Find Historic Hotels in Old Town Winchester, VA

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Check availability on Old Town Winchester Historic Hotels

Tonight
Apr 2 - Apr 3
Tomorrow
Apr 3 - Apr 4
This weekend
Apr 4 - Apr 6
Next weekend
Apr 11 - Apr 13

Compare Old Town Winchester Historic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The George Washington Hotel, A Wyndham Grand Hotel
Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1074)
"Beautiful hotel, super easy check in, restaurant on the property is Unos Pizzeria, just one block away is Old Town and we had an enjoyable evening strolling that area after dinner. We’ve already booked another stay for ‘our stop on the way home.’"
The price is ￥18,971
￥21,493 total
includes taxes & fees
Apr 13 - Apr 14
The George Washington Hotel, A Wyndham Grand Hotel
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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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.
What's the best place to stay in Old Town Winchester to be near historical sites?
Based on our travel expertise, The George Washington Hotel, A Wyndham Grand Hotel is a top 3.5-star hotel for history buffs booking on Expedia, and it features a full-service spa and 2 restaurants. Patsy Cline Historic House is a short 12-minute walk away.
How many historically relevant hotels are located in Old Town Winchester?
In Old Town Winchester, there are 10 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.