hilton Garden Inn Danbury

Danbury

Kathryn

2.975.697 ₫

3.422.052 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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.

A modern breakfast bar with a wooden wall, a coffee machine, and a juice dispenser.

11. Comfort Suites Fishkill near Interstate 84

Fishkill

Daniel

2.722.341 ₫

3.147.707 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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

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

12. Microtel Inn & Suites by Wyndham Bethel/Danbury

Bethel

Tara

2.753.978 ₫

3.167.075 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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.

13. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Jacqueline Sue

2.152.356 ₫

2.499.423 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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

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

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.

14. Hampton Inn & Suites Poughkeepsie

Crown Heights

Sanford

2.530.445 ₫

2.938.479 ₫ total

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 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.

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

15. Homestead Inn

New Milford

Priscilla

5.338.102 ₫

6.138.882 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

Danbury

Jay

3.059.976 ₫

3.518.972 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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 wedding ceremony setup with white chairs, a central aisle, and a chandelier.

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

17. Ethan Allen Hotel

Danbury

David

3.010.705 ₫

3.462.311 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

A reception area with a wooden reception desk, a wall-mounted TV, and a sign for 'The Market'.

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

18. Springhill Suites By Marriott - Danbury

Danbury

Haralambos

2.883.638 ₫

3.316.184 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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.

19. Best Western Danbury/Bethel

Bethel

Debra

2.601.239 ₫

2.991.425 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with a stone fire pit, seating, and a Marriott sign in the background.

A spacious lobby with a fireplace, comfortable seating, and a high ceiling with skylights.

A modern hotel room with a large bed, a desk, and a chair. There is a window with curtains, a wall-mounted lamp, and a mirror.

A hotel with multiple buildings, a parking lot, and a body of water in the foreground.

20. SpringHill Suites by Marriott Fishkill

Fishkill

Aleksandar

5.290.128 ₫

6.116.840 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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Hotels recommended for families in Wingdale

Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

2.256.084 ₫

2.619.878 ₫ total

includes taxes & fees

10 Nov - 11 Nov

Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

2.152.356 ₫

2.499.423 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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

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

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.

Best Western Plus The Inn & Suites At The Falls

Red Oaks Mill

2.715.599 ₫

3.072.022 ₫ total

includes taxes & fees

19 Oct - 20 Oct

La Quinta Inn & Suites by Wyndham Danbury

Danbury

2.883.638 ₫

3.316.184 ₫ total

includes taxes & fees

18 Oct - 19 Oct

Le Chambord at Curry Estate

Hopewell Junction

5.419.788 ₫

6.131.103 ₫ total

includes taxes & fees

18 Oct - 19 Oct

Hampton Inn & Suites Poughkeepsie

Crown Heights

2.530.445 ₫

2.938.479 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

Spark by Hilton Fishkill

Fishkill

2.600.461 ₫

3.006.783 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel reception area with a reception desk, a waiting area with sofas, and a glass door entrance.

An indoor swimming pool with clear pool rules, a lifeguard chair, and a poolside area with lounge chairs.

A hotel corridor with a vending machine, a refrigerator, and a door.

A modern kitchen with a central island, a dining area with chairs, and a refrigerator.

Quality Inn Poughkeepsie

Arlington

2.402.600 ₫

2.790.019 ₫ total

includes taxes & fees

3 Nov - 4 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

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"Great hotel, loved everything about it except having to go past it and turn around."

Home2 Suites By Hilton Poughkeepsie

10/10 Excellent

"The room was very clean and quiet. I was on the 4th floor. My family enjoyed the stay. Thank you! Will visit again"

La Quinta Inn & Suites by Wyndham Danbury

10/10 Excellent

"Clean room ..good breakfast"

Hampton Inn & Suites Poughkeepsie

8/10 Good

"There was some initial confusion at check in as the front desk thought the room was serviced and available. The room was cleaned in a timely fashion. The staff was excellent , responding to all our requests. The price for the room with two double beds was outrageous. With fees and taxes the room was over 725.00 for one night. It is extremely difficult to book a hotel room directly and we are at the mercy of third party reservationists."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Everything we needed for our stay, clean room and friendly staff, easy to park was a plus!! Idk how hotels are ranked but this is definitely better than a 2star in my opinion. I have been all over the place staying in hotels and this was a great experience!! Especially if all you need is a place to clean up and lay your head, that’s all we usually use hotels for because we are always on the go doing activities when needing a hotel!"

Ethan Allen Hotel

10/10 Excellent

"Always safe, clean, and an affordable."

Comfort Suites Fishkill near Interstate 84

10/10 Excellent

"There’s a deli next-door in the market that has really good food. The rooms were good spacious overall if I found myself there again I would stay."

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"Great location close to FDR, CIA and other Hyde Park sights"

Best Western Danbury/Bethel

10/10 Excellent

"Excellent full breakfast"