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Check prices for these dates, December 12–13, 2026
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Nestled along the Hudson River, this historic town boasts the captivating Storm King Art Centre, where massive sculptures dot rolling hills. Nearby, outdoor enthusiasts can hike the trails of Bear Mountain State Park or explore West Point's prestigious military academy.
If you want to find a place to stay with fewer rooms than the traditional hotel and an intimate environment, a bed and breakfast might be the perfect option for your vacation to New Windsor. For any museum buff, a trip to New Windsor wouldn't be complete without a stop by Knox's Headquarters State Historic Site or National Purple Heart Hall of Honor.
With attentive service, an atmosphere suited to mingling with other guests, and of course a scrumptious breakfast, B&Bs offer a one-of-a-kind environment.
Here are some well-liked B&Bs in the surrounding area: Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. 16.1 mi (25.9 km) from the heart of New Windsor. Enjoy the private yard and unique décor. Borland House Inn: 5 rooms. Situated 11.5 mi (18.6 km) from the heart of New Windsor. Enjoy the free full breakfast and deli. Tin Brook Bed & Breakfast: 6 rooms. 9 mi (14.5 km) from the heart of downtown.
When you're dreaming of a getaway to New Windsor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. The snowiest months in New Windsor are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
Travelers enjoy New Windsor for its restaurants and shopping. If cultural attractions are high on your list, Knox's Headquarters State Historic Site and National Purple Heart Hall of Honor are spots to check out. You might put New Windsor Little League and New Windsor Cantonment State Historic Site on your list if you want to see more of the area.
You can plan your excursions in and around New Windsor ahead of time with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 3.6 mi (5.8 km) away from the heart of the city. Otherwise, you can search for flights to Danbury, CT (DXR-Danbury Municipal), which is 28.8 mi (46.3 km) away. If you'd like to explore around the area, you may want a rental car for your journey.