Cycle Path
Sherbourne Street
3.6 km 44 min · 🏃 22 min · 11 min Paved Accessible
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
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Walks with coffee nearby
Fresh route ideas generated from mapped cafes, trails and parks in Winchester Park.
0.5 kmRed Rocket Coffee to Sherbourne Street
easy footingfamily-friendlywashrooms mapped3.6 km
Start with Red Rocket Coffee, then walk Sherbourne Street.
Walk about 8 min
Red Rocket Coffee -> Sherbourne Street -> Montague Parkette
Open walking route1.5 kmTrue Love Cafe to Bayview Cycle Path
easy footingfamily-friendlywashrooms mapped3.0 km
Start with True Love Cafe, then walk Bayview Cycle Path.
Walk about 19 min
True Love Cafe -> Bayview Cycle Path -> Downtown DH
Open walking route1.6 kmRed Rocket Coffee to Bayview Multi-Use Trail
easy footingfamily-friendlywashrooms mapped1.2 km
Start with Red Rocket Coffee, then walk Bayview Multi-Use Trail.
Walk about 20 min
Red Rocket Coffee -> Bayview Multi-Use Trail -> Drumsnab Parkette
Open walking route1.2 kmRed Rocket Coffee to Rosedale Valley Trail
easy footingfamily-friendlywashrooms mapped916 m
Start with Red Rocket Coffee, then walk Rosedale Valley Trail.
Walk about 16 min
Red Rocket Coffee -> Rosedale Valley Trail -> Rosedale Ravine Lands
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Trails & Pathways
35Longest first. Tap any trail to trace it on the map below.
Cycle Path
Bayview Cycle Path
3.0 km 36 min · 🏃 18 min · 9 min Paved Accessible
Benches Parking Picnic Playground Shelter Sports field Washrooms Water Splash pad
Cycle Path
Lower Don River Trail
1.3 km 16 min · 🏃 8 min · 4 min Paved Accessible
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Cycle Path
Bayview Multi-Use Trail
1.2 km 14 min · 🏃 7 min · 3 min Paved Accessible
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Cycle Path
Rosedale Valley Trail
916 m 11 min · 🏃 5 min · 3 min Paved Accessible
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Trail
Crack Of Don Trail
886 m 11 min · 🏃 5 min · 3 min Dirt
Benches Parking Playground Sports field Splash pad
Trail
Riverdale Trail
783 m 9 min · 🏃 5 min · 2 min Dirt
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Cycle Path
Riverdale Park Crossing
499 m 6 min · 🏃 3 min · 1 min Paved Accessible
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Walkway
Lower Road
364 m 4 min · 🏃 2 min · 1 min Dirt
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Walkway
Riverdale Meadow Trail
355 m 4 min · 🏃 2 min · 1 min Paved Accessible
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Trail
Milkman's Lane
323 m 4 min · 🏃 2 min · 1 min Gravel
Benches Parking Picnic Water Splash pad
Walkway
Castle Frank Trail
240 m 3 min · 🏃 1 min · 1 min Dirt
Benches Parking Picnic Playground Sports field Water Splash pad
Walkway
Middle Road
231 m 3 min · 🏃 1 min · 1 min
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Walkway
Woodchip Path
230 m 3 min · 🏃 1 min · 1 min Dirt
Benches Parking Picnic Playground Sports field Washrooms Water
Walkway
Residence Road
217 m 3 min · 🏃 1 min · 1 min
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Walkway
To Street Parking
187 m 2 min · 🏃 1 min · 1 min Paved Accessible
Benches Parking Picnic Playground Shelter Sports field Washrooms Water Splash pad
Walkway
Nelson Mandela Walk
186 m 2 min · 🏃 1 min · 1 min Paved
Benches Parking Playground Washrooms Water
Trail
Yorkville Park Drive
171 m 2 min · 🏃 1 min · 1 min Fine Gravel
Benches Lit Parking Playground Sports field Water Splash pad
Walkway
Wellesley Park Don Access
154 m 2 min · 🏃 1 min · 1 min Paved Accessible
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Walkway
Wellesley Park Trail
131 m 2 min · 🏃 1 min · 1 min
Benches Lit Parking Picnic Playground Sports field Washrooms Water Splash pad
Walkway
Spruce Court
129 m 2 min · 🏃 1 min · 1 min
Benches Parking Picnic Playground Shelter Sports field Washrooms Water Splash pad
Walkway
Lower Trails
125 m 2 min · 🏃 1 min · 1 min
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Walkway
Hazeldean Trail
118 m 1 min · 🏃 1 min · 1 min Dirt
Benches Parking Playground Sports field Washrooms Water Splash pad
Walkway
River Street Trail
111 m 1 min · 🏃 1 min · 1 min Paved Accessible
Benches Parking Picnic Playground Shelter Sports field Washrooms Water Splash pad
Cycle Path
Riverdale Park Viaduct
97 m
Benches Parking Picnic Sports field Washrooms Water Splash pad
Walkway
Travellers' Way
91 m Paved
Benches Parking Playground Sports field Water Splash pad
Walkway
Walkway
Sherlock Holmes Walk
85 m
Benches Parking Playground Sports field Washrooms Water Splash pad
Walkway
Washroom Access
59 m
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Walkway
St. David Walk
57 m
Benches Parking Picnic Playground Sports field Washrooms Water
Walkway
Farm Access
52 m Paved Accessible
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Walkway
Sherbourne Station
50 m
Benches Parking Picnic Playground Sports field Water Splash pad
Trail
Downtown DH
46 m
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Cycle Path
Lower Don Recreational Trail
41 m Wood
Benches Parking Picnic Playground Sports field Washrooms Water
Walkway
Riverdale Farm Exit
40 m
Benches Parking Picnic Playground Sports field Washrooms Water Splash pad
Parks & Green Space
50Most-equipped first. Chips above filter by what's there.
Park
Riverdale Park East
Large park 17.9 ha
Benches Parking Picnic Playground Sports field Washrooms Water
Park
Riverdale Park West
Large park 9.7 ha
Benches Picnic Sports field Washrooms Water Splash pad
Park
Regent Park
Neighbourhood park 2.3 ha
Benches Playground Sports field Washrooms Water
Park
Wellesley Park
Neighbourhood park 2.1 ha
Benches Picnic Playground Sports field Water
Park
Winchester Park
Neighbourhood park 0.8 ha
Benches Picnic Sports field Water Splash pad
Park
Oak Street Park
Pocket park 0.2 ha
Benches Picnic Playground Sports field Water
Park
Park
Regent Park Athletic Grounds
Neighbourhood park 1.6 ha
Benches Picnic Sports field Washrooms
Park
Louis March Park
Neighbourhood park 0.5 ha
Benches Picnic Playground Water
Park
Park
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Park
Park
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Dog Park
Playground
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Park
Park
Dog Park
Park
Park
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Park
Park
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Park
Woodland
Park
Woodland
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Waterfront
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Garden
Garden
Garden
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Waterfront
Trail & park map
Cycle pathTrail / hiking
WalkwayPark
Before you go
Parking
37 of these spots have a mapped lot. Street parking elsewhere, check signage.
Washrooms
32 have washrooms mapped on site. Pack out what you pack in.
Dogs
2 dog-friendly spots. Leash bylaws apply at the rest.
Accessibility
13 paved or accessible routes for strollers and wheelchairs.
Trail lengths and park sizes are computed from OpenStreetMap geometry. Surfaces and features are shown only where mapped, never guessed.