
New Windsor Holidays
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Your New Windsor Holiday
Enjoy unforgettable adventures when you lock in a holiday package to New Windsor. Whether you're a history buff, foodie or just a traveller who loves to discover new places, there's something for everyone in this exciting city. In the mood for some sightseeing? A trip to New Windsor isn't complete without exploring Old Westminster Winery, Elk Run Vineyards and other big-ticket attractions. Your dream New Windsor holiday is clicks away. Search hotels, flights and more on Expedia for a getaway that's tailored to suit your style.
New Windsor Holiday
New Windsor Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Population | 1,400 |
Max Temp Winter | 4ºC |
Max Temp Summer | 27ºC |
Our pick of the best New Windsor Hotel Deals

Hyatt Place Baltimore/Owings Mills
4730 Painters Mill Rd, Owings Mills, MD
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 2 Nov to 3 Nov
AU$163
2 Nov - 3 Nov
includes taxes & fees
8.2/10 Very Good! (1,136 reviews)
"Only stayed overnight"
Reviewed on 27 Sept 2025

Country Inn & Suites by Radisson, Frederick, MD
5579 Spectrum Dr, Frederick, MD
Fully refundable
The price is AU$148 per night from 20 Oct to 21 Oct
AU$148
20 Oct - 21 Oct
includes taxes & fees
8.2/10 Very Good! (1,141 reviews)
"Just short night but nice"
Reviewed on 1 Oct 2025

Eisenhower Hotel & Conference Center
2634 Emmitsburg Road, Gettysburg, PA
Fully refundableReserve now, pay when you stay
The price is AU$161 per night from 3 Nov to 4 Nov
AU$161
3 Nov - 4 Nov
includes taxes & fees
6.6/10 (1,000 reviews)
"I have come throughout the renovations over the years. Great improvements and upgrades continue. Looking forward to coming for Remembrance DAy in a few weeks."
Reviewed on 30 Sept 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.