| 100 Aker Woods | | Hardwood Ski and Bike | | 2 miles | -114 ft | 135 ft |
| 100th Meridian | | Hardwood Ski and Bike | | 735 ft | -10 ft | |
| 2 Kids | | Simcoe County Forest - Thompson Tract | | 2,051 ft | | |
| 2nd Bluff Trail | | Wasaga Beach Provincial Park | | 3,087 ft | -47 ft | 31 ft |
| 30/31 Sideroad Nottawasaga | | Clearview Township | | 2 miles | -23 ft | |
| 4 Cut | | Devil's Glen Country Club | | 1,047 ft | -16 ft | |
| 4 Ridges | | Hydro Hill | | 4,134 ft | -116 ft | 40 ft |
| 45- Patterson | | Wasaga Beach | | 512 ft | | |
| 57 Chevy | | Highlands Cluster - Nordic/Golf Course | | 1,716 ft | | 65 ft |
| 5Bs | | Copeland Forest | | 3,038 ft | -102 ft | 108 ft |
| 5th Dimension | | Copeland Forest | | 3,753 ft | -196 ft | 3 ft |
| 5th Line Bypass | | Copeland Forest | | 2,589 ft | | 83 ft |
| 5th Line Connector | | Simcoe County Forest - Sutherland Tract | | 174 ft | | |
| 5th Line Connector | | Oro Hills | | 213 ft | -7 ft | |
| 5th Line Valley Run - Lower | | Copeland Forest | | 2,762 ft | -180 ft | |
| 5th Line Valley Run - Upper | | Copeland Forest | | 397 ft | -25 ft | |
| 6th Line Trail Connector | | SCMBC - ORO Trail Network | | 978 ft | -24 ft | |
| 7 Sisters | | Simcoe County Forest - Tosorontio Tract | | 4 miles | -263 ft | 247 ft |
| 8-Ball | | Simcoe Admin/Sports Complex Trail Area | | 1,237 ft | -43 ft | 19 ft |
| 9 Mile Portage Trail | | Springwater | | 1,142 ft | -40 ft | |
| 9 Mile Portage Trail | | Springwater | | 4,747 ft | | 183 ft |
| 9 Mile Portage Trail | | Snow Valley Area Trails | | 5,276 ft | -64 ft | 72 ft |
| 9th line Connector | | SCMBC - ORO Trail Network | | 3,415 ft | -65 ft | 156 ft |
| Access | | Devil's Glen Country Club | | 384 ft | | 5 ft |
| Access Path | | Simcoe Admin/Sports Complex Trail Area | | 784 ft | -6 ft | |
| Access Trail | | Simcoe County Forest - Tosorontio Tract | | 2,631 ft | -162 ft | |
| Across the Flat | | Simcoe Admin/Sports Complex Trail Area | | 2,178 ft | -71 ft | 87 ft |
| Across the Lawn | | Simcoe County Forest - Sinclair Tract | | 705 ft | -22 ft | |
| Across to the Green Lagoon | | Copeland Forest | | 2,146 ft | -68 ft | 19 ft |
| Advanced Snowshoe Trail | | Wasaga Beach Provincial Park | | 3,153 ft | -24 ft | 29 ft |
| Advanced Snowshoe Trail | | Wasaga Beach Provincial Park | | 3,652 ft | -56 ft | 80 ft |
| Adventure Awaits Loop | | Highlands Cluster - Nordic/Golf Course | | 3,120 ft | -43 ft | 53 ft |
| All ability Alley | | Highlands Cluster - Nordic/Golf Course | | 2,733 ft | -36 ft | 55 ft |
| Allendale Trail | | Barrie Lakefront Park | | 1,732 ft | | 26 ft |
| Alma/ontario Street Walkway | | Collingwood | | 5,069 ft | | |
| Amos Tract Black | | SCMBC - Amos Tract Trail Network | | 2,795 ft | -63 ft | 25 ft |
| Amos Tract Red | | SCMBC - Amos Tract Trail Network | | 1 mile | -159 ft | 182 ft |
| Angus Path | | Clearview Township | | 646 ft | | 8 ft |
| Apple Trail | | Copeland Forest | | 1,923 ft | -6 ft | 40 ft |
| Arboretum Connector | | Harbourview Park Area | | 338 ft | -3 ft | |
| Arboretum Trail | | Harbourview Park Area | | 463 ft | -6 ft | |
| Arbour to Hutch Connector | | SCMBC - ORO Trail Network | | 692 ft | -2 ft | 3 ft |
| Arbour Tract Black F-G | | SCMBC - ORO Trail Network | | 1 mile | -118 ft | 156 ft |
| Arbour Tract Green F-G | | SCMBC - ORO Trail Network | | 4,678 ft | -98 ft | 112 ft |
| Arbour Tract Red F-G | | SCMBC - ORO Trail Network | | 2,503 ft | -51 ft | 63 ft |
| Ardagh Ring Trail - East | | Ardagh Bluffs | | 2 miles | -196 ft | 246 ft |
| Ardagh Ring Trail - West | | Ardagh Bluffs | | 1 mile | -65 ft | 157 ft |
| Ardagh Ring Trail - West - Alternate Line | | Ardagh Bluffs | | 217 ft | | |
