New Windsor Holiday Rentals, New York: Private House Rentals

A large suspension bridge at night with illuminated cables and a central tower.

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Our top choices for New Windsor hotels

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Hotel

Pet-friendly

Gym

A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.

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

A multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.

A spacious living area with a curved sofa, a fireplace, and a modern chandelier.

1. Homewood Suites Stewart Airport

New Windsor

Tonia

5.118.214 ₫

6.045.891 ₫ total

includes taxes & fees

30 Aug - 31 Aug

2. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

New Windsor

Guilande

2.326.674 ₫

2.747.925 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A hotel lobby with a reception desk, bar area, and a television displaying news.

A hotel room with a kitchenette, a living area with a sofa and a TV, and a large window with curtains.

A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.

A snack display area with various packaged snacks and a sign indicating 'TREATS'.

3. Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Vincent

3.190.853 ₫

3.769.196 ₫ total

includes taxes & fees

30 Aug - 31 Aug

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

A hotel entrance with stone pillars, a covered walkway, and a bench.

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

A modern hotel room with a flat-screen TV, a fireplace, a desk with a computer, and comfortable seating.

4. Sleep Inn & Suites Monroe - Woodbury

Monroe

Crysta

3.036.768 ₫

3.435.343 ₫ total

includes taxes & fees

30 Aug - 31 Aug

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

An outdoor patio with brick flooring, round tables, and blue umbrellas.

A snack and beverage display in a store with various snacks, drinks, and a 'Welcome to Harriman Woodbury' sign.

A hotel room with a large bed, a sofa, a desk, and a bathroom.

5. Hampton Inn Harriman Woodbury

Central Valley

Margaret

3.190.853 ₫

3.928.738 ₫ total

includes taxes & fees

30 Aug - 31 Aug

A hotel room with two beds, a desk, a chair, a lamp, and a window with a view of greenery.

A dining area with a ceiling fan, wooden chairs, a table, and a window with curtains.

A hotel room with a sofa, two side tables with lamps, a mirror, and a curtain.

6. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Newburgh

Henry

1.975.675 ₫

2.333.725 ₫ total

includes taxes & fees

30 Aug - 31 Aug

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

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 spacious lobby with a fireplace, seating area, and a reception desk.

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

7. SpringHill Suites by Marriott Fishkill

Fishkill

Aleksandar

4.283.024 ₫

4.952.377 ₫ total

includes taxes & fees

30 Aug - 31 Aug

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.

8. Comfort Suites Fishkill near Interstate 84

Fishkill

Severine

2.591.752 ₫

2.996.713 ₫ total

includes taxes & fees

21 Sept - 22 Sept

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 restaurant with multiple tables and chairs, a kitchen area, and a microwave.

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

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

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

Fishkill

Amy

2.928.126 ₫

3.385.645 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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 reception area with a geometric patterned wall, a reception desk, a sofa, and a dining area with chairs and a table.

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.

10. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Katlin

2.637.716 ₫

3.063.047 ₫ total

includes taxes & fees

7 Sept - 8 Sept

An outdoor patio with a stone fire pit surrounded by wicker chairs and a table.

A modern hotel with a covered entrance, multiple parking spaces, and a well-maintained lawn.

A spacious lobby with a fireplace, seating areas, and a reception desk.

11. Residence Inn by Marriott Fishkill

Fishkill

Jianjun

4.441.026 ₫

5.134.937 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.

A reception area with a modern design, featuring a large abstract wall art, a seating area with a bench, and a potted plant.

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

An indoor swimming pool with clear water, a lifeguard chair, and a sign stating "No Diving Allowed".

12. Holiday Inn Express & Suites Montgomery by IHG

Montgomery

Chime

2.872.760 ₫

3.393.447 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A modern kitchen with dark cabinets, a stainless steel microwave, and a white countertop.

A restaurant with wooden beams, stone pillars, and teal chairs.

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

A stone fireplace with a fire, a painting above it, and a sofa with a plant in front.

13. HYATT house Fishkill/Poughkeepsie

Fishkill

Taleah

3.525.660 ₫

4.076.544 ₫ total

includes taxes & fees

30 Aug - 31 Aug

A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.

