
New Windsor Vacation Packages
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Save up to CA $1,096 when you book a flight and hotel together*
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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.

Hampton Inn & Suites Baltimore Inner Harbor
Downtown Baltimore
Price was CA $830, price is now CA $612 per person
CA $612
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.6/10 Excellent! (1,000 reviews)
Really clean. Friendly staff. Good return for money. Ideally near to local attractions.
Reviewed on Sep 9, 2025

Hyatt House Washington DC / Downtown / Convention Center
Downtown Washington D.C.
Price was CA $1,180, price is now CA $797 per person
CA $797
per person
Dec 4 - Dec 7
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (WAS)
8/10 Very Good! (1,162 reviews)
The free breakfast was very good. The room was clean and neat. Very friendly and helpful staff.
Reviewed on Sep 9, 2025

SIXTY DC
Downtown Washington D.C.
Price was CA $1,103, price is now CA $748 per person
CA $748
per person
Dec 4 - Dec 7
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (WAS)
9.8/10 Exceptional! (47 reviews)
Room interior was nice but the view outside was not. There is only valet parking and when we asked where they parked our car noone knew. It is in a nice location with plenty of food options within walking distance. There is a restaurant on site but we didn't feel welcomed there.
Reviewed on Sep 9, 2025

Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Price was CA $1,778, price is now CA $1,249 per person
CA $1,249
per person
Nov 18 - Nov 22
just found
Roundtrip non-stop flight included
Edmonton (YEG) to Washington (WAS)
9/10 Wonderful! (1,030 reviews)
Fitness Center needs work
Reviewed on Sep 10, 2025

Staybridge Suites Tysons - McLean by IHG
Price was CA $981, price is now CA $734 per person
CA $734
per person
Oct 22 - Oct 25
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9.2/10 Wonderful! (1,007 reviews)
If you need to be in McClain, VA this location is perfect, but basic and if you are planning on visiting the sites in D.C. it is far less expensive than city hotels. Takes about 30 minutes to drive into D.C. and then you need to find a parking lot! With a kitchenette in each room, but no oven you can still prepare some meals inhouse. Lots of good restaurants within two blocks. The free daily breakfast is very mediocre and repetitive though convenient.
Reviewed on Aug 28, 2025
New Windsor Hotel Deals

Country Inn & Suites by Radisson, Frederick, MD
5579 Spectrum Dr, Frederick, MD
Fully refundable
The price is CA $117 per night from Sep 15 to Sep 16
CA $117
CA $130 total
Sep 15 - Sep 16
includes taxes & fees

Hyatt Place Baltimore/Owings Mills
4730 Painters Mill Rd, Owings Mills, MD
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Sep 21 to Sep 22
CA $127
CA $147 total
Sep 21 - Sep 22
includes taxes & fees

Hilton Garden Inn Frederick
7226 Corporate Ct, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Sep 14 to Sep 15
CA $169
CA $188 total
Sep 14 - Sep 15
includes taxes & fees
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.