Winchester Historic District Vacation Packages
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Top Holiday Package Deals in Winchester Historic District
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Columbia East-Jessup by IHG
Price was CA $1,365, price is now CA $957 per person
CA $957
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.6/10 Excellent! (1,000 reviews)
The property is very nice unfortunately the night staff need to be more helpful when we reported things missing in the room like towels no one came up I call twice to the front desk to then be told I had to go down and get it my self other wise nice place to stay
Reviewed on Jul 7, 2026
Element by Marriott Arundel Mills BWI Airport
Arundel Mills
Price was CA $1,503, price is now CA $994 per person
CA $994
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8/10 Very good! (1,003 reviews)
Didn’t like that room service wasn’t available during my visit. Other than that the location was perfect!
Reviewed on Jul 5, 2026
Hotel Burg
Leesburg's Old and Historic District
Price was CA $2,096, price is now CA $1,403 per person
CA $1,403
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.6/10 Exceptional! (81 reviews)
Excellent stay in a quiet area, but still plenty to do
Reviewed on Jul 8, 2026
Studio 6 Suites Catonsville, Md – Baltimore West
Price was CA $1,518, price is now CA $1,033 per person
CA $1,033
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Baltimore (BWI)
8/10 Very good! (495 reviews)
For the price and location, it's a good place to stay
Reviewed on Jul 8, 2026
Winchester Historic District Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Aug 9 to Aug 10
CA $173
CA $196 total
Aug 9 - Aug 10
includes taxes & fees
9.4/10 Exceptional! (1,014 reviews)
"Clean room, great location, friendly staff"
Reviewed on Jul 8, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Jul 26 to Jul 27
CA $129
CA $144 total
Jul 26 - Jul 27
includes taxes & fees
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $106 per night from Aug 6 to Aug 7
CA $106
CA $120 total
Aug 6 - Aug 7
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Great staff, clean rooms and delightful breakfast. I'll be back!"
Reviewed on Jul 5, 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.
Stay near popular Winchester Historic District attractions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.