| Around the Top | | Copeland Forest | | 915 ft | -43 ft | |
| Around the Top | | Copeland Forest | | 4,396 ft | -53 ft | 55 ft |
| Ash Lane | | Friday Harbour Nature Preserve | | 1,178 ft | -2 ft | |
| Ass Kicker East #250 | | Simcoe County Forest - Macdonald Tract | | 1 mile | -36 ft | 51 ft |
| Ass Kicker Middle #250 | | Simcoe County Forest - Macdonald Tract | | 2 miles | -26 ft | 67 ft |
| Asskicker West #250 | | Simcoe County Forest - Macdonald Tract | | 2 miles | -17 ft | 24 ft |
| Atoka Trail | | Collingwood | | 5,069 ft | -20 ft | 3 ft |
| Awenda to Toanche | | Awenda Provincial Park | | 1 mile | -84 ft | |
| Back Nine | | Simcoe County Forest - Hodgson Tract | | 978 ft | -5 ft | |
| Back Straightaway | | Hardwood Ski and Bike | | 2,362 ft | | 10 ft |
| Backyard Door | | Snow Valley Area Trails | | 2,372 ft | -45 ft | 21 ft |
| Backyard Rambler | | Oro-Medonte | | 1,161 ft | -60 ft | |
| Bail Out | | Hardwood Ski and Bike | | 1,447 ft | -34 ft | 35 ft |
| Ballycroy West Trail | | Ballycroy Tract | | 2,320 ft | -3 ft | 16 ft |
| Ballycroy West Trail | | Ballycroy Tract | | 2,910 ft | -45 ft | 21 ft |
| Bar Tugger | | Simcoe County Forest - Hodgson Tract | | 646 ft | -9 ft | 16 ft |
| Barrie Collingwood Railway Active Transportation Trail | | Clearview Township | | 2 miles | -6 ft | 6 ft |
| Barry Rocks | | Hardwood Ski and Bike | | 686 ft | -16 ft | 15 ft |
| Bass Lake Rd Spur | | SCMBC - ORO Trail Network | | 571 ft | -20 ft | |
| Basswood Lane | | Friday Harbour Nature Preserve | | 604 ft | | 3 ft |
| Batty's Boulder | | Hardwood Ski and Bike | | 194 ft | | 3 ft |
| Bay Loop Trail | | Collingwood | | 4,140 ft | -3 ft | 11 ft |
| Bay Loop Trail | | Collingwood | | 2,500 ft | | |
| Bay View | | Barrie Lakefront Park | | 909 ft | -15 ft | |
| Beach Road Trail | | Wasaga Beach Provincial Park | | 3,068 ft | | 32 ft |
| Beach Trail | | Wasaga Beach | | 1,417 ft | -17 ft | |
| Beach Trail | | Awenda Provincial Park | | 2 miles | -34 ft | 5 ft |
| Bear Trap | | Copeland Forest | | 302 ft | -3 ft | |
| Bearly There | | Oro-Medonte | | 2,329 ft | -91 ft | 133 ft |
| Beaver Feaver | | Copeland Forest | | 3,652 ft | -16 ft | 10 ft |
| Beaver Tail | | Simcoe Admin/Sports Complex Trail Area | | 384 ft | | |
| Beech Tree | | Hardwood Ski and Bike | | 682 ft | -27 ft | |
| Beginner Fatbike Trail | | Wasaga Beach Provincial Park | | 2,703 ft | | 12 ft |
| Berczy | | Barrie | | 922 ft | | 9 ft |
| Berry Good | | Simcoe County Forest - Hodgson Tract | | 2,861 ft | -99 ft | 20 ft |
| Betty Connector | | Wasaga Beach | | 161 ft | | |
| Betty-Shore connector | | Wasaga Beach | | 879 ft | | 6 ft |
| Big Bear | | SCMBC - Heights of Horseshoe | | 1,165 ft | -115 ft | |
| Bijoux Forte | | Hardwood Ski and Bike | | 1,050 ft | | 23 ft |
| Birch Street Trail | | Harbourview Park Area | | 4,498 ft | | |
| Birding Boardwalk Trail | | Holland River Wetlands | | 2,005 ft | -8 ft | |
| Birding Boardwalk Trail | | Holland River Wetlands | | 72 ft | | |
| Black Ash Trail | | Collingwood | | 1 mile | | |
| Black Ash Trail | | Collingwood | | 2,346 ft | | |
| Black Ash Trail | | Collingwood | | 5,069 ft | | |
| Black Ash Trail | | Collingwood | | 2,349 ft | -19 ft | |
| Black Ash Trail | | Collingwood | | 1 mile | | 31 ft |
| Black Ash Trail | | Collingwood | | 1 mile | | |
| Black Ash Trail | | Collingwood | | 2,093 ft | -3 ft | |
| Black Ash Trail | | Collingwood | | 5,069 ft | | |
| Black Fat Bike Trail | | Wasaga Beach Provincial Park | | 2,087 ft | -70 ft | 24 ft |
| Black Fat Bike Trail | | Wasaga Beach Provincial Park | | 1,959 ft | -30 ft | 29 ft |
