A calm lake at sunset with trees and grass along the shore.

Find Hotels with a Pool in New Windsor, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on New Windsor Hotels with a Pool

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for New Windsor hotels with a pool

An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.
A bathroom with a toilet, sink, and mirror.
A hotel room with a desk, two chairs, a printer, and a sign indicating free Wi-Fi in all rooms.
A hotel room with two beds, a desk, a chair, a television, and a door.

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
  • Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
￥14,083
￥16,635 total
includes taxes & fees
Nov 1 - Nov 2
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.
A spacious living area with a curved sofa, a fireplace, and a modern chandelier.
A multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.
A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.

2. Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
New Windsor
  • Dive into blissful relaxation at this hotel's indoor pool oasis with bubbling hot tub escape.
￥24,052
￥28,412 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites Stewart Airport
A Hampton Inn & Suites by Hilton hotel with a large illuminated sign, modern architecture, and a well-lit facade.
A hotel room with a bed, a blue sofa, a nightstand with a lamp, and a wooden desk.
A reception desk with a large poster on the wall and a person seated behind it.
A bar area with a long counter, multiple bar stools, and a variety of bottles.

3. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
  • Splash into year-round relaxation at this hotel's indoor swimming oasis, just minutes from Algonquin Park and local attractions.
￥22,708
￥26,824 total
includes taxes & fees
Oct 29 - Oct 30
Hampton Inn & Suites Newburgh Stewart Airport
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.
A modern lounge area with a stone wall, a flat-screen TV, and blue seating.
A modern breakfast bar with a wooden wall, a coffee machine, and a juice dispenser.
A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.

4. Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill
  • Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.
￥15,452
￥17,866 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Suites Fishkill near Interstate 84
An indoor swimming pool with clear blue water, sunlit windows, and lounge chairs along the poolside.
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.
An outdoor patio area with a stone fire pit, seating, and a Marriott sign in the background.

5. SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
Fishkill
  • Soak up relaxation at this family-friendly hotel with a pristine indoor pool for year-round swims.
￥31,462
￥36,379 total
includes taxes & fees
Nov 16 - Nov 17
SpringHill Suites by Marriott Fishkill
An indoor swimming pool with clear signage, a clock, and a fire extinguisher.
A large, two-story building with a symmetrical facade, large windows, and a central entrance with a door.
A modern hotel lobby with a seating area, a reception desk, and a large TV screen.
A spacious lobby with a fireplace, seating area, and a large wall mural.

6. Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
Fort Montgomery
  • Splash into an indoor pool paradise with mountain views at this hotel near Bear Mountain State Park.
￥14,229
￥16,808 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express West Point by IHG
A pool area with clear signage, including a 'NO DIVING' sign, and a 'SPA RULES' notice.
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.
A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.

7. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
Newburgh
  • Splash into comfort at this airport hotel's indoor oasis with plush loungers and spa-like relaxation.
￥35,473
￥41,903 total
includes taxes & fees
Nov 4 - Nov 5
Courtyard by Marriott Newburgh Stewart Airport
An indoor swimming pool with tiled edges, a metal ladder, and chairs around the pool.
A restaurant with wooden beams, stone pillars, and teal chairs.
A modern kitchen with dark cabinets, a stainless steel microwave, and a white countertop.
A spacious lobby with a reception desk, seating area, and a chandelier.

8. HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
Fishkill
  • Sleek indoor pool sanctuary with bubbling hot tub invites relaxation, complete with plush loungers for ultimate comfort.
￥21,027
￥24,311 total
includes taxes & fees
Nov 16 - Nov 17
HYATT house Fishkill/Poughkeepsie
An indoor swimming pool with clear blue water, surrounded by tiled flooring and furnished with chairs and tables.
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.
An outdoor patio with brick flooring, round tables, and blue umbrellas.

9. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley
  • Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.
￥18,677
￥22,996 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Harriman Woodbury
A swimming pool with lounge chairs, a fenced patio, and a building with a brick facade.
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.
A spacious living area with a dining table and chairs, a sofa, and a kitchen in the background.

10. Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
Fishkill
  • Seasonal outdoor pool for summer dips makes this hotel a perfect family-friendly getaway.
￥16,932
￥19,580 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Fishkill Inn & Suites
View all properties

Choose what matters most at hotels with a pool in New Windsor

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top New Windsor Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Great!"
Eileen 1-night trip
Posted 12 hours ago
Holiday Inn Express Poughkeepsie by IHG
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Nice and clean"
Marie-Andrée 1-night trip
Posted 13 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"Great as always!!"
Susan 1-night trip
Posted 14 hours ago
Hampton Inn by Hilton New Paltz
Inn on the Hudson

Inn on the Hudson

10/10 Excellent
"Common balcony was nice but it was a surprise."
joyce 1-night trip
Posted 5 days ago
Inn on the Hudson

Frequently asked questions

What are some accommodations with pools in New Windsor?
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Features free self parking, an indoor pool, and complimentary wireless internet access. Homewood Suites Stewart Airport: Offers buffet, an indoor pool, and complimentary wired internet access. Overlook Lodge at Bear Mountain: Hotel, 1-minute walk from Bear Mountain State Park. Provides a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Quality Inn Poughkeepsie: Hotel, 7-minute walk from Vassar College. Features daily, an indoor pool, and free self parking. Sleep Inn & Suites Middletown - Goshen: Offers continental, an indoor pool, and complimentary wired internet access.
What is there to see and do in New Windsor?
Explore places like Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions like Lake Welch Beach and Algonquin Park. Travelers love New Windsor for its array of dining options.
When is the best time to book a hotel with a pool in New Windsor?
You may want to think about an accommodation that has an outdoor pool if you're planning to visit New Windsor in the warmest months of July, August, or June when the average temperature is 69°F. Lodging offering an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 32°F.

Explore a world of travel with Expedia