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Find Hotels with a Pool in New Windsor, NY

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Check availability on New Windsor Hotels with a Pool

Our top choices for New Windsor hotels with a pool

Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2.0 star property
New Windsor
8.4 out of 10, Very Good, (1003)
"Fast check in, great parking area. "
United States
Helene
$101 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3.0 star property
New Windsor
9.2 out of 10, Wonderful, (1000)
"Great place. Service was good. Place spotless and welcoming. "
United States
Catherine
$127 nightly
The price is $144
Dec 28 - Dec 29
Total with taxes and fees
Homewood Suites Stewart Airport
Indoor pool
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1000)
"Clean room, decent breakfast, friendly staff "
United States
Irina
$84 nightly
The price is $98
Dec 20 - Dec 21
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.8 out of 10, Excellent, (33)
"We are having a great time at the hotel!!!"
United States
Ziwei
$294 nightly
The price is $346
Dec 22 - Dec 23
Total with taxes and fees
LEGOLAND Hotel NEW York
Indoor pool
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

2.5 star property
Fishkill
8.4 out of 10, Very Good, (1001)
"I had a very nice stay"
United States
Mischelle
$95 nightly
The price is $107
Jan 9 - Jan 10, 2026
Total with taxes and fees
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1005)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
$104 nightly
The price is $118
Jan 8 - Jan 9, 2026
Total with taxes and fees
Overlook Lodge at Bear Mountain
Sports facility
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1005)
"Brayden was great"
United States
Will
$92 nightly
The price is $104
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Garden Inn Fishkill
Indoor pool
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1007)
"Lovely property, wonderful staff will definitely return back."
United States
Dennis
$101 nightly
The price is $117
Dec 14 - Dec 15
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1000)
"The hotel is quiet and clean and had a very comfortable bed."
United States
Carolyn
$111 nightly
The price is $125
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn by Hilton New Paltz
Seasonal outdoor pool
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
8.8 out of 10, Excellent, (1001)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
$97 nightly
The price is $119
Dec 24 - Dec 25
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top New Windsor Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"He was excellent our two nights and thank again, see you soon."
Abdou karime 2-night trip
Posted 2 days ago
Hampton Inn Harriman Woodbury

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. Quality Inn Poughkeepsie: Provides daily, an indoor pool, and free self parking. Overlook Lodge at Bear Mountain: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Hampton Inn & Suites Poughkeepsie: Offers a snack bar/deli, an indoor pool, and buffet.
What is there to see and do in New Windsor?
Make a point to visit attractions like Lake Tiorati Beach and Ice Time Sports Complex. Discover sights such as National Purple Heart Hall of Honor, New Windsor Cantonment State Historic Site, and Knox's Headquarters State Historic Site during your stay. 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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