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.
The Normandy Hotel
Northwest
Price was CA $1,602, price is now CA $1,081 per person
CA $1,081
per person
May 18 - May 23
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Washington (DCA)
8.4/10 Very Good! (1,002 reviews)
Staff was awsome. Clean room. Breakfast was ok.
Reviewed on Feb 15, 2026
Kimpton Banneker Hotel by IHG
Downtown Washington D.C.
Price was CA $2,789, price is now CA $1,924 per person
CA $1,924
per person
May 15 - May 18
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.8/10 Excellent! (637 reviews)
Friendly stuff, comfortable beds, robes and excellent restaurant.
Reviewed on Feb 14, 2026
Eurostars Saint Gregory Dupont Circle Georgetown
Downtown Washington D.C.
Price was CA $2,267, price is now CA $1,580 per person
CA $1,580
per person
May 15 - May 18
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.6/10 Excellent! (1,008 reviews)
Large room great restaurant next door, attentive staff.
Reviewed on Feb 20, 2026
Rosewood Washington, D.C.
Northwest
Price was CA $3,989, price is now CA $2,802 per person
CA $2,802
per person
Apr 16 - Apr 19
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9.2/10 Wonderful! (194 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
New Windsor Hotel Deals
Country Inn & Suites by Radisson, Frederick, MD
5579 Spectrum Dr Frederick MD
Fully refundable
The price is CA $115 per night from Mar 11 to Mar 12
CA $115
CA $128 total
Mar 11 - Mar 12
includes taxes & fees
8.4/10 Very Good! (1,257 reviews)
I had an excellent stay at Country Inn & Suites.
Reviewed on Feb 23, 2026
SpringHill Suites by Marriott Frederick
111 Byte Drive Frederick MD
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Mar 11 to Mar 12
CA $146
CA $162 total
Mar 11 - Mar 12
includes taxes & fees
9.4/10 Exceptional! (763 reviews)
Good
Reviewed on Feb 17, 2026
Hyatt Place Baltimore/Owings Mills
4730 Painters Mill Rd Owings Mills MD
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Feb 25 to Feb 26
CA $136
CA $157 total
Feb 25 - Feb 26
includes taxes & fees
8.2/10 Very Good! (1,239 reviews)
Couch smelled, hotel smelled, had to check out early and go to another hotel.
Reviewed on Feb 22, 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.
