Book Exclusive New Windsor Vacation Packages
New Windsor flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Price was CA $657, price is now CA $593 per person
CA $593
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
Book a stay at this business-friendly motel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Courtyard by Marriott Newburgh Stewart Airport
Price was CA $984, price is now CA $897 per person
CA $897
per person
May 20 - May 22
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Price was CA $852, price is now CA $796 per person
CA $796
per person
Apr 23 - Apr 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
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 clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and New Windsor Cantonment State Historic Site are located nearby.
The Orange Inn Boutique Hotel
Price was CA $840, price is now CA $788 per person
CA $788
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Goshen. Enjoy free WiFi, free parking, and 6 coffee shops/cafes. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions LEGOLAND® New York and Goshen Historic Track are located nearby.
Sleep Inn & Suites Monroe - Woodbury
Price was CA $889, price is now CA $843 per person
CA $843
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodbury Common Premium Outlets and Museum Village are located nearby.
Top New Windsor hotels deals
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
Free cancellation
Reserve now, pay when you stay
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 clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and New Windsor Cantonment State Historic Site are located nearby.
Pool
Pet-friendly
Homewood Suites Stewart Airport
180 Breunig Rd New Windsor NY
Free cancellation
Reserve now, pay when you stay
The price is CA $195 per night
CA $195
CA $221 total
Mar 29 - Mar 30
includes taxes & 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 Hamilton Fish Bridge and National Purple Heart Hall of Honor are located nearby.
Pool
Hot tub
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
The price is CA $144 per night
CA $144
CA $170 total
Mar 22 - Mar 23
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orange County Community College and Paramount Theatre are located nearby.
Pool
Breakfast included
Hampton Inn Harriman Woodbury
60 Centre Dr Central Valley NY
Free cancellation
Reserve now, pay when you stay
The price is CA $145 per night
CA $145
CA $178 total
Mar 29 - Mar 30
includes taxes & fees
Book a stay at this business-friendly hotel in Central Valley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodbury Common Premium Outlets and Old Glory Mall Shopping Center are located nearby.
Pool
Breakfast included
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Free cancellation
Reserve now, pay when you stay
The price is CA $134 per night
CA $134
CA $155 total
Apr 3 - Apr 4
includes taxes & fees
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Casperkill Golf Club and Bananas Comedy Club are located nearby.
Pool
Breakfast included
Courtyard by Marriott Fishkill
17 Westage Drive Fishkill NY
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $157 total
Mar 22 - Mar 23
includes taxes & fees
Book a stay at this business-friendly hotel in Fishkill. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fishkill Golf Course and SplashDown Beach are located nearby.
Parking included
Free WiFi
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.
Popular places to visit
New Windsor Cantonment State Historic Site
You can find out about the history of New Windsor with a stop at New Windsor Cantonment State Historic Site. You can attend a sporting event while in the area.
National Purple Heart Hall of Honor
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.
Kristi Babcock Memorial Park
Kristi Babcock Memorial Park is just one of the places to see in New Windsor, so why not enjoy the other things to explore during your travels? You can attend a sporting event while in the area.
New Windsor Vacations
It's always a wise idea to learn a thing or two about your destination before you rush off on your travels. Circle New Windsor on your map now and start packing your bags for your next great adventure!
New Windsor is a neighborhood in Newburgh. You'll find it 4 miles (6 kilometers) southwest of the downtown area.
Ready to meet some of the locals? 29,000 people reside in Newburgh.
Places to visit in New Windsor
Be sure to get on your most avant-garde outfit before heading to Storm King Art Center. Putting on a variety of festivals, performances and exhibits throughout the year, it's a major part of the cultural landscape. Want some more nearby options? You don't have to be a prodigy to admire the vast lecture halls and intriguing stories of New York Military Academy. But that's not all. The world as we know it has been indelibly marked by war. Visit National Purple Heart Hall of Honor to learn more about the great battles of the past.Where do you fly into for New Windsor?
Flying into LaGuardia Airport (LGA)? New Windsor is 50 miles (80 kilometers) from here. Grab a cup of coffee, wave down a cab and you'll be there in no time!Frequently asked questions
Photos of local treasures
Browse New Windsor vacation photos for more inspiration
Book a vacation to New Windsor
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