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

Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.6 out of 10, Excellent, (19)
"We had an amazing time at Legoland New York! The staff was wonderful—friendly, helpful, and made my daughter London's birthday extra special. The pirate-themed room was incredible, full of fun details and Lego magic everywhere. There was great entertainment, tons of Lego activities, and everyone went out of their way to wish her a happy birthday. She even found Mr gold on her birthday. Such a memorable experience for the whole family! 🏴‍☠️🧱🎉"
United States
Jasmin
The price is ￥23,341
￥46,369 total
includes taxes & fees
Nov 14 - Nov 15
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
8.4 out of 10, Very Good, (1001)
"Friendly staff! "
United States
Joshua
The price is ￥12,841
￥15,170 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
9.4 out of 10, Exceptional, (903)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is ￥16,893
￥19,955 total
includes taxes & fees
Nov 17 - Nov 18
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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, (1008)
"Clean rooms, very nice staff and very pet friendly."
United States
Wilma
The price is ￥16,791
￥18,995 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
9.2 out of 10, Wonderful, (1000)
"nice hotel , great staff ."
United States
anthony
The price is ￥19,679
￥22,263 total
includes taxes & fees
Dec 14 - Dec 15
Homewood Suites Stewart Airport
Indoor pool
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, (1000)
"This hotel had everything I wanted - a clean room, free hot breakfast and a hot tub - it was a great find in Fishkill!"
United States
Karen
The price is ￥14,697
￥16,626 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
BBQ/picnic area
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1000)
"Nice quiet place The workout center and breakfast were both lovely and the location was easy to find "
United States
Rachael
The price is ￥12,624
￥14,912 total
includes taxes & fees
Dec 4 - Dec 5
Hampton Inn by Hilton Middletown
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, (1002)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
The price is ￥15,950
￥18,044 total
includes taxes & fees
Nov 17 - Nov 18
Overlook Lodge at Bear Mountain
Indoor pool
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1008)
"Very clean hotel , friendly staff and convenient to shopping. We will definitely stay here again. "
United States
John
The price is ￥14,666
￥18,059 total
includes taxes & fees
Dec 2 - Dec 3
Hampton Inn Harriman Woodbury
Seasonal outdoor pool
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
8.8 out of 10, Excellent, (1002)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
The price is ￥14,388
￥17,714 total
includes taxes & fees
Dec 3 - Dec 4
Fairfield Inn & Suites by Marriott Goshen 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.
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Top New Windsor Hotel Reviews

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Excellent"
steve 1-night trip
Posted 2 days ago
Americas Best Value Inn New Paltz

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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.