Run the Vineyards - Rocklands Farm 5K

Run the Vineyards - Rocklands Farm 5K takes place at Rocklands Farm winery in Poolesville, Maryland, in Montgomery County, on October 25, 2026. A single distance is on the schedule, a 5K over 3.1 miles starting at 10:00 a.m., and it is open to runners and walkers. The route follows scenic trails across the vineyard, and chip timing keeps the results accurate.

Running a 5K on farm trails rather than pavement is slower by nature, so judge yourself on effort instead of comparing the result with a road time. Grass and packed dirt reward a shoe with some grip and a slightly shorter stride, particularly on turns. Afterward the event turns into a party with live music, food trucks, and wine tasting for participants over 21, which is reason enough not to schedule anything demanding for the rest of the day.