Find Hotels with a Pool in New Windsor, NY

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Check availability on New Windsor Hotels with a Pool

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Nov 8 - Nov 9
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Nov 9 - Nov 10
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Nov 14 - Nov 16
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Nov 21 - Nov 23

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
8.4 out of 10, Very Good, (1047)
"Clean rooms, very nice staff and very pet friendly."
United States
Wilma
$104 nightly
The price is $118
Dec 1 - Dec 2
Total with taxes and fees
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)
"I was pleasantly surprised at how convenient the hotel was and would definitely stay here again. I really liked that there was a living room area as well as a bedroom area divided by a door and I was able to keep my cat in the living room area, which gave her space to move around. Honestly, the only cons where that the bed was a bit hard and the pillow was pretty flat other than that everything was pretty good including the water pressure."
United States
Julie
$129 nightly
The price is $146
Dec 7 - Dec 8
Total with taxes and fees
Homewood Suites Stewart Airport
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, (1004)
"Friendly staff! "
United States
Joshua
$83 nightly
The price is $98
Nov 13 - Nov 14
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.4 out of 10, Very Good, (17)
"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
$228 nightly
The price is $270
Nov 10 - Nov 11
Total with taxes and fees
LEGOLAND Hotel NEW York
Indoor pool
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1001)
"Staff was very nice and rooms were very clean. "
United States
colleen
$110 nightly
The price is $128
Nov 18 - Nov 19
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
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
$95 nightly
The price is $108
Nov 11 - Nov 12
Total with taxes and fees
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, (1004)
"Very clean hotel , friendly staff and convenient to shopping. We will definitely stay here again. "
United States
John
$95 nightly
The price is $117
Nov 16 - Nov 17
Total with taxes and fees
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
$93 nightly
The price is $115
Dec 1 - Dec 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
Indoor pool
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (369)
"pleasant, quick check in, lovely room, excellent breakfast"
United States
Peter
$111 nightly
The price is $129
Nov 16 - Nov 17
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie
Indoor pool
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
8.6 out of 10, Excellent, (1015)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
$88 nightly
The price is $104
Dec 1 - Dec 2
Total with taxes and fees
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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Top New Windsor Hotel Reviews

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Amazing stay! 10/10 recommend "
Miranda 1-night trip
Posted 2 days ago
Americas Best Value Inn New Paltz

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: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool, and complimentary wired internet access. Overlook Lodge at Bear Mountain: Provides 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 Lake Tiorati 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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