New Windsor, NY

Travel Guide

A large suspension bridge at night with illuminated cables and a central tower.
A calm lake with rocky shores and green hills in the background.
A rural landscape with autumn-colored trees, rolling hills, and a windmill in the foreground.
A pathway flanked by trees with autumn foliage, leading through a grassy field towards a hill.
A field with tall grasses and leafless trees under a cloudy sky.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2 out of 5
915 Union Ave New Windsor NY
$107 nightly
The price is $126 total per night from Aug 9 to Aug 10
$126 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,011 reviews)
"Everything was very scenic and clean. Pleasant desk attendees."

Reviewed on Jul 26, 2026

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

Homewood Suites Stewart Airport

3 out of 5
180 Breunig Rd New Windsor NY
$256 nightly
The price is $302 total per night from Aug 3 to Aug 4
$302 total
Aug 3 - Aug 4
Total with taxes and fees
Stay at this hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,000 reviews)
"Pets do not stay for free. There are also other hidden charges not disclosed on Expedia."

Reviewed on Jul 20, 2026

Homewood Suites Stewart Airport
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
$99 nightly
The price is $115 total per night from Aug 23 to Aug 24
$115 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,017 reviews)
"Clean room !"

Reviewed on Jul 25, 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 1,035 properties in New Windsor
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.
5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres

5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres

New Windsor NY
Stay at this vacation home in New Windsor. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Motorcyclepedia Museum and Newburgh Armory Unity ...
5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

New Windsor NY
Book a stay at this family-friendly vacation home in New Windsor. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Motorcyclepedia Museum ...
10/10 Exceptional! (76 reviews)
"The house was exactly as pictured. It was very cozy and quiet. The beds were comfy. The house had a homey feel. The bathroom was lovely. The decor was very nice. The house was very clean. We enjoyed our stay. We did not utilize the amenities but the playroom is a nice touch. We would definitely stay ..."

Reviewed on Jul 19, 2026

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
TRANQUIL MOUNTAIN SOLITUDE

TRANQUIL MOUNTAIN SOLITUDE

Pine Bush NY
Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Ellenville Fault Ice Caves and VerKeerderkill Falls are located nearby.
10/10 Exceptional! (11 reviews)
"What a special excursion and a wonderful stay! The location, and unique setup was exactly as described...private setting, cozy accommodations, easy access to a small hike, and located where we could explore the Hudson Valley on multiple fronts. Our hosts were 5-star all the way when it came to communication, ..."

Reviewed on Jul 19, 2026

TRANQUIL MOUNTAIN SOLITUDE
See all properties in New Windsor
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.

Stay near popular New Windsor attractions

National Purple Heart Hall of Honor

8.0/10 (11 reviews)
You can study the exhibits at National Purple Heart Hall of Honor, a museum with a storied past, during your trip to New Windsor. You can attend a sporting event while in the area.
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Cities near New Windsor

A waterfront with a covered boat dock, a large red building, and a smaller building in the background.

Newburgh

A train crossing a steel bridge over a valley with autumn-colored trees.

Cornwall

A residential area surrounded by autumn-colored trees and rolling hills.

Cornwall-on-Hudson

A calm lake at sunset with trees and grass along the shore.

Highland Mills

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