Find Hotels with a Pool in New Windsor, NY

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Check availability on New Windsor Hotels with a Pool

Top 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
  • Indoor pool
8.4 out of 10, Very Good, (1002)
Splash into the spacious indoor swimming pool, a serene retreat open June through September after exploring nearby hiking trails. Clean, comfortable rooms feature larger-than-average refrigerators, while the friendly staff ensures a welcoming atmosphere for both guests and their pets.
The price is NT$3,386
NT$3,830 total
includes taxes & fees
Nov 16 - Nov 17
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
  • Indoor pool
  • Hot tub
9.2 out of 10, Wonderful, (1000)
Bubbling jets welcome weary travelers at the rejuvenating hot tub after refreshing swims in the pristine indoor pool. Pet-friendly accommodations, a well-equipped 24-hour fitness center, and spacious rooms create a perfectly balanced retreat.
The price is NT$3,962
NT$4,482 total
includes taxes & fees
Dec 14 - Dec 15
Homewood Suites Stewart Airport
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
  • Outdoor pool
8.6 out of 10, Excellent, (19)
Pool toys transform the outdoor pool into a delightful aquatic playground at this LEGOLAND hotel. After swimming, families can enjoy the on-site restaurant, arcade room, and garden, making this vibrant getaway perfect for creating lasting memories.
The price is NT$5,913
NT$10,759 total
includes taxes & fees
Dec 12 - Dec 13
LEGOLAND Hotel NEW York
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
  • Indoor pool
  • Pool loungers
8.4 out of 10, Very Good, (1003)
Splash into vacation mode at the pristine indoor pool, complete with inviting sun loungers for post-swim relaxation. Families appreciate the hotel's proximity to LEGOLAND New York while enjoying spotlessly clean rooms with premium bedding and thoughtful amenities.
The price is NT$3,052
NT$3,606 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express Hotel & Suites Chester by IHG
Indoor pool
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
Middletown
  • Indoor pool
9.4 out of 10, Exceptional, (908)
Sparkling waters await in the tranquil indoor pool area, open daily from 9:00 AM to 9:00 PM for refreshing swims regardless of weather. Guests praise the spotless facilities, including a rejuvenating hot tub and well-equipped fitness center for complete vacation balance.
The price is NT$3,406
NT$4,024 total
includes taxes & fees
Nov 20 - Nov 21
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Sports facility
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
  • Indoor pool
8.6 out of 10, Excellent, (1002)
Swimmers enjoy year-round aquatic bliss at the temperature-controlled indoor pool, a perfect complement to the comprehensive 24-hour fitness center. Adventure seekers appreciate nearby hiking trails, while business travelers value the laptop-friendly workspaces.
The price is NT$2,846
NT$3,220 total
includes taxes & fees
Dec 12 - Dec 13
Hilton Garden Inn Fishkill
BBQ/picnic area
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.6 out of 10, Excellent, (1000)
Dive into summer refreshment at the seasonal outdoor pool, open from May through September. Beyond swimming, this hotel entices with nearby adventures including hiking trails, kayaking, and mountain biking, plus a modern fitness center for year-round activity.
The price is NT$2,535
NT$2,994 total
includes taxes & fees
Dec 2 - Dec 3
Hampton Inn by Hilton Middletown
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
  • Full-service spa
8.4 out of 10, Very Good, (1006)
Seasonal outdoor swimming invites summer splashes amid breathtaking mountain scenery. After hiking local trails, guests rejuvenate with spa treatments, including deep-tissue massages and facials, before enjoying fresh cuisine at the onsite café.
The price is NT$3,697
NT$4,182 total
includes taxes & fees
Nov 17 - Nov 18
Overlook Lodge at Bear Mountain
Indoor pool
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

3.0 star property
Poughkeepsie
  • Indoor pool
9.4 out of 10, Exceptional, (373)
Swimming sessions await at the inviting indoor pool, complemented by well-equipped kitchenettes in each spacious room. After a peaceful night's rest, guests savor a delicious breakfast buffet before exploring nearby Vassar College.
The price is NT$3,454
NT$4,011 total
includes taxes & fees
Nov 20 - Nov 21
Home2 Suites By Hilton Poughkeepsie
Indoor pool
Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

3.0 star property
Poughkeepsie
  • Indoor pool
9.6 out of 10, Exceptional, (997)
Swimming enthusiasts relish the pristine indoor pool, accessible from early morning until late evening. After invigorating laps, families gather around the outdoor fire pit, while others enjoy a round of mini golf before retreating to sound-insulated, spacious rooms.
The price is NT$3,206
NT$3,723 total
includes taxes & fees
Dec 7 - Dec 8
Homewood Suites by Hilton Poughkeepsie
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"🙂"
Jared 1-night trip
Posted 2 days ago
Overlook Lodge at Bear Mountain

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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 & Suites Poughkeepsie: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. The Crossroads Hotel, Newburgh: Offers continental, an indoor pool, and complimentary wired internet access. Overlook Lodge at Bear Mountain: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Provides daily, an indoor pool, and complimentary wired internet access.
What is there to see and do in New Windsor?
Make a point to visit attractions like Lake Tiorati Beach and Ice Time Sports Complex. 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.