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

Find Hotels with a Pool in New Windsor, NY

Check availability on New Windsor Hotels with a Pool

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Oct 4 - Oct 5
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Oct 5 - Oct 6
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Oct 9 - Oct 11
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Oct 16 - Oct 18

Our top choices for New Windsor hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a fence, with a castle-like building in the background.
A spacious lobby with a staircase, seating area, and large windows offering a view of the outdoors.
A large, historic building with a red roof, surrounded by a well-maintained garden with statues and flower beds.
A large building with a white facade and columns, surrounded by a lawn with outdoor seating and string lights.

1. Tarrytown House Estate

Tarrytown House Estate
Tarrytown
  • Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
$191 nightly
$218 total
Nov 1 - Nov 2
Total with taxes and fees
Tarrytown House Estate
A couple seated at a table under striped awnings, with lounge chairs and potted flowers in the background.
A bathroom with a toilet, a towel rack, and a grab bar.
A spa setting with stone walls, a fireplace, and multiple seating areas with candles.
A bathroom with a bathtub, a vanity with a sink, a mirror, and a toilet.

2. Mirbeau Inn & Spa Beacon

Mirbeau Inn & Spa Beacon
Beacon
$529 nightly
$609 total
Oct 14 - Oct 15
Total with taxes and fees
Mirbeau Inn & Spa Beacon
An indoor pool area with a covered roof, multiple seating arrangements, and a view of the outside.
A hotel room with a large bed, two bedside tables, a desk, a chair, a flat-screen TV, and a wardrobe.
A hotel lobby with a reception desk, a sofa, a staircase, and a patterned carpet.
A bathroom with a white sink, a mirror, a hairdryer, and a shower curtain.

3. 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.
$99 nightly
$117 total
Oct 18 - Oct 19
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
A large outdoor swimming pool surrounded by trees and a covered pavilion.
A long dining table set with multiple place settings, including plates, glasses, and candles.
A large, multi-story stone building with a prominent arched entrance and multiple windows.
A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.

4. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
  • Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
$79 nightly
$97 total
Nov 2 - Nov 3
Total with taxes and fees
Overlook Lodge at Bear Mountain
A hotel lobby with a reception desk, bar area, and a television displaying news.
A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.
A hotel room with a bed, desk, TV, and a sofa.
A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.

5. 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.
$139 nightly
$164 total
Oct 28 - Oct 29
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport
A swimming pool with lounge chairs and a sunbed area.
A modern lounge with leather sofas, a patterned rug, and red pendant lights.
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.
Room

6. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
Nyack
  • Seasonal poolside bliss awaits with free cabanas, loungers, and umbrellas at this upscale retreat near Palisades Center.
$143 nightly
$164 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel
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 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.

7. 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.
$147 nightly
$174 total
Nov 1 - Nov 2
Total with taxes and fees
Homewood Suites Stewart Airport
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.
A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.
A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.
A modern lounge area with a stone wall, a flat-screen TV, and blue seating.

8. 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.
$98 nightly
$113 total
Nov 2 - Nov 3
Total with taxes and fees
Comfort Suites Fishkill near Interstate 84
A swimming pool with lounge chairs, a fenced patio, and a building with a brick facade.
A hotel room with a large bed, a nightstand, a wall-mounted lamp, and a window with curtains.
A patio area with outdoor seating and a fire pit, surrounded by buildings with a brick facade and a covered seating area.
A Best Western hotel with a parking lot and a rainbow in the background.

9. 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.
$134 nightly
$155 total
Oct 13 - Oct 14
Total with taxes and fees
Best Western Fishkill Inn & Suites
A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.
A modern bathroom with a large mirror, white sink, and towel racks.
A gym with treadmills, elliptical machines, and weightlifting equipment.
A hotel room with a bed, a sofa, a nightstand, a lamp, and a framed picture on the wall.

10. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
Elmsford
$121 nightly
$139 total
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn White Plains/Tarrytown
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

8/10 Good
"I enjoyed the breakfast, especially the waffles. The staff was very nice and accommodating. The only problem was they did not know how to explain how to get back to interstate 17 E. I feel that the staff should be able to give proper directions. Also, there was a lot of construction, and it was hard to turn into the hotel."
Roberta 1-night trip
Posted 1 hour ago
Sleep Inn & Suites Middletown - Goshen
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

8/10 Good
"Convenient"
Tina 1-night trip
Posted 15 hours ago
Quality Inn Poughkeepsie
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

8/10 Good
"Room was great. All facilities were clean and decor is very nice, modern and not old or worn out. Breakfast was above average. Only big problem was the use of the ev charger. My daughter has an ev and the front desk person was not helpful at all to my daughter in trying to turn in the power for the charger. It took way too many calls, downstairs visits and back and forth questions until front desk staff finally turned it on. Not sure why this was such a problem but it took way too away from everything else that was very good."
patricia m. 1-night trip
Posted 17 hours ago
Hampton Inn by Hilton New Paltz
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

10/10 Excellent
"Great Place And So Close To Work!"
Mike 1-night trip
Posted 12 days ago
Homewood Suites Stewart Airport

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.

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