Run the Vineyards - Rocklands Farm 5K

Get ready for a unique autumn running experience at the Run the Vineyards - Rocklands Farm 5K, set for Sunday, October 25, 2026, in scenic Poolesville, MD. This 5K run/walk event takes you through the picturesque landscape of Rocklands Farm Winery, a prestigious and historic property in Montgomery County's Agricultural Reserve. The course itself is a well-groomed, cross-country style route, featuring a diverse mix of hard-packed dirt, gravel, and grass trails, offering spectacular vineyard and farm views throughout. Walkers are welcome to join this chip-timed event, starting at 9:00 AM, making it accessible for all levels of participants.

Runners can anticipate typical race day conditions to be crisp and pleasant for late October, with historical highs around 64F and lows around 43F, and a relatively low 14% chance of precipitation. Hydration stations and friendly volunteers will be along the professionally marked course to support participants. What truly sets this race apart is the vibrant after-party at the historic Rocklands Farm Winery, where finishers (21+) receive a complimentary glass of their award-winning wine. Enjoy live music, delicious food from on-site food trucks, and spacious indoor and outdoor seating areas to celebrate your accomplishment. Participants also receive a high-quality tech shirt and a souvenir wine glass, with an option to purchase a finisher medal.

This event at Rocklands Farm Winery marks an exciting new destination for the popular Run the Vineyards series, renowned for its excellent race atmosphere. With free race photos and ample parking available, the Run the Vineyards - Rocklands Farm 5K promises an unforgettable day of fitness, fun, and celebration amidst the beautiful fall foliage of the vineyard.