Things To Do

Winchester may be a small town, but it has plenty of charm. Some of our favorite local spots include West Oaks Farm Market, especially on Fridays for great food and live music. We also enjoy hopping around nearby breweries—Chilly Hollow, Bluemont Station, and Bear Chase are all within a short drive.
Downtown Winchester’s walking mall offers tons of amazing food options and a great atmosphere for strolling. While the area isn’t packed with nonstop activities, a quick Google search is sure to lead you to something you’ll enjoy!