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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Go beyond your typical stay in New Windsor

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Our top choices for New Windsor hotels

A Red Roof Inn & Suites building with a two-story structure, a balcony, and an American flag.

A hotel room with a sofa, a small table, a TV, a desk with a chair, and a bed.

A hotel room with a desk, two chairs, a printer, and a sign indicating free Wi-Fi in all rooms.

An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.

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

New Windsor

Guilande

2.315.805 ₫

2.735.088 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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 spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.

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

2. Homewood Suites Stewart Airport

New Windsor

Tonia

3.815.399 ₫

4.506.941 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.

3. Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Sharon

3.602.249 ₫

4.255.157 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A couple seated at a table under striped awnings, with lounge chairs and potted flowers in the background.

A spa setting with stone walls, a fireplace, and multiple seating areas with candles.

A bar with a bartender preparing a drink, shelves of liquor behind, and patrons seated at tables.

A room with a chandelier, a red sofa, a green armchair, and a tufted ottoman.

4. Mirbeau Inn & Spa Beacon

Beacon

David

13.750.826 ₫

15.830.606 ₫ total

includes taxes & fees

14 Oct - 15 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 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."

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

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

Fishkill

William

2.761.863 ₫

3.193.403 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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

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.

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

6. Comfort Suites Fishkill near Interstate 84

Fishkill

Daniel

2.540.914 ₫

2.937.931 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A lobby with a grand chandelier, two large arched windows, and a central fireplace with a portrait above it.

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

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.

7. The Thayer Hotel at West Point

West Point

franco

4.074.559 ₫

5.488.657 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A balcony with outdoor seating, a staircase, and a view of the cityscape.

8. The Dutchess Inn and Spa at Beacon

Beacon

Mihaela

9.585.288 ₫

11.035.064 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A brick building with a covered patio area featuring outdoor seating and string lights.

A brick house with a porch, outdoor seating, and string lights.

A grand hallway with a wooden staircase, a chandelier, and a door marked "EXIT".

A living room with a fireplace, a television, and a large mirror.

9. Cromwell Manor Inn

Cornwall

Steven

9.935.167 ₫

11.735.771 ₫ total

includes taxes & fees

15 Oct - 16 Oct

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

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.

A covered outdoor area with a fire pit, wooden chairs, and a view of a building with multiple windows.

10. Sleep Inn & Suites Monroe - Woodbury

Monroe

John

2.850.242 ₫

3.224.335 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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 hotel lobby with a seating area, a bar, and a view of the city.

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

11. Courtyard by Marriott Newburgh Stewart Airport

Newburgh

Trevor

3.623.564 ₫

4.280.335 ₫ 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 hotel with multiple buildings, a parking lot, and a body of water in the foreground.

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, comfortable seating, and a high ceiling with skylights.

12. SpringHill Suites by Marriott Fishkill

Fishkill

Aleksandar

4.652.926 ₫

5.379.978 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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.

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

Newburgh

Robert

1.966.446 ₫

2.322.824 ₫ total

includes taxes & fees

8 Oct - 9 Oct

A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.

A large outdoor swimming pool surrounded by trees and a covered pavilion.

A large, multi-story stone building with a prominent arched entrance and multiple windows.

A table set for a formal event with candles, flowers, and glassware.

14. Overlook Lodge at Bear Mountain

Bear Mountain

randall

2.263.427 ₫

2.673.673 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A hotel with a central entrance pavilion, a flag, and a landscaped garden.

A modern dining area with blue upholstered chairs and a wooden table. There is a kitchen area visible through an open doorway.

A modern hotel lobby with a large map mural, seating areas, and a reception desk.

A boat ride with passengers holding binoculars, surrounded by water and themed structures.

15. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Sheila

2.547.412 ₫

3.136.501 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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

A modern building with a curved roof, a covered entrance, and a landscaped garden.

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

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

16. Howard Johnson by Wyndham Newburgh/West Point

Newburgh

Faze

2.311.386 ₫

2.730.322 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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

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

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.

17. Residence Inn by Marriott Fishkill

Fishkill

Jianjun

4.667.223 ₫

5.396.476 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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

A hotel lobby with a sofa, table, chairs, and a large window offering a view of greenery.

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

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

18. Hampton Inn Harriman Woodbury

Central Valley

John

3.071.191 ₫

3.781.404 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A spacious living area with a dining table and chairs, a sofa, and a kitchen in the background.

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.

19. Best Western Fishkill Inn & Suites

Fishkill

Taedmary

3.486.055 ₫

4.030.750 ₫ total

includes taxes & fees

14 Oct - 15 Oct

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

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.

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

20. The Factory

Beacon

Dwight

9.065.408 ₫

10.436.550 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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Stay near popular New Windsor attractions

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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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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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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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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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.

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A calm lake with rocky shores and green hills in the background.

Top New Windsor Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"Hot breakfast. Quiet room."

The Thayer Hotel at West Point

10/10 Excellent

"非常棒的一个古老的酒店，如果你想逛西点军校，那就太方便了。酒店就在Hudson 河边，景色秀美，酒店入住客人素质很高，非常安静整洁。去奥特莱斯买买买也非常方便，下次还来住。"

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"X"

Overlook Lodge at Bear Mountain

8/10 Good

"The complex was exactly that - complex. Initially, we drove to the Overlook Lodge to check in for our cabin only to find we needed to drive back down the mountain to the Inn (where ironically we had just been to turn around after missing the turn for Overlook Lodge!). The cabin was clean and quiet. The walk to and from the cabin to the Inn for dinner/morning coffee was lovely (along the lake)."

Comfort Suites Fishkill near Interstate 84

8/10 Good

"a comfortable stay at a clean hotel."

Inn on the Hudson

10/10 Excellent

"This is my fourth visit to this location, and I plan to continue staying here in the future. The scenery is beautiful, the rooms are clean, the staff is wonderful, and everything is perfect."

Hampton Inn by Hilton New Paltz

8/10 Good

"Overall a good stay in a clean and modern room. Nice people on staff and coffee and tea are available all hours."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Very clean room and lobby.... noise from room above a bit above normal but nothing terrible."

Studio 6 Extended Stay Fishkill Westage Center NY

10/10 Excellent

"Wonderful staff"

More cheap stays in New Windsor