
New Windsor Vacations from $265
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Your New Windsor Vacation
Food, history, entertainment and more … There's so much to discover with a New Windsor vacation package. And with the ability to customize your city getaway, it's guaranteed to be one you won't forget. Make sure to spend some time sightseeing during your trip to New Windsor. Old Westminster Winery and Elk Run Vineyards are some favorite places to check out. Whoever you're escaping with and whatever your bank balance, your dream New Windsor vacation is just a few clicks away with Expedia.
The Latest New Windsor vacation packages

Capitol Hill Hotel
Reviewed on Jun 8, 2026

DoubleTree by Hilton Baltimore North - Pikesville
Reviewed on Jun 7, 2026

Kellogg Conference Hotel at Gallaudet University
Reviewed on Jun 5, 2026

Sofitel Washington DC Lafayette Square
Reviewed on Jun 8, 2026

Lord Baltimore Hotel
Reviewed on Jun 7, 2026
Discover the most popular places to visit in New Windsor
Old Westminster Winery
You can enjoy a tasting or tour at Old Westminster Winery during your travels to New Windsor. While in this family-friendly area, you can enjoy the restaurants.
New Windsor Hotel Deals

Inn at Cemetery Hill
"Good breakfast, plenty of choices"
Reviewed on Jun 8, 2026

Country Inn & Suites by Radisson, Frederick, MD
"I have stay at The Country Inn and Suites in Frederick a number of times and have been happy with each stay. I had requested an accessible room and got it. The room was pleasant with sufficient lighting. Tho it would be nice to have a night lite in the bathroom. But this is a failing of many hotels. ..."
Reviewed on Jun 8, 2026

Hyatt Place Baltimore/Owings Mills
"The room had not been clean hair as every where from the shower on linens. Dust on bed and nightstand. Bed was comfortable however I brought my own bed lined and bath towels. For a Hyatt property I expected more. This was the my worst experience with a Hyatt property"
Reviewed on Jun 8, 2026
Find the Best New Windsor Vacation Packages
New Windsor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,400 |
Max Temp Winter | 40ºF |
Max Temp Summer | 80ºF |



















