Photo by Wanderlustfemale

Hotels in New Windsor

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 2 - May 4
Next weekend
May 9 - May 11

Where to stay in New Windsor?

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

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

2.0 star property
8.4 out of 10, Very Good, (1005)
The price is $127
includes taxes & fees
$112 per night
May 11 - May 12
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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.
trending_down

Our prices for hotels in New Windsor are cheapest in February

See average prices and weather for all months

Price trends for hotels in New Windsor

Pricing is based on two traveler single night rates
May
$218
Average price during May is $218
Jun
$237
Average price during June is $237
Jul
$203
Average price during July is $203
Aug
$220
Average price during August is $220
Sep
$209
Average price during September is $209
Oct
$209
Average price during October is $209
Nov
$200
Average price during November is $200
Dec
$159
Average price during December is $159
Jan
$148
Average price during January is $148
Feb
$140
Average price during February is $140
Mar
$148
Average price during March is $148
Apr
$168
Average price during April is $168
Currently viewing crowd sizes and weather for May.

May

trending_flatModerate crowds
High 69°F / low 49°F. Sunny most days.
69°
weather_sun
May, Moderate crowds, average high temperature 69 degrees Fahrenheit, average low temperature 49 degrees Fahrenheit. Sunny most days.
49°
77°
weather_sun
June, High crowds, average high temperature 77 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
57°
84°
weather_sun
July, High crowds, average high temperature 84 degrees Fahrenheit, average low temperature 64 degrees Fahrenheit. Sunny most days.
64°
82°
weather_sun
August, High crowds, average high temperature 82 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
62°
74°
weather_sun
September, Moderate crowds, average high temperature 74 degrees Fahrenheit, average low temperature 55 degrees Fahrenheit. Sunny most days.
55°
62°
weather_sun
October, High crowds, average high temperature 62 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
46°
49°
weather_partly_sunny
November, Moderate crowds, average high temperature 49 degrees Fahrenheit, average low temperature 34 degrees Fahrenheit. Partly sunny.
34°
40°
ac_unit
December, Moderate crowds, average high temperature 40 degrees Fahrenheit, average low temperature 28 degrees Fahrenheit. Snow likely.
28°
34°
ac_unit
January, Low crowds, average high temperature 34 degrees Fahrenheit, average low temperature 21 degrees Fahrenheit. Snow likely.
21°
37°
ac_unit
February, Low crowds, average high temperature 37 degrees Fahrenheit, average low temperature 22 degrees Fahrenheit. Snow likely.
22°
46°
ac_unit
March, Low crowds, average high temperature 46 degrees Fahrenheit, average low temperature 29 degrees Fahrenheit. Snow likely.
29°
58°
weather_partly_sunny
April, Low crowds, average high temperature 58 degrees Fahrenheit, average low temperature 39 degrees Fahrenheit. Partly sunny.
39°
Monthly weather averages (˚F)
View all properties

Top landmarks in New Windsor

Kristi Babcock Memorial Park

Kristi Babcock Memorial Park is worth a visit, located 3.4 mi (5.5 km) from central New Windsor.

See properties in Kristi Babcock Memorial Park
Kristi Babcock Memorial Park

Learn more about New Windsor

New Windsor is applauded for its cultural attractions such as National Purple Heart Hall of Honor and Knox's Headquarters State Historic Site. This family-friendly city has something for everyone including restaurants as well as sights like New Windsor Cantonment State Historic Site and Schunnemunk State Park. All are within a scenic setting.

See all hotels in New Windsor
Light installation
Photo by Wanderlustfemale
Open Photo by Wanderlustfemale
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
Sign in or join for free

Frequently asked questions

What accommodations do travelers like in New Windsor?
Homewood Suites Stewart Airport and Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point are a couple of properties that our guests really like.
Can I book a refundable hotel in New Windsor?
If you’re looking for the flexibility to change your plans to New Windsor, most hotels provide refundable* rates you can book. You can see these properties by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay with my pet in New Windsor?
Your animal companion is welcome at these pet-friendly hotels: Homewood Suites Stewart Airport, Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point, and Countryside Inn & Suites.
Which New Windsor hotels do travelers like for their terrific location?
Travelers like Red Roof Inn & Suites Newburgh – Stewart Airport for its great location.
Where should I consider staying in New Windsor if I'm looking for a reasonably priced accommodation?
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point is an accommodation you might want to consider that’ll save you money.
Where can I stay in New Windsor if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, look over our selection of 5 vacation homes.
Where can I stay if I'm traveling to New Windsor for a family-friendly vacation?
Your kids are welcome at Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point and Countryside Inn & Suites.
What will the weather in New Windsor be like during my vacation?
July and August are typically the warmest months in New Windsor when the average temp is 69°F. January and February are the coldest months when the average temperature is 32°F. October and August are the months with the most rain.
Why should I book my New Windsor accommodation with Hotels.com?
There are lots of reasons to book your New Windsor trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

https://www.hotels.com/lp/b/deals