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Check availability on New Windsor Hotels with a Pool

Next weekend
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12

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, (1,002 reviews)
  • cleanliness
    Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
The price is ￥15,865
￥18,741 total
includes taxes & fees
Jul 12 - Jul 13
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, (1,000 reviews)
  • cleanliness
    Dive into blissful relaxation at this hotel's indoor pool oasis with bubbling hot tub escape.
The price is ￥35,942
￥42,455 total
includes taxes & fees
Jul 17 - Jul 18
Homewood Suites Stewart Airport
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, (1,004 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
The price is ￥21,813
￥26,858 total
includes taxes & fees
Jul 2 - Jul 3
Overlook Lodge at Bear Mountain
Indoor pool, sun loungers

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
The price is ￥20,703
￥25,492 total
includes taxes & fees
Jul 2 - Jul 3
Holiday Inn Express Hotel & Suites Chester by IHG
Seasonal outdoor pool

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
The price is ￥23,291
￥28,678 total
includes taxes & fees
Jul 19 - Jul 20
Fairfield Inn & Suites by Marriott Goshen Middletown
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, (1,003 reviews)
  • cleanliness
    Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat.
The price is ￥23,740
￥26,587 total
includes taxes & fees
Jul 9 - Jul 10
Hampton Inn by Hilton New Paltz
Indoor pool

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.
The price is ￥18,778
￥21,806 total
includes taxes & fees
Jul 12 - Jul 13
Hyatt Place Poughkeepsie / Hudson Valley
Seasonal outdoor pool, pool umbrellas, sun loungers

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (59 reviews)
  • cleanliness
    Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
The price is ￥64,093
￥95,363 total
includes taxes & fees
Jul 28 - Jul 29
LEGOLAND Hotel NEW York
BBQ/picnic area

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
The price is ￥18,244
￥21,550 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn by Hilton Middletown
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
The price is ￥19,797
￥23,385 total
includes taxes & fees
Jul 12 - Jul 13
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.
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Choose what matters most at hotels with a pool in New Windsor

Breakfast included
Hot tub

Top New Windsor Hotel Reviews

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

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

8/10 Good
"No frills, good price point, clean."
Stephen 3-night trip
Posted 2 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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. Hyatt Place Poughkeepsie / Hudson Valley: Provides a snack bar/deli, an indoor pool, and free self parking. The Crossroads Hotel, Newburgh: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Overlook Lodge at Bear Mountain: Features continental, an indoor pool, and complimentary wired internet access.
What is there to see and do in New Windsor?
Explore places like LEGOLAND® New York while you're in the area. Make a point to visit attractions like Canopus 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.