One cluster a day beats zig-zagging across the county. These ready-made routes keep the driving short and the tasting time long — pick one and go.
Pick a day plan
Best Views Day (Blue Ridge)
Chase Blue Ridge panoramas from vineyard to mountaintop brewery to a 50-mile Shenandoah overlook.
See the route 5 stops · day planLeesburg Home-Base Day (no long drives)
A low-mileage day anchored in and around Leesburg, from vineyard brunch to downtown breweries to a King Street dinner.
See the route 3 stops · day planFamily + Dogs Day
Kid- and dog-friendly stops where the whole crew is welcome, ending at a brewery with a playground.
See the route 3 stops · day planFoodie Day
A food-forward crawl from a winery restaurant to Sicilian pizza to an upscale Middleburg dinner.
See the route 3 stops · day planHistory + Wine Day
Pair historic estates and manor houses with the wine, from an 1762 manor to an architect-designed cave.
See the route 3 stops · day planBeer Crawl (east, rideshare-friendly)
An eastern-Loudoun brewery hop through Ashburn, Dulles, and Sterling that works well with rideshare.
See the routeKeep exploring
Browse our ranked best-of lists or line up a safe, chauffeured way to tour the county.