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Search Hotels with Pool in New Windsor

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Check availability on New Windsor Hotels with 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
The price is Rp1.734.137
Rp1.961.742 total
includes taxes & fees
14 Dec - 15 Dec
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
The price is Rp2.121.187
Rp2.399.593 total
includes taxes & fees
4 Jan - 5 Jan 2026
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
The price is Rp1.402.380
Rp1.628.513 total
includes taxes & fees
20 Dec - 21 Dec
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
The price is Rp3.177.726
Rp5.782.352 total
includes taxes & fees
22 Dec - 23 Dec
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
The price is Rp1.586.025
Rp1.794.190 total
includes taxes & fees
9 Jan - 10 Jan 2026
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
The price is Rp1.984.444
Rp2.244.923 total
includes taxes & fees
18 Dec - 19 Dec
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
The price is Rp1.528.022
Rp1.728.575 total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (1008)
"Lovely property, wonderful staff will definitely return back."
United States
Dennis
The price is Rp1.686.777
Rp1.958.769 total
includes taxes & fees
14 Dec - 15 Dec
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
The price is Rp1.854.371
Rp2.076.893 total
includes taxes & fees
29 Dec - 30 Dec
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
The price is Rp1.619.415
Rp1.993.903 total
includes taxes & fees
24 Dec - 25 Dec
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
"Nice place great staff"
Irvin 1-night trip
Posted 7 days ago
Hampton Inn Harriman Woodbury
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

10/10 Excellent
"Best stay!"
Kamina 5-night trip
Posted 3 weeks ago
Quality Inn Poughkeepsie

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Frequently asked questions

What are some accommodation options 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 high-speed (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 such as 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. Travellers 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 accommodation with an outdoor swimming pool if you plan to visit New Windsor in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is 0°C.