Oakville · Canada
Half Marathon races near Oakville
4 races in 2026
next one in 4 days
Race calendar
Upcoming Half Marathon races near Oakville
This week 2
5JUL
Run · road · Half Marathon
Whiskey Run Toronto
Hamilton · 27 km away
5JUL
Run · road · Half Marathon
Whiskey Run Toronto Burlington
Burlington · 17 km away
SEP 2
27SEP
Run · road · Half Marathon
Run for the Grapes Half Marathon & 5K
Lincoln · 37 km away
27SEP
Run · trail · Half Marathon
Albion Ascent Trail Race
Hamilton · 28 km away
Oakville · 50 km
4 races mapped
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Recurring Half Marathon races near Oakville
Races that repeat — weekly, monthly or yearly
TCS Toronto Waterfront Marathon
The TCS Toronto Waterfront Marathon, held in October, is Canada's largest marathon event. It includes a marathon, half marathon, and 5K race. The marathon and half marathon begin together at 8:00 AM, with the 5K starting at 9:00 AM on the preceding day.
The race information does not provide a course map, but the event's focus is on its waterfront setting in Toronto. The marathon and half marathon are sold out, but 5K registrations are still open. Marathon Tours is a participating entity, and TCS serves as the title sponsor.
2026 TCS Toronto Waterfront Marathon
The TCS Toronto Waterfront Marathon is a road marathon held in Toronto, Ontario, Canada, during October. It is a full 42.2 km marathon, distinct from shorter city runs, and its character is closely linked to Toronto’s waterfront and downtown running events.
The available information does not provide a detailed street-by-street course map, but it highlights a substantial charity program associated with the race. The fundraising goal is CA$2 million, supported by numerous participating organizations. These include Action Against Hunger Canada, ALS Society of Canada, Alzheimer Society of Toronto, Big Brothers Big Sisters of Toronto, CAMH Foundation, Daily Bread Food Bank, Diabetes Canada, Doctors Without Borders Canada, and various other groups focused on disease, disability, food security, children's welfare, and community support.
2026 Women's Training Program
The 2026 Women's Training Program, powered by XONE Performance, offered a supportive community for marathon training. Online registration is now closed.
Hamilton Marathon Road2Hope
The Hamilton Marathon Road2Hope takes place in Hamilton, Ontario, approximately forty minutes from Toronto. All activities are centered at Confederation Park on Van Wagner's Beach Road. The event includes a full marathon, half marathon, 10K, 5K, an elite 5K, and a 1K kids run. Shorter races and family walk/runs occur on Saturday, with the half and full marathons on Sunday. This late-fall event's full marathon is a Boston qualifier known for fast times.
The marathon and half marathon participants are transported to the start at ArcelorMittal Dofasco Park. All races conclude at Confederation Park, close to the Lake Ontario shoreline. The course features cool-weather conditions, rural sections, and waterfront segments, attracting participants from beyond the local area, as well as area families. A yearly tradition is the Hammer Challenge, requiring runners to finish the 5K, the 10K, and either the half or full marathon.
2026 Hamilton Marathon Road2Hope
The Hamilton Marathon Road2Hope is an annual race weekend in Hamilton, Ontario, Canada, held on the last weekend of October. It features a full marathon and half marathon, alongside 10K and 5K races and a kids race, catering to experienced marathoners, casual runners, families, and first-time racers.
The marathon is scheduled for Saturday morning, and the half marathon for Sunday morning, allowing each headline race its own day. While specific route details are not provided, the race's focus on local charity fundraising is evident. Participants can raise funds for organizations such as CityKidz, Hamilton General Hospital, Hamilton Health Sciences Foundation, McMaster Children's Hospital, YWCA Hamilton, the Canadian Cancer Society, Hamilton Literacy Council, and various youth, health, and community groups.
2027 Chilly Half Marathon
2027 Beneva Mississauga Marathon
The Beneva Mississauga Marathon takes place in Mississauga each spring, offering a full marathon, half marathon, 10K, and 5K. The marathon course is known for its speed, qualifying runners for Boston, and appeals to those aiming for a standard as well as participants seeking a shorter city race. With over twenty years of history, the event emphasizes health, commitment, and community, extending beyond just the marathon distance.
The course winds through Mississauga's core, featuring the city centre, the Credit River environs, and the University of Toronto campus. An official app allows spectators to send Cheer Zone messages and track participants in real-time. Runners can access course maps, race information, and updates within the same application. The variety of distances unites marathoners, half marathoners, 10K and 5K runners, families, and local spectators for a shared race weekend.
Looking for something else near Oakville?
Other races in the next 90 days
JUL 1829 km away
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Subaru Triathlon Series - Niagara
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cycling
2026 5 Peaks Trail Running Series: Area 8
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triathlon
Supertri Pro Series Toronto
AUG 829 km away
triathlon
Subaru Women's Triathlon Festival
AUG 1619 km away
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Mudskipper Canadian SwimRun Championships - Milton and the Milton Open Water Swim
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cycling
2026 5 Peaks Trail Running Series: Albion Hills
SEP 2629 km away
cycling
The Golden Horseshoe Race
SEP 2731 km away
cycling
Rotary Tour de Dundas Gran Fondo 2026
About Half Marathon races in Oakville
Half Marathon races in Oakville
Oakville hosts 11 Half Marathon races in 2026 within 50 km of the city centre — upcoming dates, recurring series, and other races nearby, all in one place.