Book 2 Star Hotels in New Windsor
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 2 Stars Hotels

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
Free Cancellation
Reserve now, pay when you stay
2.99 mi from city center
$109 nightly
The price is $129 total per night
$129 total
Jun 21 - Jun 22
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 luggage storage and securing valuables. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.
Pool
Pet friendly

Homewood Suites Stewart Airport
180 Breunig Rd New Windsor NY
Free Cancellation
Reserve now, pay when you stay
3.85 mi from city center
$230 nightly
The price is $272 total per night
$272 total
Jun 21 - Jun 22
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, dry cleaning/laundry, and securing valuables. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

The Crossroads Hotel, Newburgh
5 Lakeside Rd Newburgh NY
5.49 mi from city center
$107 nightly
The price is $126 total per night
$126 total
Jul 6 - Jul 7
Total with taxes and fees
The Crossroads Hotel, Newburgh features a gym, free WiFi in public areas, and meeting rooms. If you plan to drive, free parking is available. The 24-hour front desk has staff always at the ready. Additional amenities include a microwave in a common area, a TV in a common area, and an ATM.
Parking included
Free WiFi

Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
Free Cancellation
Reserve now, pay when you stay
7.7 mi from city center
$93 nightly
The price is $107 total per night
$107 total
Jul 6 - Jul 7
Total with taxes and fees
Renovated in 2025, Spark by Hilton Fishkill offers a gym, free WiFi in public areas, and a 24-hour business center. A stay here includes free parking. The 24-hour front desk has staff standing by to help with dry cleaning or laundry, and answer any questions about the accommodations. Other amenities at this golf hotel include coffee/tea in a common area, a meeting room, and free newspapers.
Breakfast included
Parking included

Studio 6 Extended Stay Fishkill Route 9 NY
25 Merritt Blvd Fishkill NY
Free Cancellation
Reserve now, pay when you stay
7.77 mi from city center
$80 nightly
The price is $92 total per night
$92 total
Jun 28 - Jun 29
Total with taxes and fees
Guests staying at Studio 6 Extended Stay Fishkill Route 9 NY enjoy free WiFi in public areas, laundry facilities, and a vending machine. If you plan to drive, free parking is available. Friendly staff can provide a safe deposit box at the front desk, and also offer advice about sightseeing.
Pet friendly
Parking included

Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Free Cancellation
Reserve now, pay when you stay
10.98 mi from city center
$136 nightly
The price is $168 total per night
$168 total
Jun 22 - Jun 23
Total with taxes and fees
Guests of Overlook Lodge at Bear Mountain enjoy features like a full-service spa, free WiFi in public areas, and conference space. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with concierge services, and answer any questions about the accommodations. Other amenities at this spa hotel include a business center, a seasonal outdoor pool, and barbecue grills.
Pool
Spa

Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
12.3 mi from city center
$107 nightly
The price is $124 total per night
$124 total
Jun 21 - Jun 22
Total with taxes and fees
Guests of Hyatt Place Poughkeepsie / Hudson Valley have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included

La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Free Cancellation
Reserve now, pay when you stay
18.19 mi from city center
$130 nightly
The price is $153 total per night
$153 total
Jun 21 - Jun 22
Total with taxes and fees
Guests of La Quinta Inn & Suites by Wyndham Middletown-Goshen have access to an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with luggage storage and securing valuables. Additional amenities include conference space, a 24-hour business center, and a computer station.
Pool
Breakfast included

Wildflower Farms, Auberge Collection
2702 Main St Gardiner NY
16.86 mi from city center
$1,147 nightly
The price is $1,285 total per night
$1,285 total
Jun 21 - Jun 22
Total with taxes and fees
Guests staying at Wildflower Farms, Auberge Collection enjoy access to a full-service spa, a 24-hour gym, and a sauna. A stay here includes free valet parking. The front desk is staffed 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and pet-sitting services. Other amenities at this luxury resort include free WiFi in public areas, a conference center, and a seasonal outdoor pool.
Pool
Spa
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 | 1,049 hotels |
|---|---|
Lowest Price | $92 |
Highest Price | $1,285 |
Popular hotels | Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point, Homewood Suites Stewart Airport, Spark by Hilton Fishkill, The Crossroads Hotel, Newburgh, Hyatt Place Poughkeepsie / Hudson Valley, Overlook Lodge at Bear Mountain, Wildflower Farms, Auberge Collection, La Quinta Inn & Suites by Wyndham Middletown-Goshen, Studio 6 Extended Stay Fishkill Route 9 NY |
Recent Reviews

Hyatt Place Poughkeepsie / Hudson Valley
5/5 Excellent
"Love the stay Mike and George was great"
A verified traveler stayed at Hyatt Place Poughkeepsie / Hudson Valley
Posted 1 hour ago


