About the Sip and Stride 5K
The course winds through a working vineyard outside of town, so the surroundings are vines and open sky rather than pavement and storefronts. The terrain is natural and uneven in places, and the route uses part of the driveway, which closes before the start. It benefits a foundation that creates heartbeat keepsakes for grieving families.
Packet pickup is race morning at a tent on site, and the driveway closes shortly before the gun, so arriving early matters. The winery stays open through the finish and after, and there is wine at the finish line for those of legal age.
Free race emails
Get the Weekly RunSesh
In for this one or still deciding, keep race season near Prince Frederick on your radar: a Monday look ahead and a Thursday rundown of the weekend's races.
Two helpful emails per week. No spam. Unsubscribe anytime.
Distances & Start Times
3.1 Miles9/19/2026 09:00$48
Going for a Time?
Set a goal and get a pace band: every mile split on a card sized for your phone lock screen, so race morning needs no math.
Plan Your TripWhere to Stay
Traveling for this race? The map shows hotels and rentals in and around Prince Frederick — pan or zoom to compare what's nearby.
The map is provided by Stay22. If you book through it, RunSesh may earn a commission at no extra cost to you — it never affects the races we list.