Find Hotels with a Pool in New Windsor, NY

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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, (1,006 reviews)
  • cleanliness
    Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
$104 nightly
The price is $118
May 10 - May 11
Total with taxes and fees
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, (1,001 reviews)
  • cleanliness
    Dive into blissful relaxation at this hotel's indoor pool oasis with bubbling hot tub escape.
$150 nightly
The price is $170
Apr 26 - Apr 27
Total with taxes and fees
Homewood Suites Stewart Airport

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,006 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
$103 nightly
The price is $127
Apr 12 - Apr 13
Total with taxes and fees
Overlook Lodge at Bear Mountain

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
$110 nightly
The price is $135
Apr 16 - Apr 17
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,008 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
$101 nightly
The price is $119
Apr 14 - Apr 15
Total with taxes and fees
Courtyard by Marriott Middletown Goshen

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat.
$139 nightly
The price is $155
Apr 16 - Apr 17
Total with taxes and fees
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
$92 nightly
The price is $108
Apr 15 - Apr 16
Total with taxes and fees
Hampton Inn by Hilton Middletown

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (39 reviews)
  • cleanliness
    Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
$419 nightly
The price is $494
May 7 - May 8
Total with taxes and fees
LEGOLAND Hotel NEW York

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, (1,000 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
$122 nightly
The price is $144
Apr 12 - Apr 13
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
$106 nightly
The price is $125
Apr 27 - Apr 28
Total with taxes and fees
Sleep Inn & Suites 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.

Choose what matters most at hotels with a pool in New Windsor

Top New Windsor Hotel Reviews

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. Hampton Inn Harriman Woodbury: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Provides daily, an indoor pool, and complimentary wired internet access. Sleep Inn & Suites Middletown - Goshen: Features continental, an indoor pool, and complimentary wired internet access. 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 Storm King Art Center. Discover sights such as New Windsor Cantonment State Historic Site, National Purple Heart Hall of Honor, 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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