Oakville’s mostly f lat landscape is balanced out by stunning trails and ravines to suit every runner’s taste. Looking for an easy route? Covering 6k in total, the JOSHUA’S CREEK TRAIL runs from the Dundas Street and Ninth Line area to the start of Winston Churchill Boulevard m. The WATERFRONT TRAIL offer’s a breezy 13k route along the Lake Ontario shoreline that starts at Burloak Drive. and ends at Winston Churchill Boulevard m. Oakville is one of Canada’s most aff luent communities. For your long run, take in views of the sprawling mansions along LAKESHORE RD. while running nearly the length of the town. Start at Coronation Park h to Maple Grove Drive, then up to Cornwall Road. Run west to Trafalgar Road, then north to Dundas Street West. The entire route runs approximately 18k.