We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.
Sitting at the northernmost corner of Virginia in the Shenandoah Valley, Winchester offers visitors the chance to explore historical sites, museums, vineyards, farmers' markets, and tree-lined Old Town streets once wandered by the likes of George Washington and Stonewall Jackson. The fruitful fields of the surrounding Frederick County have earned the area the title "apple capital of the world," with the city hosting the Shenandoah Apple Blossom Festival annually for almost a century.
Read more Read less
Want to save up to 30% on your Winchester hotel?
We check up to 200 sites for the latest and lowest prices.
Airports nearby (1)
Plan your day of travel
IAD
Dulles Intl Airport
41.2 miles from Winchester
Low airfares recently found by TripAdvisor travelers
|
Local Weather
Powered by Weather Underground
38° 23°
January
42° 24°
February
49° 30°
March
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Sponsored by:
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}

    Are You a Winchester Tourism Organization?

    Interested in Winchester?
    Get updates with the latest deals and traveler reviews every week.
    Sign up