Trail in Oakville Explore beyond your boundaries! Oakville's 150+ kilometres of trails meander across all communities and connect all sections of the town. Information about trails not currently included on this website will be updated as it becomes available.
Oakville Heritage Trails was a Millennium Partnership led by the Community Foundation of Oakville and the Town of Oakville. The trails unite all parts of the community and reflect our natural, human and built heritage. Heritage Trails include:
Learn more about the Heritage Trails and their history.
East Oakville trails
The Winston Woods Trail is located in the Winston Park Employment Lands, south of Dundas Street between Winston Churchill Boulevard and Highway 403.
Joshua’s Creek Trail*
The Joshua's Creek Trail is located in the east end of Oakville. It runs from the base of Winston Churchill Boulevard to the Dundas Street and Ninth Line area. There are access points in south-east Oakville from the Southeast Sports Field, Joshua’s Valley Park, Maplegrove Park and Deer Run Park. To the north, the trails can also be accessed from Edgeware Park, Fleetwood Park, The Parkway and Pinery Park.
The Morrison Valley trail system runs south of Dundas Street and north of Iroquois Shore Road between Eighth Line and Trafalgar Road. The trail is broken into two sections:
The Crosstown Trail is located along the TransCanada/Enbridge pipline from Bronte Creek Provincial Park to the west bank of Sixteen Mile Creek and from the east bank of Sixteen Mile Creek to Ninth Line.
Central Oakville trails
The Nipegon Trail begins at Sixth Line and Glenashton Boulevard and ends at Upper Middle Road west of Trafalgar Road. The trail can be accessed from Memorial Park, Milbank Park and Pelee Woods.
McCraney Valley Trail
The McCraney Valley Trail is located directly south of Upper Middle Road between Trafalgar Road and Sixth Line. Several smaller trails run behind Sheridan College and make up the McCraney Valley Trail system. The trail can be accessed from Oakville Park and McCraney Valley Park.
Munn’s Creek Trail
The Munn’s Creek Trail is located south of Dundas Road, north of Upper Middle Road, west of Sixth Line and east of Towne Boulevard. The trail can be accessed from Harman Gate Park, River Oaks Park, Munn’s Park, Margot Street Park and Elm Road Park.
Shannon Creek Trail
The Shannon Creek Trail is located south of River Glen Boulevard and Munn’s Avenue, west of Towne Boulevard and east of Neyagawa Boulevard. In addition to street access, the trail can be accessed through Neyagawa Park and the Cross Town Trail, as well as Oakridge Park.
Sixteen Mile Creek Trail*
The Sixteen Mile Creek Trail is runs through the centre of Oakville from either side of Oakville Harbour to Dundas Street at Lions Valley Park and is divided into three trail sections:
Larry Cain Trail
The Larry Cain Trail is a signed, dedicated stretch of property along the waterfront created to commemorate the significant achievements of rower Larry Cain, one of Oakville's Premier Olympians. Cain earned double medals for Canada at the 1984 Olympics, achieving Gold in Canadian Canoe Single C1 - 500 metres and Silver in the C1 - 1000 metres. During his legendary career he represented Canada in the 1984, 1988, and 1992 Olympics. The legacy of Larry Cain continues as he has been inaugurated into the Canadian Sports Hall of Fame. He remains a prominent member, coach and leader of the local organization that launched him successfully to the world arena—the Burloak Canoe Club. Learn more about Larry Cain.
West Oakville trails
Glen Abbey Trail
The Glen Abbey Trail begins in the east at Montrose Abbey Park where it intersects the Indian Ridge Trail and runs north to Old Abbey Lane Park. From there it continues up the creek valley and curveing west to Nottinghill Gate Park where it intersects the Taplow Creek Trail. The Glen Abbey Trail continues westward crossing the McCraney Creek Trail and then reaches the easterly branch of the Fourteen mile Creek. Here the trail splits with the southern branch running down the valley to Indian Ridge Trail, while the north branch can be followed to Glen Abbey Gate. The trail can be further west by crossing Third Line at Merchant's Gate. Just past Third Line the trail splits with the north branch following the east branch of the Fourteen Mile Creek. The west branch follows Merchant's Gate to Heritage Way Park and then enters a greenway link to the Fourteen Mile Creek/Parkway Belt Lands.
Glen Abbey Trail System/West Oak Trails
The Glen Abbey Trail System is located south of Upper Middle Road and north of the North Service Road between Dorval Drive and Bronte Road and connects creeks, woodlots and active parks. The Glen Abbey Trail System includes the following trails:
Bronte area trails
Bronte Creek Trail*
The Bronte Creek Trail is located in the west end of Oakville. It runs from Bronte Harbour to the northern tip of Bronte Creek Provincial Park.
Donovan Bailey Park Trail
The Donovan Bailey Park Trail extends from Bronte Road south of Speers Road to Lakeshore Road West.
Sheldon Creek Trail
The Sheldon Creek Trail runs west of Great Lakes Boulevard and east of Burloak Drive.
Nautical Woods Park/Village Wood Park
Trails are located in these parks south of Rebecca Street, east of Great Lakes Boulevard and west of Bronte Road.
The Oakville portion of the Waterfront Trail runs along the Lake Ontario shoreline from Burloak Drive to Winston Churchill Boulevard, and is a wonderful opportunity to experience unique points of interest and natural beauty along Oakville’s Lake Ontario shoreline.
*denotes a Heritage Trail
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