Winchester Historic District Vacations from $150
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The Latest Winchester Historic District Vacation Packages
Price found within the past 48 hours. Click for updated prices.
InterContinental Washington D.C. - The Wharf by IHG
The Wharf
Price was $456, price is now $167 per person
$167
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,005 reviews)
Dining room upgrade and staff are excellent
Reviewed on Nov 30, 2025
Eurostars Saint Gregory Dupont Circle Georgetown
Downtown Washington D.C.
Save 100% on your flight
Price was $444, price is now $217 per person
$217
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,008 reviews)
The staff especially Marcus & Noam, the valet. I hope I spelled that correctly.
Reviewed on Nov 20, 2025
Hotel Arboretum
Northeast
Save 100% on your flight
Price was $283, price is now $152 per person
$152
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,178 reviews)
The room were nice and spacious. The staff were awesome.
Reviewed on Dec 2, 2025
Embassy Suites by Hilton Washington D.C. – Convention Center
Downtown Washington D.C.
Save 100% on your flight
Price was $421, price is now $230 per person
$230
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (2,031 reviews)
Staff was kind, rooms were clean, breakfast was decent. My only 2 complaints, which are not biggies, are that the beds are not comfortable and that i didnt like being harrassed daily to buy a vacation package for hilton. I would however stay here again.
Reviewed on Dec 1, 2025
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
$127 nightly
The price is $144 total per night from Dec 7 to Dec 8
$144 total
Dec 7 - Dec 8
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
Wonderful stay - staff was friendly and knowledgeable about the goings on in town for the holidays which helped plan our trip can’t wait to go back
Reviewed on Dec 1, 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $103 total per night from Dec 15 to Dec 16
$103 total
Dec 15 - Dec 16
Total with taxes and fees
9.2/10 Wonderful! (2,213 reviews)
Everything was clean. Smelt good. Staff was very friendly!
Reviewed on Dec 3, 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $74 total per night from Dec 7 to Dec 8
$74 total
Dec 7 - Dec 8
Total with taxes and fees
8.4/10 Very Good! (1,097 reviews)
Was congratulating myself on having chosen a nice, clean, simple place charging only $15 fee for each of my pets. Nice layout, smooth check in, pleasant staff. Until my better half pointed out the animal feces, dried and obviously a long-term resident, next to the bedside chair. Ed always leave tips ...
Reviewed on Nov 27, 2025
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
Handley Regional Library
5/5(2 reviews)
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
Museum of the Shenandoah Valley
5/5(19 reviews)
You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.
Shenandoah Valley Discovery Museum
4.5/5(11 reviews)
You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savor the top-notch restaurants.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.