Toronto FREE Outdoor Skateparks:
- ASHBRIDGES: 1313 Lakeshore Blvd. E at Coxwell. - Concrete. Serious advanced bowl 7 to 11 foot, huge street area & great location. HAMMER home park! Home to Ash Bowl Bash summer vert contest. Lights until 11pm. Map Link
- CHRISTIE PITS: Christie Pits Park Bloor & Christie. Street obstacles and quarter pipes. Fun location in a trendy park. Map Link
- CUMMER: 6000 Leslie St. north of Finch. Concrete street, quarters & small banky bowl. Wacky design is a bit rough. Not worth a day trip, but fun for a while. Map Link
- DOWNSVIEW: (Stanley Greene) 38 Stanley Greene Blvd, NE of Keele & Wilson. Concrete small banks, quarters & ledges. Nothing heavy, just a bit of fun. Smooth. Map Link
- DUNBAT: (Seasonal - Spring to late Summer only) - 275 Bathurst St. south of Dundas. Street obstacles on smooth hockey rink. Popular due to busy location. Home to the fall Dunbat Classic contest. Map Link
- EIGHTH STREET: 160 Eighth St. near Lakeshore West. Concrete. Street, banks & small mellow bowl. Pretty fun. Map Link
- ELLESMERE: 20 Canadian Rd. near Warden & Ellesmere. Concrete. Street, banks, open-ended small bowl & quarters. Fun to bomb around, nothing too serious. Gets busy in prime time! Map Link
- EAST YORK: 888 Cosburn Ave. east of Woodbine. Concrete. Street, banks, small bowl & quarters. Fun mellow obstacles but bowl is quite weird. Map Link
- FUNDY BAY: 190 Fundy Bay Blvd. near Victoria Park & Steeles. Concrete. Street & mini half-bowl. Super smooth fun, nothing advanced. Small area can get crowded. Map Link
- LAWRENCE HEIGHTS: 640 Lawrence Ave West, west of Bathurst at Varna Dr. Modular obstacles, steel surface quarters & bowled off mini ramp. The park sits on a pretty rough asphalt base. Map Link
- NEILSON PARK: 1555 Neilson Rd, near Finch. Concrete. Ledges, rails, sets, banks, quarters. A fun little street park. Map Link
- PORT UNION: 5450 Lawrence Ave E. near Port Union. Concrete. Street, banks & small half-bowl. An old park in need of upgrade. Map Link
- UNDERPASS: Lower River St. under Eastern Ave. Street, rails & ledges under bridge. Pretty basic, good when it rains. Map Link
- VANDERHOOF: 155 Vanderhoof Av. near Laird & Eglinton. Concrete. Fun flowing bowl 5 to 9 foot with cradle, very small street area. Home to Hoedown At The Hoof summer bowl jam. Map Link
- WALLACE EMERSON: (Seasonal - Spring to late Summer only) 1260 Dufferin St. near Dupont. Street obstacles, quarters & small mini. Temporary location for Dufferin Grove. Map Link
- WEST LODGE 154 West Lodge Ave., Lansdowne south of Dundas. Concrete. Very small street. Fun for a while if you're in the area. Map Link
- WESTON: 111 Hickory Tree Rd. near Weston & Lawrence. Street obstacles & small mini. Modular ramps in need of upgrade. Map Link
Toronto Area Paid Admission Indoor Skateparks:
- CJ's: 560 Hensall Cir. near Dundas East & Cawthra, in Mississauga. Street, mini ramps, vert ramp, concrete pool. Massive training facility. Map Link
- SKATE LOFT: 763 Warden Ave at Comstock. Street & mini ramp. No wasted space. Training ground to the stars! Map Link
GTA or not too far of a drive Outdoor FREE parks:
- ICELAND: 705 Matheson E. off HWY 410 Mississauga. Concrete. Lights. Large street area is pretty fun. Small fun bowl is showing some wear. Map Link
- MARKHAM: Bullock Dr. near McCowan & HWY 7. Concrete. Open-ended bowl with spine, lots of ledges & street. Map Link
Here's a good Ontario Park Directory from Session Atlas.