
This mass cycling event ranks as one of North America’s premier cycling events that attracts recreational, elite and pro cyclists for an epic weekend of road cycling in the heart of British Columbia’s Okanagan wine country. Cyclists can choose from one of four distances with each distance starting and finishing in Penticton. It’s finally time to Ride Hard. Smile Often. Registration is now open.
It is a great spectator sport or volunteer opportunity as the cyclists ride through Oliver and area.
September 18th, 2026
September 18th, 2026 Kick off Wine Capital Weekend with a spectacular evening of music, food, and drinks at the 5th Annual Kick-Off Party at District Wine Village!
September 20, 2026
September 20th, 2026 Join us for the 27th Festival of the Grape, the cornerstone event of Oliver’s Wine Capital Weekend!