
New Windsor Vacation Packages
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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.
Top New Windsor Vacation Deals
Price found within the past 48 hours. Click for updated prices.

InterContinental Washington D.C. - The Wharf by IHG
Southwest
Price was CA $1,822, price is now CA $1,178 per person
CA $1,178
per person
Aug 1 - Aug 6
just found
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,152 reviews)
Very well maintained property and friendly staff. I highly recommend to anyone wanting to stay in the area
Reviewed on May 18, 2026


Rosewood Washington, D.C.
Northwest
Price was CA $2,443, price is now CA $1,704 per person
CA $1,704
per person
Jul 21 - Jul 24
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.2/10 Wonderful! (205 reviews)
My stay at the Rosewood Hotel was absolutely wonderful from start to finish. The level of service, attention to detail, and overall atmosphere made it a truly memorable experience.
From the moment I arrived, the staff was warm, welcoming, and genuinely attentive. Check‑in was smooth and effortless, and I immediately felt like a valued guest. The room was beautifully designed—spacious, spotless, and thoughtfully arranged with luxurious touches throughout. The bed was incredibly comfortable, and the overall ambiance made it easy to relax.
The hotel’s amenities were equally impressive. Whether enjoying the dining options, unwinding in the lounge areas, or simply taking in the elegant décor, everything felt refined and well-curated. Every interaction with the staff felt sincere, and the service consistently exceeded my expectations.
Overall, my stay at the Rosewood was exceptional. I would highly recommend this hotel to anyone looking for comfort, luxury, and top‑tier hospitality. I’m already looking forward to returning!
Reviewed on Feb 19, 2026

Elegant 2BR Apartment - Minutes to D.C.
Crystal City
Price was CA $1,897, price is now CA $1,380 per person
CA $1,380
per person
Aug 1 - Aug 6
just found
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.6/10 Exceptional! (8 reviews)
The linens, some were stained and the utensils were dirty.
In general the staff around the building are excellent but seem to be unlinked to any of the leases so they are no help in the process.
The apartment looked like advertised but better attention to cleaning is a must for the price quoted. The apartment smelled and felt unused for a very long time.
Reviewed on Apr 22, 2026

Metro-Friendly DC Apartments
Pentagon City
Price was CA $2,763, price is now CA $2,084 per person
CA $2,084
per person
Aug 8 - Aug 15
found 16 hours ago
Roundtrip flight included
Winnipeg (YWG) to Baltimore (BWI)
9.2/10 Wonderful! (17 reviews)
Great location for visiting DC! Metro station next door along with grocery, pharmacy, many restaurants. Very much enjoyed the stay.
Reviewed on Apr 19, 2026
New Windsor Hotel Deals

Inn at Cemetery Hill
613 Baltimore St Gettysburg PA
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from May 21 to May 22
CA $162
CA $180 total
May 21 - May 22
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"My stay was wonderful! Great place to stay."
Reviewed on May 18, 2026

Country Inn & Suites by Radisson, Frederick, MD
5579 Spectrum Dr Frederick MD
Fully refundable
The price is CA $136 per night from May 31 to Jun 1
CA $136
CA $151 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (1,302 reviews)
"The staff was not friendly except at check in. Nobody would say "hello" when you entered the building. I have not seen this at other hotels."
Reviewed on May 17, 2026

Eisenhower Hotel & Conference Center
2634 Emmitsburg Road Gettysburg PA
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from May 20 to May 21
CA $101
CA $112 total
May 20 - May 21
includes taxes & fees
6.8/10 (1,009 reviews)
"X"
Reviewed on May 18, 2026
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.







