Find Boutique Hotels in Old Town Winchester, VA

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Old Town Winchester Boutique Hotels

This weekend
Next weekend

Top Old Town Winchester Boutique Hotels

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1007)
"Great location and clean hotel"
The price is SAR 475
SAR 538 total
includes taxes & fees
4 Aug - 5 Aug
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.

Top Old Town Winchester Hotel Reviews

Frequently asked questions

What's there to see and do in Old Town Winchester?
The bars, shopping, and restaurants are just some of the things to enjoy while you're in the area. Attractions and activities to experience around Old Town Winchester include Bright Box Theater, Shenandoah Valley Discovery Museum, and Old Court House Civil War Museum. While you're here, you might also like to explore more of the area and take in additional sights like Handley Regional Library, Winchester Little Theater, and Patsy Cline Historic House.
#### When Should I Plan a Trip to Old Town Winchester?\n
If you want to know about the local weather, you can use this info to help you plan your escape to Old Town Winchester:
What's the best way to get to my boutique hotel in Old Town Winchester?
You have a few options for transportation to and around Old Town Winchester. The closest major airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.