A modern living room with a sectional sofa, two armchairs, a coffee table, and a TV.

A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.

An outdoor patio area with wicker furniture and a stone wall.

14. Courtyard by Marriott Newburgh Stewart Airport

Newburgh

Kelly

3.085.605 ₫

3.644.872 ₫ total

includes taxes & fees

30 Aug - 31 Aug

A reception area with a curved wooden reception desk, a glass table, and a chandelier.

A hotel room with two beds, a large mirror, a nightstand, and a wall clock.

A modern building with a covered entrance, a balcony, and a well-maintained garden.

A room with a patterned blue carpet, a blue sofa with cushions, a round black table, and a beige armchair.

15. Howard Johnson by Wyndham Newburgh/West Point

Newburgh

Wilma

2.277.315 ₫

2.690.079 ₫ total

includes taxes & fees

21 Sept - 22 Sept

A modern hotel room with a large bed, a sitting area with a sofa, a small table, a TV, and a bathtub.

A living room with a fireplace, two grey sofas, a coffee table with candles, and a chandelier.

A row of cylindrical planters with various plants and flowers.

A multi-story building with balconies, a covered outdoor seating area, and a well-lit entrance.

16. The Factory

Beacon

Emily

9.107.955 ₫

10.485.533 ₫ total

includes taxes & fees

30 Aug - 31 Aug

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.

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.

17. Hampton Inn & Suites Poughkeepsie

Crown Heights

Quincy

2.976.702 ₫

3.456.694 ₫ total

includes taxes & fees

30 Aug - 31 Aug

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.

An outdoor seating area with tables and chairs, a black carpet with text, and potted plants.

18. The Thayer Hotel at West Point

West Point

Libna

6.534.223 ₫

8.397.306 ₫ total

includes taxes & fees

24 Aug - 25 Aug

A courtyard with a stone fire pit surrounded by wicker furniture, a pathway, and a building with balconies.

A modern bar area with a curved counter, bar stools, a digital menu display, and a well-stocked liquor shelf.

A modern hotel lobby with a reception desk, a seating area with a sofa and a small table, and a large window offering a view of the outdoors.

A tree with pink blossoms in a landscaped area with a building in the background.

19. Courtyard by Marriott Fishkill

Fishkill

Aggeliki

3.158.208 ₫

3.572.722 ₫ total

includes taxes & fees

7 Sept - 8 Sept

The exterior of The Inn and Spa at Beacon, featuring a black facade with gold lettering and large windows reflecting trees and lights.

A modern bedroom with a large bed, a sofa, a glass coffee table, a TV, and a shower area.

A living room with a fireplace, a sofa, a coffee table, and a view of the street through large windows.

A hotel entrance with a black door, a brick facade, and red flowers in front.

20. The Dutchess Inn and Spa at Beacon

Beacon

Jeffrey

9.630.275 ₫

11.086.853 ₫ total

includes taxes & fees

27 Aug - 28 Aug

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Stay near popular New Windsor attractions

Kristi Babcock Memorial Park

7.2/10 (9 reviews)

This community park honours local resident Kristi Babcock with modern sports facilities and a rubberized playground. Families can enjoy the walking path, pavilion areas, and seasonal town events like annual Community Day.

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National Purple Heart Hall of Honor

8.0/10 (11 reviews)

This solemn museum honours Purple Heart recipients with interactive exhibits telling their stories of sacrifice. Explore the "Roll of Honour" database to discover personal narratives through artefacts.

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New Windsor Cantonment State Historic Site

8.2/10 (12 reviews)

Step back in time at the Continental Army's final Revolutionary War encampment. Costumed interpreters bring history to life through military drills and craftsmanship demonstrations in reconstructed log huts.

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New Windsor Little League

Catch an event at New Windsor Little League during your trip to New Windsor. While in this family-friendly area, you can savour the top-notch restaurants.

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Knox's Headquarters State Historic Site

8.4/10 (9 reviews)

Step back in time at this Revolutionary War command centre where General Henry Knox once strategized. The guided tour through the 18th-century stone house reveals authentic period furnishings and military artefacts.

