| Baldwin Drive | | Dry | Dec 13, 2020 @ 11:24am Dec 13, 2020 | Old road that is great for a gravel bike with little bit of single track available at times. Fairly empty, but so much dog poop. Major bike cleaning required post ride. |
| Connector Trail | | Unknown | | |
| Connector Trail | | Unknown | | |
| Glenwoods | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Green Trail | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Green Trail | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Green Trail | | Unknown | | |
| Parking Road | | Unknown | | |
| Parking Stub | | Unknown | | |
| Purple & White Trail | | Unknown | | |
| Purple - Orange Trail | | Unknown | | |
| Red & Red-White Trail | | Unknown | | |
| Red & Red/White Trail | | Unknown | | |
| Red & Red/White Trail | | Unknown | | |
| Red Trail | | Dry | Aug 11, 2024 @ 9:05am Aug 11, 2024 | Tree blocking trail |
| Red Trail | | Unknown | | |
| Red Trail (Baldwin-Wintergreen) | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Red Trail (Farm Brook Reservoir) | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Red Trail (Farm Brook Reservoir) | | Unknown | | |
| Red Trail (North of Mountain Rd) | | Dry | May 25, 2024 @ 12:49pm May 25, 2024 | A couple of muddy patches but otherwise perfect |
| Red Trail (North Ridge) | | Wet | Feb 10, 2022 @ 1:32pm Feb 10, 2022 | |
| Red Trail (The Shire) | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Red Trail (To South Overlook) | | Unknown | | |
| Red-White Trail | | Unknown | | |
| Red-White Trail | | Ideal | Mar 23, 2021 @ 10:25am Mar 23, 2021 | |
| Red-White Trail (Wintergreen Dam) | | Unknown | | |
| Red/White Trail | | Unknown | | |
| Red/White Trail | | Unknown | | |
| Red/White Trail | | Unknown | | |
| Regicide Drive | | Unknown | | |
| Regicide Drive | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Regicide Drive | | Unknown | | |
| Regicide Drive | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Regicide Drive | | Unknown | | |
| Regicide Drive | | Unknown | | |
| Regicide Drive | | Unknown | | |
| Regicide Drive | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Regicide Drive | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Regicide Drive | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| Regicide Drive | | Unknown | | |
| Regicides & Green Trail | | Unknown | | |
| Regicides Road | | Unknown | | |
| South Overlook Feeder | | Dry | Sep 4, 2023 @ 2:30pm Sep 4, 2023 | |
| South Overlook Trail | | Dry | Sep 4, 2023 @ 2:30pm Sep 4, 2023 | |
| Teal | | Unknown | | |
| Teal & Red/White Trail | | Unknown | | |
| Teal Trail | | Unknown | | |
| Teal/White Trail | | Unknown | | |
| Trail | | Unknown | | |
| West Shepard Avenue (no cars) | | Ideal | Feb 10, 2022 @ 1:32pm Feb 10, 2022 | |
| White Trail (North of Lake Wintergreen) | | Ideal | Apr 3, 2023 @ 6:15am Apr 3, 2023 | |
| White Trail (North of Lake Wintergreen) 2 | | Unknown | | |
| Wintergreen Parking Stub | | Unknown | | |
| Yellow Trail | | Unknown | | |
| Yellow Trail | | Ideal | Mar 23, 2021 @ 10:25am Mar 23, 2021 | |