Hotels with a Pool in New Windsor, NY
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured New Windsor Hotels with Pool

Homewood Suites Stewart Airport
180 Breunig Rd New Windsor NY
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $147 total per night
$147 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Homewood Suites Stewart Airport enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking, as well as a free airport shuttle (available on request). The front desk is staffed 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $114 total per night
$114 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point, guests enjoy an indoor pool, a gym, and free WiFi in public areas. There's free parking, and an airport shuttle (available on request) for USD 15 per room one-way. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.
Pool
Pet friendly
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.
New Windsor hotels essential information
Accommodation | 1,014 hotels |
|---|---|
Lowest Price | $114 |
Highest Price | $147 |
Popular hotels | Homewood Suites Stewart Airport, Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point |
Recent Hotels with Pool Reviews

Overlook Lodge at Bear Mountain
5/5 Excellent
"The staff were wonderful. Everyone (maintenance, front desk, restaurant, spa) was very helpful and welcoming. I throughly enjoyed my staff and look forward to visiting again."
A verified traveler stayed at Overlook Lodge at Bear Mountain
Posted 4 days ago


