Embark on a delightful journey that seamlessly blends your passion for running with your love for wine, all while exploring some of Canada’s most scenic wine-making regions. Whether you’re seeking competitive races with post-run wine refreshments or leisurely winery tours on foot, we’ve curated a list of top wine-centric runs to satisfy your cravings.
Kelowna Wine Country Half Marathon
- Date: June 14
- Location: Kelowna, B.C.
The Kelowna Wine Country Half-Marathon, 10KM & 5KM returns June 14, inviting runners to experience one of the most scenic road races in British Columbia. The point-to-point half-marathon begins in South East Kelowna and finishes along the picturesque boardwalk at Downtown Kelowna’s Waterfront Park. The 10KM and 5KM races start later in the morning, with all participants required to use shuttles to reach their start lines. Package pick-up takes place on June 13, and runners can look forward to moisture-wicking souvenir shirts, finisher medals, and chip-timed results.
The post-run festival is a highlight of the weekend, offering tastings from local wineries, cideries, and breweries, along with live music and artisan vendors. Friends and family are welcome to join the celebration with the purchase of a festival pass, and virtual runners can participate anytime between June 1 and 30. Awards will be announced during the festival and shared online, and race-day safety rules—such as staying within course cones and keeping music volume low—will help ensure a fun, smooth event for all.
Half Corked Marathon
- Date: May 30-June 1, 2025
- Location: Oliver, B.C.
Join the fun at the 17th annual Half Corked Marathon from May 30 to June 1, in Oliver Osoyoos Wine Country. This unique run, weaving through the iconic wine-growing areas of Black Sage Road and Golden Mile, and along the beautiful Okanagan River, covers a route of 20-24km. Participants can enjoy wine samples at winery stations dotted along the route while engaging with the region’s colorful characters. The event encourages creative costumes with prizes for the best individual, team, and skit.
Run for the Grapes
- Date: Sept. 28
- Location: St. Catharines, ON
Part of the Subaru Running Series and held during the Niagara Wine Festival, Run for the Grapes offers a stunning route through the vineyards and orchards of the Niagara region. Hosted at Sue Ann Staff Estate Winery in Jordan, Ontario, runners can choose between a half marathon and a 5K. Expect well-marked courses, plenty of aid stations, and post-run vineyard vibes — plus a technical shirt if you register early. Finishers in all events receive medals, and age-group awards add a competitive edge.
Pelee Island Winery Half Marathon
- Date: May 31
- Location: Pelee Island, Ont.
This scenic island race circles nearly all of charming Pelee Island that extends into Lake Erie in southwestern Ontario, ending at the iconic Pelee Island Winery. Limited to just 400 runners, the Pelee Island Winery Half Marathon treats participants to lakeside views, a mix of terrain (pavement, gravel, and tar-and-chip), well-stocked aid stations every 2K, and a recovery kit that includes a wine-inspired hoodie and custom medal featuring winery label artwork. The race kicks off at 10 a.m., and thanks to a special early-morning ferry from Leamington, day-of access is possible — but book early as accommodations on the island are limited.
Post-race, the celebration continues at one of the best finish line parties in Canadian running. Held at the winery pavilion, the ticketed luncheon (included with registration) features a buffet and Pelee Island wine, with extra tickets available for guests. The island buzzes with pre-race dinners and gatherings the night before, making this a perfect weekend escape with friends or a partner. With its combination of small-town hospitality, historic vineyards, and island adventure, the Pelee Island Winery Half Marathon is a must for any wine-loving runner looking for a destination race like no other.
The County Marathon
- Date: Oct. 5
- Location: Prince Edward County, Ont.
The County Marathon 2025 offers runners a unique opportunity to experience one of Canada’s most charming wine regions while challenging themselves on a certified marathon or half-marathon course. Set against the stunning backdrop of Prince Edward County, this race winds through picturesque vineyards, rolling countryside, and scenic lake views that truly capture the essence of wine country living. Whether you’re aiming to qualify for Boston or just looking for a memorable run, the event’s welcoming atmosphere, warm hospitality, and beautiful rural scenery combine to create an unforgettable experience.
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