Photo by Wanderlustfemale

Search Family-Friendly Hotels in New Windsor

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on New Windsor Family-Friendly Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for New Windsor family-friendly hotels

Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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, (1004)
"Love it, everytime we come this is the place to stay"
United States
William
The price is Rp1.691.078
Rp1.913.116 total
includes taxes & fees
1 Jan - 2 Jan 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1005)
"Room was clean and staff was great!"
United States
Annemarie
The price is Rp1.309.459
Rp1.546.798 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn by Hilton Middletown
Seasonal outdoor pool, pool umbrellas, pool loungers
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (33)
"We are having a great time at the hotel!!!"
United States
Ziwei
The price is Rp3.187.243
Rp5.799.668 total
includes taxes & fees
2 Jan - 3 Jan 2026
LEGOLAND Hotel NEW York
Exterior
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1013)
"A nice, clean hotel perfect for a quick business/recreational trip"
United States
Sharonda
The price is Rp1.582.402
Rp1.790.092 total
includes taxes & fees
14 Jan - 15 Jan 2026
Courtyard by Marriott Poughkeepsie
Restaurant
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

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, (443)
"Staff super friendly to my family members who i booked a room for. "
United States
Felicita
The price is Rp2.695.945
Rp3.049.789 total
includes taxes & fees
11 Jan - 12 Jan 2026
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Free daily continental breakfast
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1004)
"Always stay here on my way through NY."
United States
Kathleen
The price is Rp1.494.491
Rp1.690.643 total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn & Suites Fishkill South near I-84
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

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, (1001)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is Rp1.691.245
Rp2.082.346 total
includes taxes & fees
14 Jan - 15 Jan 2026
Fairfield Inn & Suites by Marriott Goshen Middletown
Lobby
Best Western Plus The Inn & Suites At The Falls

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
7.6 out of 10, Good, (440)
"Nice and quaint hotel with beautiful creek behind surrounded by a dorest"
United States
Hiram
The price is Rp1.606.180
Rp1.816.992 total
includes taxes & fees
3 Jan - 4 Jan 2026
Best Western Plus The Inn & Suites At The Falls
Room, 2 Queen Beds | Desk, laptop workspace, soundproofing, iron/ironing board
Spark by Hilton Fishkill

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.0 out of 10, Good, (19)
"Good place to rest your head for a night "
United States
Dennis J
The price is Rp1.496.668
Rp1.693.106 total
includes taxes & fees
5 Jan - 6 Jan 2026
Spark by Hilton Fishkill
Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

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, (945)
"The room was very clean and the staff was very attentive, I feel comfortable every moment in this hotel. "
United States
Miguel
The price is Rp2.035.355
Rp2.404.262 total
includes taxes & fees
4 Jan - 5 Jan 2026
La Quinta Inn & Suites by Wyndham 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.
View all properties

Top New Windsor Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Great breakfast options "
Haiyin 4-night trip
Posted 5 days ago
Hampton Inn Harriman Woodbury
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"A nice, clean hotel perfect for a quick business/recreational trip"
Sharonda 1-night trip
Posted 8 days ago
Courtyard by Marriott Poughkeepsie

Frequently asked questions

What's New Windsor like for family-friendly holidays?
The welcoming destination of New Windsor is a great choice if you've been thinking about a holiday with the children. The lake views, cafes and coffee shops are just a few things that make this an attractive spot for a family holiday. Arrange a flight into Newburgh, NY (SWF-Stewart Intl.), which is the closest airport, or Danbury, CT (DXR-Danbury Municipal), which is located 28.8 mi (46.3 km) from the city centre.
What's the best family accommodation in 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 child-friendly holiday.
When's the best time to book a family-friendly holiday in New Windsor?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in New Windsor are January, February, December and March, with each month seeing an average of 14 cm of snowfall.
What's there to see and do with your family in New Windsor?
While you are visiting New Windsor, you may want to round up the youngsters and make time to see interesting attractions such as Storm King Art Center, Ice Time Sports Complex and Michie Stadium. Make sure that you have lots of time for activities such as SplashDown Beach and Poughkeepsie Galleria.