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Hotels with Swimming Pool in New Windsor, New York

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Our top choices for New Windsor hotels with a 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 P14,062
P16,611 total
includes taxes & fees
Jul 10 - Jul 11
Homewood Suites Stewart Airport

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, (1,001 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 P6,025
P7,117 total
includes taxes & fees
Jul 19 - Jul 20
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (62 reviews)
  • cleanliness
    Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
The price is P13,097
P22,935 total
includes taxes & fees
Jul 12 - Jul 13
LEGOLAND Hotel NEW York

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (67 reviews)
  • cleanliness
    Riverside relaxation takes center stage at this resort's seasonal outdoor pool oasis.
The price is P67,509
P78,928 total
includes taxes & fees
Jul 19 - Jul 20
Wildflower Farms, Auberge Collection

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, (1,009 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
The price is P7,819
P9,627 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express Hotel & Suites Chester by IHG

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,122 reviews)
  • cleanliness
    Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.
The price is P8,009
P9,861 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn Harriman Woodbury

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 P8,846
P10,891 total
includes taxes & fees
Jul 20 - Jul 21
Fairfield Inn & Suites by Marriott Goshen Middletown

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
The price is P10,381
P12,782 total
includes taxes & fees
Jul 7 - Jul 8
Overlook Lodge at Bear Mountain

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.
The price is P6,757
P7,847 total
includes taxes & fees
Jul 15 - Jul 16
Hyatt Place Poughkeepsie / Hudson Valley

Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (696 reviews)
  • cleanliness
    Dive into summer bliss at this motel's seasonal outdoor pool, open June through August.
The price is P6,213
P7,340 total
includes taxes & fees
Jul 7 - Jul 8
Days Inn by Wyndham 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.

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. Hyatt Place Poughkeepsie / Hudson Valley: Provides a snack bar/deli, an indoor pool, and free self parking. Spark by Hilton Fishkill: 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 Woodbury Common Premium Outlets and 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.

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