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.
Kimpton Banneker Hotel by IHG
Downtown Washington D.C.
Price was CA $1,091, price is now CA $755 per person
CA $755
per person
Jun 11 - Jun 14
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (743 reviews)
Our go to place to stay in DC.
The rooms are big and clean, the restaurant is excellent but the friendly staff is what takes the experience to the very top.
You’re a short walk from either the White House or DuPont Circle.
Five star service
Reviewed on Apr 5, 2026
Beacon Hotel & Corporate Quarters
Downtown Washington D.C.
Price was CA $1,250, price is now CA $827 per person
CA $827
per person
May 19 - May 23
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Baltimore (BWI)
7.6/10 Good! (1,006 reviews)
The young lady at the front desk was absolutely delightful...the rooms were clean but very cold and the hot water wasnt so hot. Outside of that the place was close to everything, clean, and safe.
Reviewed on Apr 8, 2026
Kellogg Conference Hotel at Gallaudet University
Northeast
Price was CA $1,349, price is now CA $910 per person
CA $910
per person
May 19 - May 23
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Washington (DCA)
8.2/10 Very Good! (1,004 reviews)
It was so nice, and it is a college campus, so it is really safe. Pet-friendly and good breakfast. Parking is way too expensive. No need to charge $50 a night when there is plenty of parking.
Reviewed on Apr 4, 2026
Eurostars Saint Gregory Dupont Circle Georgetown
Downtown Washington D.C.
Price was CA $1,461, price is now CA $987 per person
CA $987
per person
May 19 - May 23
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Washington (DCA)
8.6/10 Excellent! (1,008 reviews)
No seating on balcony.
Reviewed on Apr 5, 2026
Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Price was CA $1,752, price is now CA $1,193 per person
CA $1,193
per person
May 19 - May 23
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Baltimore (BWI)
9/10 Wonderful! (1,157 reviews)
I think service was the most disappointing at front desk and restaurant . The host Also , we ended up going to Riggs for breakfast one morning because the breakfast menu was very mediocre and eating it for 3 days in a row got very old . Dinner menu is not bad but also only if you eat there once , they don’t even offer daily specials that would add a little variety .
Reviewed on Apr 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 $180 per night from May 3 to May 4
CA $180
CA $204 total
May 3 - May 4
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
Try nice hotel and a great location.
Reviewed on Apr 11, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
The price is CA $122 per night from Apr 19 to Apr 20
CA $122
CA $137 total
Apr 19 - Apr 20
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Couldn't hook up to WiFi. Had to use our hotspot. Outside litered with beer bottles and trash. Carpets on 2nd floor ripped, filthy, and bunched up. Staff not impressive.
Reviewed on Apr 7, 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Apr 27 to Apr 28
CA $152
CA $165 total
Apr 27 - Apr 28
includes taxes & fees
9.2/10 Wonderful! (2,266 reviews)
The hotel is very noisy. running water, showers (?) kept us safe up all night. Next morning, no eggs, no bacon, no sausage for breakfast. Allegedly, they did not receive their shipment. Only cold cereals…. Will no go back to La Quinta..
Reviewed on Apr 7, 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.
Discover the most popular places to visit in Winchester Historic District
Jim Barnett Park
Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.