A white neoclassical building with columns, an American flag, and a clock tower.

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Check availability on Old Town Winchester Historic Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug
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Recommended hotels in Old Town Winchester

Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,006 reviews)
"Clean room, great location, friendly staff"
United States
Kristen
The price is ฿4,117
฿4,664 total
includes taxes & fees
13 Aug - 14 Aug
The George Washington Hotel, A Wyndham Grand Hotel
Restaurant

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (916 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is ฿3,702
฿4,195 total
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn Winchester N/Conference Center, VA
Free daily buffet breakfast

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,275 reviews)
"It was very quiet and clean, great place to stay!"
United States
Wendy
The price is ฿3,669
฿4,084 total
includes taxes & fees
30 Jul - 31 Jul
La Quinta Inn & Suites by Wyndham Winchester
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,009 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is ฿2,182
฿2,472 total
includes taxes & fees
19 Aug - 20 Aug
Spark by Hilton Winchester
Lobby

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (901 reviews)
"Breakfast was great and very good price.would very much stay again."
United States
george
The price is ฿3,122
฿3,475 total
includes taxes & fees
10 Aug - 11 Aug
Fairfield Inn & Suites by Marriott Winchester
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,025 reviews)
"Great location and pleasant stay."
United States
Kelly
The price is ฿3,369
฿3,750 total
includes taxes & fees
30 Jul - 31 Jul
TRU By Hilton Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,444 reviews)
"Pleasant stay!"
Canada
Angele
The price is ฿3,154
฿3,510 total
includes taxes & fees
16 Aug - 17 Aug
Microtel Inn & Suites by Wyndham Winchester
Reception

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (518 reviews)
"Overall great place to stay. This is the third time we have stayed here. The air conditioning for the property is i"
United States
Joseph
The price is ฿3,809
฿4,240 total
includes taxes & fees
2 Aug - 3 Aug
TownePlace Suites by Marriott Winchester
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,144 reviews)
"Clean room, quiet and Good breakfast"
United States
Richard
The price is ฿3,394
฿3,777 total
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn & Suites Winchester
Exterior

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff extremely helpful and nice. Good food in restaurant"
United States
Valerie
The price is ฿3,605
฿4,013 total
includes taxes & fees
12 Aug - 13 Aug
Courtyard by Marriott Winchester
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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Top Old Town Winchester Hotel Reviews

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

8/10 Good
"Everything was great."
Michell 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Frequently asked questions

What should I expect on my historical trip to Old Town Winchester?
Visitors in search of a tour of historical sites will want to plan a trip to Old Town Winchester. While you're here, be sure to check out the shops and live music. And also relish a stop at the top-notch restaurants in this walkable area.
How many historically relevant hotels will I find in Old Town Winchester?
Old Town Winchester is home to 13 hotels and other accommodation options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical places and other sights to visit in Old Town Winchester?
Old Town Winchester is notable for landmarks like George Washington's Office. Cultural venues include Bright Box Theater and Old Court House Civil War Museum. A couple of additional sights to add to your itinerary are Shenandoah Valley Discovery Museum and Handley Regional Library.
What is a historic hotel like in Old Town Winchester?
Historic hotels give guests the opportunity to stay in a place that's been officially recognised with a historic designation. Historic hotels throughout the world can take the form of castles, palaces or even pubs or old police stations — as long as it's of special interest. These types of hotels in Old Town Winchester typically retain original qualities such as period features or traditional architecture within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is a term often used in the US, whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to place more significance on the architecture and actual building. Heritage hotels draw their meaning mainly from the cultural value and how it inspired the community.
Do historic hotels in Old Town Winchester have modern facilities?
Yes, efforts are made to preserve the historic aspects and traditions, but interiors include modern conveniences and safety features. Tourists who book a stay can expect the amenities you'd find in a hotel such as Smart TVs, WiFi and updated bathroom facilities. Booking a historic hotel in Old Town Winchester doesn't mean you're choosing a place that's uncomfortable for guests or rundown.