Photo by Wanderlustfemale

Search Hotels with Swimming Pool in New Windsor

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on New Windsor Hotels with Swimming Pool

Our top choices for New Windsor hotels with a 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, (1004)
"Fast check in, great parking area. "
United States
Helene
The price is ₹9,355
₹10,583 total
includes taxes & fees
14 Dec - 15 Dec
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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 ₹11,443
₹12,945 total
includes taxes & fees
28 Dec - 29 Dec
Homewood Suites Stewart Airport

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1001)
"Clean room, decent breakfast, friendly staff "
United States
Irina
The price is ₹8,205
₹9,528 total
includes taxes & fees
26 Dec - 27 Dec
Hampton Inn & Suites Poughkeepsie

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1001)
"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 ₹9,208
₹10,416 total
includes taxes & fees
17 Dec - 18 Dec
Overlook Lodge at Bear Mountain

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)
"Very nice stay."
United States
Peter
The price is ₹8,546
₹9,668 total
includes taxes & fees
9 Jan - 10 Jan 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1001)
"Lovely property, wonderful staff will definitely return back."
United States
Dennis
The price is ₹9,100
₹10,567 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place Poughkeepsie / Hudson Valley

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 ₹17,123
₹31,159 total
includes taxes & fees
22 Dec - 23 Dec
LEGOLAND Hotel NEW York

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (392)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
The price is ₹9,754
₹11,327 total
includes taxes & fees
18 Dec - 19 Dec
Home2 Suites By Hilton Poughkeepsie

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 ₹10,004
₹11,204 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn by Hilton New Paltz

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1002)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is ₹8,335
₹9,846 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Middletown Goshen
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.

Top New Windsor Hotel Reviews

Explore a world of travel with Expedia

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. Overlook Lodge at Bear Mountain: Provides a full-service spa, a seasonal outdoor pool and a snack bar/deli. Quality Inn Poughkeepsie: Features daily, an indoor pool and free self parking. Hampton Inn Harriman Woodbury: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access.
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 New Windsor Cantonment State Historic Site, Knox's Headquarters State Historic Site and National Purple Heart Hall of Honor 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.