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Find kid-friendly hotels & resorts in New Windsor, NY from $89

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Dec 7 - Dec 8
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Dec 8 - Dec 9
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Top New Windsor Family Hotels

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, (1002)
"Fast check in, great parking area. "
United States
Helene
$101 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1004)
"Room was clean and staff was great!"
United States
Annemarie
$75 nightly
The price is $89
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn by Hilton Middletown
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.8 out of 10, Excellent, (32)
"We loved everything from the staff to the stay "
United States
Arnassia
$294 nightly
The price is $346
Dec 22 - Dec 23
Total with taxes and fees
LEGOLAND Hotel NEW York
Free daily continental breakfast
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

2.5 star property
Fishkill
8.8 out of 10, Excellent, (1007)
"Great staff, friendly, very clean room!"
United States
Amanda
$89 nightly
The price is $101
Dec 14 - Dec 15
Total with taxes and fees
Quality Inn & Suites Fishkill South near I-84
Lobby
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1004)
"Brayden was great"
United States
Will
$92 nightly
The price is $104
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Garden Inn Fishkill
View from property
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
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
Restaurant
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (429)
"Beautiful Inn with a spacious and lovely room."
United States
Stacy
$161 nightly
The price is $182
Dec 21 - Dec 22
Total with taxes and fees
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Exterior
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, (931)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
$116 nightly
The price is $138
Dec 21 - Dec 22
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Lobby
Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls

2.5 star property
Red Oaks Mill
7.8 out of 10, Good, (435)
"Nice and quaint hotel with beautiful creek behind surrounded by a dorest"
United States
Hiram
$96 nightly
The price is $109
Dec 12 - Dec 13
Total with taxes and fees
Best Western Plus The Inn & Suites At The Falls
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
8.6 out of 10, Excellent, (1001)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
$93 nightly
The price is $109
Dec 28 - Dec 29
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"The was extremely clean"
Dewayne 1-night trip
Posted 1 day ago
Holiday Inn Express Poughkeepsie by IHG

Frequently asked questions

What's New Windsor like for family-friendly vacations?
The welcoming destination of New Windsor is a great choice if you've been thinking about a vacation with the kids. The lake views, cafes, and coffee shops are just a few things that make this an attractive spot for a family vacation. Arrange a flight into Stewart Intl. Airport (SWF), which is the closest airport, or Danbury, CT (DXR-Danbury Municipal), which is located 28.8 mi (46.3 km) from the city center.
What's the best accommodation for a family trip to New Windsor?
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Countryside Inn & Suites is another choice for your stay with the kids.
When's the best time to book a family-friendly vacation in New Windsor?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. The snowiest months in New Windsor are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
What's there to see and do with your family in New Windsor?
While you are visiting New Windsor, you might want to round up the kiddos and make time to see interesting attractions such as Storm King Art Center, Ice Time Sports Complex, and Michie Stadium. Make sure you have lots of time for activities like SplashDown Beach and Poughkeepsie Galleria.

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