Toronto’s Best Tobogganing 2019

Photo credit: Gillian Crawford

The weather is behaving like it ought to this year so go on, toss back a couple of shots of maple syrup, grab your toque and toboggan like a Canadian!

You’ll find a map of city-sanctioned sledding runs right here along with some helpful safety tips and we’ve mixed in a few unofficial hills below…


  • Bickford Park | Harbord and Grace
    A good alternative to the free-for-all of Christie Pits for younger children and Bob Abate Community Centre with washrooms is close-ish. Look out for sledding canoes – seriously!
  • Centennial Park | 56 Centennial Park Rd
    Alongside the skiing area, you’ll find a steep pitch for a fast run – this ain’t your toddler’s toboggan pitch though. Helmets and fearlessness advised.
  • Christie Pits | Bloor and Christie
    The mosh pit of west end sled runs – take care and, as always, consider a helmet. Christie Pits rink house has a woodstove and washrooms. Recommended – noodles at Kenzo Ramen are less than a block away.
  • Dufferin Grove | Dufferin, S of Bloor
    Very gentle, short runs for wee folk with on-site snacks, skating, washrooms & the warmth of a wood stove at the rinkhouse plus the benefit of an indoor farmer’s market on Thursday afternoons.
  • High Park
    Surprisingly limited options for such a wonderful big Park – you could try Hawk’s Hill, north of the Grenadier Café (with washrooms and warm drinks) or slalom the trees inside the Parkside Drive entrance near the Adventure Castle Playground but the one spot still approved by the Park itself is near the streetcar turnaround at Howard Park Avenue and Parkside Drive. Please sidestep the temptation of the hill facing Grenadier Pond.
  • Lithuania Park | Keele and Glenlake
    Long and fast or short and gentle – there are lots of options here and the Keele CC is across the street for pee breaks. You’ll have to head up Keele to The Junction for cocoa.
  • Rennie Park | 140 Ellis Ave
    If you get tired of tobogganing, try out their lovely little skating rink and take advantage of warmth and washrooms at the rink house. Chill-averse spectators can watch the action from upstairs in the clubhouse.
  • Trinity-Bellwoods Park | Btwn Crawford & Gorevale, S of Dundas, N of Queen
    Take a run into the dog bowl and then stop by White Squirrel or Nadege for a hot chocolate or a treat. There are washrooms in the community centre.
  • Weston Lions Park | 2125 Lawrence Avenue West


  • Cassels Ave Park | 69 Cassels Ave at Brookside Ave
  • East Lynn Park1949 Danforth Avenue
  • Fairmount Park | 88 Bowmore Rd, E of Coxwell Ave on Gerrard
    Washrooms at the community centre
  • Glen Stewart Parks | Glen Manor Dr (it divides, stay to the left), N of Queen St E
    Short but good runs with a beautiful view of the wooded park and lovely houses plus a community skating rink and renowned Beaches brunches nearby!
  • Greenwood Park | Greenwood & Coxwell
    A short-ish run that’s a good fit for smaller children with a variety of steeper slopes for more adventurous kids.
  • Glenview Park PS | Roswell Ave, SE of Avenue Rd and Lawrence
  • Moncur Playground | 10 Gainsborough Road
  • Riverdale Park East | Broadview s of Montcrest
    This wide hill is the east end it-spot for sledding with lots of Danforth cafés near at hand.
  • Riverdale Park West | 500 Gerrard St
    Hot chocolate, snacks, washrooms and barnyard animals are 5 minutes away at Riverdale Farm but the real highlight here is a set of actual steps for climbing back up!
  • Stan Wadlow Park888 Cosburn Avenue
  • Withrow Park | Carlaw S of Danforth
    Gentle, toddler-friendly choices, an abundance of friendly fellow-families and all the hot chocolate and steamers any kid could crave a few steps away.


  • Cedarvale Ravine Park | Arlington, N of Vaughan Rd
    A few options here give differently-skilled sledders room to spread out. The main hill is a solid intermediate run.
  • Lawrence Park Ravine | S of Lawrence, SE side of Yonge & Weybourne Cr
  • Chorley Park | Summerhill Ave & Douglas Dr
    Assuming you can avoid the bushes and foot traffic at the bottom, this is a good long run which is fantastic – the climb back up? Less so.
  • Leaside High School | 200 Hanna Rd
    Rumour has it that this under-known gem in midtown Toronto is a wonderful sledding site but watch out for snow-fencing and the odd oblivious dog.
  • Sherwood Park | 1200 Mt Pleasant Rd at Sherwood Ave
  • Sir Winston Churchill Park | Spadina Rd, s of St Clair
    Short, fat and sharply-inclined (like the Park’s namesake) there are a variety of runs here that give you a choice of descents.


  • Adams Park  | 2 Rozell Road
  • Birchmount Park | 95 Birchmount Road
  • Bridlewood Park  | 445 Huntingwood Drive
  • Byng Park  | 299 Pharmacy Avenue
  • Charlottetown Park  | 65 Charlottetown Boulevard
  • Cornell Park  | 18 Beran Drive
  • Elizabeth Simcoe Park  | 180 Sylvan Avenue
  • Murison Park  | 99 Murison Boulevard
  • L’Amoreaux Sports Complex  | 100 Silver Springs Boulevard
  • Milliken Park  | 4325 McCowan Road
  • Thomson Memorial Park  | 1005 Brimley Road
    Wintertime activities here include cross-country skiing, skating and tobogganing


  • Caledonia Park1141 Caledonia Road
  • Crestview-Linus Park  | 125 Seneca Hill Dr
    Street parking, a great view of the city and plenty steep and straight for sledding, Linus Park is a favourite with locals in the Finch and Leslie communities.
  • Graydon Hall Park215 Graydon Hall Drive
  • Humber Sheppard Park3100 Weston Road

Leave a Comment