Toronto 
Photographer: William James ca. 1914 City of Toronto Archives
Where to Toboggan: If you can find a suitable hill covered with snow with fairly decent slop (steeper for more excitement) clear of trees, rocks, fences and bare spots and no obstructions at the bottom (including trees), room at the bottom to stop (no roads)
then you are all set to embrace old man winter… except…
City of Toronto (bylaw 608-22) prohibits tobogganing in 14 Toronto parks and anywhere it is posted to prohibit toboggan: Chorley Park, Winston Churchill Park, Lithuania Park, High Park (Hillside Gardens), Cashman Park (stone steps), Centennial Park (posted locations/north parking lot), Vyner Greenbelt, Earl Bales, Eglinton Park (southwest corner of park), Roding Park (hill adjacent to parking lot), Cearbrook Park, (southwest corner of the parking lot), Botany Hill Park, Fanfare Park, Rouge Park (Twyn River area).
Tobogganing is legally allowed at all of City of Toronto’s other parks (if you can find a suitable hill for your child or for you).
Similar restrictions are in place at Aurora (designated tobogganing locations) and Pickering. Before going out, make sure that you are aware of your city/town’s bylaw.
I. Tobogganing in the City of Toronto
- Adams Park, 2 Rozell Road, Scarborough
- Baycrest Park, 160 Neptune Dr, Toronto
- Bickford Park, 400 Grace Street, Toronto
- Birchmount Park, 95 Birchmount Road, Scarborough
- Bridlewood Park, 445 Huntingwood Drive, Scarborough
- Burnett Park, 352 Burnett Avenue, North York
- Byng Park, 299 Pharmacy Avenue, Scarborough
- Cedarvale Park. 443 Arlington Avenue, York
- Centennial Park (Etobicoke), 165 Centennial Park Boulevard, Toronto
- Charlottetown Park, 65 Charlottetown Boulevard, Scarborough
- Cornell Park, 18 Beran Drive, Scarborough
- Elizabeth Simcoe Park, 180 Sylvan Avenue, Scarborough
- Fairmount Park, 1725 Gerrard Street East, Toronto
- Glendora Park, 201 Glendora Ave, North York
- Glen Stewart Park, 351 Glen Manor Drive, Toronto
- Graydon Hall Park, 25 Graydon Hall Drive, North York
- Greenwood Park, 150 Greenwood Avenue, Toronto
- Humber Sheppard Park, 3100 Weston Road, North York
- L’Amoreaux Sports Complex, 100 Silver Springs Boulevard, Scarborough
- Milliken Park, 4325 McCowan Road, Scarborough
- Murison Park, 99 Murison Boulevard, Scarborough
- Riverdale Park East, 550 Broadview Avenue, Toronto
- Riverdale Park West, 375 Sumach Street, Toronto
- Thomson Memorial Park, 1005 Brimley Road, Scarborough
- Weston Lions Park, 2125 Lawrence Avenue West, Toronto
- Withrow Park, 725 Logan Avenue, Toronto
Photo Credit: City of Toronto Archives
II. Tobogganing in Durham Region
Pickering
Prohibited to Toboggan at any park with the sign saying so.
Toboggan at Kinsmen Park, Pickering.
Alex Robertson Park, Pickering.
Amberlea Park, Pickering.
Ajax
- Greenwood Conservation Area, 5th Concession Rd, Ajax
- Hill at Ajax Waterfront Trail, along Lake shore Drive East
- Paulynn Park, 1571 Ravenscroft Road
Whitby –
- Hy-Hope Farm, Ashburn
- Guthrie Park
- Otter Creek Park
- Pringle Creek Park
- Glen Hill Park
Bowmanville
- Darlington Provincial Park
III. Tobogganing in Region of York
- Milliken Mills Parks, 4277 14th Avenue(West side of the park, Kennedy Road and 14th Avenue)
- Paramount Park, East side of Paramount Drive, Between Fincham Avenue south to Church Street,Markham
- Milne Dam Conservation Park (Main Street & Hwy 7 ) – east end
- Mint Leaf Park (Fincham Avenue just East of Larkin )
Richmond Hill
Chapman Park, Hwy. 7 and Misty Moore Dr., Richmond Hill ( Hunter’s Point Park down into Chapman Park)
Aurora
Only allowed at the following places.
Tobogganers are reminded that these designated locations are unsupervised by the Town and surface areas can vary widely with ice
and other hazardous conditions.
- Fleury Park: In the dedicated area just south of Aurora Heights Drive and the Aurora Community Centre Parking Lot
- Machell Park: In the dedicated area just north of the parking area on the west side of the park.
- Aurora Leisure Complex / Lambert Willson Park: Strictly in the dedicated area along the east side of the Complex Building.
- Copland Park: Strictly in the designated area along the north side of the park.
Newmarket
As per the Town – Residents and community members are reminded that Newmarket parks are not maintained for winter activities (skiing, tobogganing, snowboarding). Please take extra caution and use at your own risk.
- Dennis Park, Cane Parkway & William Roe Blvd.
Vaughan
- Designated Tobogganing Hill of Vaughan – Hill at Uplands Golf Club, 46 Uplands Ave, Vaughan (Straw bales set up at the bottom of the run). Helmets Mandatory.
- Hill at Boyd Conservation Area, 8739 Islington Ave, Woodbridge
Georgina
Hill adjacent to the Tube & Terrain Park – ROC, 26479 Civic Centre Rd, Georgina
East Gwillimbury
Sharon Hill Park, at Colonel Wayling Blvd. and Maplehyrn Avenue.
Uxbridge
Uxbridge Arena Hill, 291 Brock Street West, Uxbridge
IV. Tobogganing in Region of Peel
Mississauga
- Birchwood Park, 1075 Clarkson Rd. N
- Brookmede Park, 2254 Council Ring Rd.
- Castlegreen Meadows, 2829 Castlebridge Dr.
- Erindale Park, 1695 Dundas St. W
- Jack Darling Memorial Park, 1180 Lakeshore Rd. W
Brampton
- Major Oaks Park, Williams Pkwy and Hwy. 410, Brampton
- Mount Chinguacousy
Caledon
Albion Hills Conservation Area
V. Toboggan Hills in Halton Region
- Bronte Creek Provincial Park, 1219 Burloak Dr., Oakville
- Old Abbey Park, 1110 Old Abbey Lane, Oakville
- Appleby College, 540 Lakeshore Road West, Oakville (located on school grounds)
Burlington
Designated safe places – Details
- LaSalle Park, east of the parking lot
- Tyandaga Golf Course, at hole No. 4, on west slope
- Central Park, the hill northwest of Community Garden
- Brant Hills Park, southwest of tennis courts
- Nelson Park, east side of park, north of Centennial Bike Path
- Lowville Park, the hill on southwest end of park
Milton
- Sixteen-Mile Creek, Commercial and Laurier
- Livingston Park, north side of Mill Pond
- Laurier Valley, corner of Commercial and Laurier
Halton Hills
- Sir Donald Mann Park, Halton Hills
- Cedarvale Park, Halton Hills
I have counted the number of tobogganing hills that mech each city / town. For example Oakville has three listed tobogganing hills same as Milton. Burlington has six tobogganing hills. Every City / Town is distinguished with different color, nothing to do with difficulty or length of the hills.
Can you please tell me what is the Legend for the toboggan hill map? (meaning of each colour). I assume it’s level of difficultly or slope of the hill, but what does each colour mean?
I couldn’t find it anywhere.