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.
Beacon Hotel & Corporate Quarters
Downtown Washington D.C.
Price was CA $1,455, price is now CA $992 per person
CA $992
per person
Jun 13 - Jun 17
found 11 hours ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
7.6/10 Good! (1,006 reviews)
Everything was amazing the only issue I had was Expedia over booked. Karen was such a help on the matter. She was friendly, patient, & accommodating. She helped to make my trip amazing so grateful for her!
Reviewed on Apr 16, 2026
InterContinental Washington D.C. - The Wharf by IHG
Southwest
Price was CA $2,244, price is now CA $1,480 per person
CA $1,480
per person
Jun 13 - Jun 17
found 11 hours ago
Roundtrip flight included
Ottawa (YOW) to Washington (DCA)
9.4/10 Exceptional! (1,068 reviews)
They serve a great breakfast. I would recommend paying for it at the time of booking to save money. Everything about my stay was excellent. The only complaint was their slowness in releasing my room deposit upon checkout.
Reviewed on Apr 15, 2026
Hotel Burg
Leesburg's Old and Historic District
Price was CA $2,173, price is now CA $1,548 per person
CA $1,548
per person
Jun 19 - Jun 22
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.8/10 Exceptional! (59 reviews)
We absolutely loved staying at this hotel. The room was clean, comfortable, and the decor was awesome. The hotel staff was very friendly and accommodating. The location is great, walking distance to cute coffee shops, restaurants, and shops. Overall, loved our stay!
Reviewed on Mar 22, 2026
Landing Furnished Apartments - Alexandria
Old Town West
Price was CA $1,844, price is now CA $1,348 per person
CA $1,348
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
No reviews
The property was as listed and check in and checkout were both very easy. Communication was also very good as we received quick responses to all questions.
Reviewed on Apr 3, 2026
Holiday Inn National Airport/Crystal City by IHG
Crystal City
Price was CA $1,382, price is now CA $1,025 per person
CA $1,025
per person
Jun 13 - Jun 17
found 11 hours ago
Roundtrip flight included
Ottawa (YOW) to Washington (DCA)
8.2/10 Very Good! (2,041 reviews)
Great Customer service
Reviewed on Apr 9, 2026
New Windsor Hotel Deals
Country Inn & Suites by Radisson, Frederick, MD
5579 Spectrum Dr Frederick MD
Fully refundable
The price is CA $131 per night from Apr 26 to Apr 27
CA $131
CA $145 total
Apr 26 - Apr 27
includes taxes & fees
8.2/10 Very Good! (1,285 reviews)
.
Reviewed on Apr 14, 2026
Inn at Cemetery Hill
613 Baltimore St Gettysburg PA
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Apr 20 to Apr 21
CA $133
CA $148 total
Apr 20 - Apr 21
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Extremely clean and comfortable. For the price very good value. I would stay there again.
Reviewed on Apr 16, 2026
SpringHill Suites by Marriott Frederick
111 Byte Drive Frederick MD
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from May 11 to May 12
CA $190
CA $211 total
May 11 - May 12
includes taxes & fees
9.4/10 Exceptional! (800 reviews)
Staff is very friendly and accommodating
Reviewed on Apr 14, 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.
