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| Peel Regional Road 19 Halton Regional Road 19 (unsigned) Wellington County Road 25 | |||||||
 Route of Winston Churchill Boulevard through Peel and Halton Regions, and Wellington County (blue line) | |||||||
| Namesake | British Prime MinisterWinston Churchill | ||||||
| Maintained by | City of Mississauga Region of Peel Wellington County Town of Caledon Town of Erin Township of East Garafraxa | ||||||
| Length | 60 km (37 mi) | ||||||
| Location | Mississauga BramptonOakville Milton Halton Hills Caledon Erin | ||||||
| South end | Lakeshore Road | ||||||
| Major junctions |  Queen Elizabeth Way Dundas StreetBurnhamthorpe Road  Highway 403Eglinton Avenue  Britannia Road Derry Road Highway 401  Steeles Avenue Highway 7 (Guelph Street) Mayfield Road / 17th Sideroad King Street (Bush Street) / Wellington County Road 52 Charleston Sideroad / Wellington County Road 124 | ||||||
| North end | East Garafaxa-Caledon Townline | ||||||
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Winston Churchill Boulevard is a long north-south roadway that predominantly forms the western boundary ofPeel Region with the eastern boundaries ofHalton Region and part ofWellington County, inOntario, Canada. The road begins atLakeshore Road in the south at the boundaries of the City ofMississauga and the Town ofOakville, and ends at theCaledon-East Garafraxa boundary where it curves east to become a road named Caledon/East Garafraxa Townline at the Peel Region-Dufferin County line. The road is named in honour ofBritish prime ministerWinston Churchill.
The road is designated asPeel Regional Road 19 in the two segments where it forms Peel's boundary with the aforementioneddivisions:[1]
Halton Region shares jurisdiction with the Region of Peel over segments of the road along the Halton-Peel boundary between Highway 401 and Mayfield Road and designates it asHalton Regional Road 19,[2] although only Peel Road 19 signs are posted. The town ofHalton Hills shares jurisdiction with the Region of Peel over the segments along the Halton-Peel boundary between Mayfield Road and 32 Sideroad. Wellington County shares jurisdiction with the Region of Peel over the segment between 32 Sideroad and Beech Grove Sideroad, and designates it asWellington County Road 25. The remaining northerly segment between Beech Grove Sideroad and East Garafaxa-Caledon Townline is unnumbered and under joint jurisdiction between the Towns of Caledon and Erin, and Township ofEast Garafraxa, where Winston Churchill forms the boundary between any two of these municipalities. The segment between Dundas Street and Highway 401 is entirely within Peel Region (the regional boundary shifts west to Highways403 and 407 between them), and is under the jurisdiction of the City of Mississauga. Formerly, this section also formed the divisional boundary, but was changed due to municipal restructuring in 1974 resulting in transferring of the lands to the west to Mississauga.[3]
In the community ofNorval, Winston Churchill Boulevard deviates westward to be situated entirely within Halton Region and is locally namedAdamson Street. Despite this, it is still signed exclusively as Peel Regional Road 19.
WithinTerra Cotta, Winston Churchill deviates eastward to be situated entirely within the Town of Caledon in Peel, where it jogs along Peel Regional Road 9 (King Street) for approximately 550 metres. There is another short jog at Wellington Road 52 and Peel Road 11, where the designation changes from Peel Road 19 to Wellington Road 25.
In Mississauga, the road is served byMiWay routes 45 Winston Churchill (All Week) and 45A Winston Churchill (Peak only), both of which run fromClarkson GO Station toMeadowvale Town Centre.[4][5] TheMississauga Transitway's western terminus,Winston Churchill Station is located just north ofHighway 403. In Brampton,511 Züm Steeles (abus rapid transit route) serves a short section of the road en route to theLisgar GO station in Mississauga.[6]
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