Find Historic Hotels in Old Town Winchester, VA

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Check availability on Old Town Winchester Historic Hotels

Our top choices for Old Town Winchester historic hotels

Fitness facility
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
Winchester
9.0 out of 10, Wonderful, (1000)
"Staff, clean room, very comfortable bed!"
United States
Terri
The price is NT$3,202
NT$3,628 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Winchester-University/Mall Area
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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Beautiful accommodations,courteous staff,charming "
larry 1-night trip
Posted 1 day ago
The George Washington Hotel, A Wyndham Grand Hotel

Frequently asked questions

What should a history enthusiast expect from a trip to Old Town Winchester?
Those who want a historical tour will not be disappointed in 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 are located in Old Town Winchester?
In Old Town Winchester, there are 12 hotel accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the most important 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 agenda are Shenandoah Valley Discovery Museum and Handley Regional Library.
What is a historic hotel like in Old Town Winchester?
A historic hotel gives guests the opportunity to stay in a place recognized with an official historic designation. Historic hotels throughout the world can take the form of castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers. These types of hotels in Old Town Winchester typically preserve original characteristics such as period features or traditional architecture in their public spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is more commonly used in the U.S., while you'll often hear "heritage hotel" in Asia and Europe. Historic hotels tend to focus on the physical building and architecture. Heritage hotels draw their meaning mainly from the place's cultural value and how it inspired the surrounding community.
Do historic hotels in Old Town Winchester have modern facilities?
Yes. Every effort is made to preserve the historic aspects and traditions, while interiors have safety features and modern conveniences. Guests can expect the amenities from a contemporary hotel such as private rooms with updated bathroom facilities, WiFi, and more. In Old Town Winchester, booking a historic hotel doesn't mean you're choosing a place that's uncomfortable for guests or rundown.

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