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Learn more about New Windsor

Nestled along the Hudson River, this historic town boasts the captivating Storm King Art Centre, where massive sculptures dot rolling hills. Nearby, outdoor enthusiasts can hike the trails of Bear Mountain State Park or explore West Point's prestigious military academy.

See all hotels in New Windsor

A rural landscape with autumn-colored trees, rolling hills, and a windmill in the foreground.

Top New Windsor Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"Clean room, friendly staff and great breakfasts"

Sleep Inn & Suites Monroe - Woodbury

8/10 Good

"Had a good experience. However, the elevator was out on Wednesday and all of us on the third floor. We are not young - 81 years old and many in the group have bad knees. Fortunately it was repaired when we returned that evening after attending a funeral."

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"Very affordable and The breakfast was a bonus"

Americas Best Value Inn New Paltz

10/10 Excellent

"Very nice and clean place to staff will defiantly come back to stay"

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent

"Excellent location and stay"

More cheap stays in New Windsor

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

1.997.874 ₫

2.359.989 ₫ total

31 Aug - 1 Sept

includes taxes & fees

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

2.481.020 ₫

2.881.085 ₫ total

21 Sept - 22 Sept

includes taxes & fees

8.8/10 Excellent! (1,016 reviews)

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

2.863.619 ₫

3.382.649 ₫ total

13 Sept - 14 Sept

includes taxes & fees

Americas Best Value Inn New Paltz

7 Terwilliger Ln New Paltz NY

3.052.177 ₫

3.418.438 ₫ total

30 Aug - 31 Aug

includes taxes & fees

9/10 Wonderful! (1,023 reviews)

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

3.186.152 ₫

3.922.948 ₫ total

30 Aug - 31 Aug

includes taxes & fees

8.6/10 Excellent! (1,017 reviews)

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

3.972.244 ₫

4.890.827 ₫ total

24 Aug - 25 Aug

includes taxes & fees

Hotels in New Windsor with star rating

Frequently asked questions

What's the seasonal weather like in New Windsor?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in New Windsor are January, February, December and March, with each month seeing an average of 14 cm of snowfall.

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Find hotels in New Windsor, NY from 2.333.725 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in New Windsor

Check prices for these dates

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Our top choices for New Windsor hotels

1. Homewood Suites Stewart Airport

2. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

3. Hampton Inn & Suites Newburgh Stewart Airport

4. Sleep Inn & Suites Monroe - Woodbury

5. Hampton Inn Harriman Woodbury

6. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

7. SpringHill Suites by Marriott Fishkill

8. Comfort Suites Fishkill near Interstate 84

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

10. Hyatt Place Poughkeepsie / Hudson Valley

11. Residence Inn by Marriott Fishkill

12. Holiday Inn Express & Suites Montgomery by IHG

13. HYATT house Fishkill/Poughkeepsie

14. Courtyard by Marriott Newburgh Stewart Airport

15. Howard Johnson by Wyndham Newburgh/West Point

16. The Factory

17. Hampton Inn & Suites Poughkeepsie

18. The Thayer Hotel at West Point

19. Courtyard by Marriott Fishkill

20. The Dutchess Inn and Spa at Beacon

Stay near popular New Windsor attractions

Kristi Babcock Memorial Park

National Purple Heart Hall of Honor

New Windsor Cantonment State Historic Site

New Windsor Little League

Knox's Headquarters State Historic Site

Learn more about New Windsor

Top New Windsor Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Sleep Inn & Suites Monroe - Woodbury

Holiday Inn Express Poughkeepsie by IHG

Americas Best Value Inn New Paltz

Holiday Inn Express Hotel & Suites Chester by IHG

More cheap stays in New Windsor

Ramada by Wyndham Newburgh/West Point

Holiday Inn Express Poughkeepsie by IHG

Sleep Inn & Suites Middletown - Goshen

Americas Best Value Inn New Paltz

Holiday Inn Express Hotel & Suites Chester by IHG

Overlook Lodge at Bear Mountain

Hotels in New Windsor with star rating

Frequently asked questions

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