72 official trails lie within 25 miles of Danbury — 211 miles in total, 50 rated easy and 13 hard or expert. Every distance and elevation figure below is computed from the agency centerline and a 10 m elevation model, not crowd-sourced.
The biggest climb nearby gains 939 ft; the median trail gains 212 ft.
| Trail | Miles | Climb | Difficulty | From town |
|---|---|---|---|---|
| Appalachian National Scenic Trail | 10.5 | 731 ft | Expert | 17 mi |
| Huntington Park Trail | 22.8 | 310 ft | Expert | 8 mi |
| Naugatuck Forest Trail | 7.7 | 389 ft | Expert | 22 mi |
| Paugussett Forest Trail | 7.7 | 489 ft | Expert | 14 mi |
| Pootatuck Forest Trail | 4.9 | 738 ft | Hard | 8 mi |
| Pierrepont Park Trail | 6.4 | 381 ft | Hard | 5 mi |
| Zoar Trail | 6.5 | 546 ft | Hard | 15 mi |
| Lillinonah Trail | 6.3 | 331 ft | Hard | 9 mi |
| Osbornedale Park Trail | 5.1 | 317 ft | Hard | 20 mi |
| Larkin Bridle Trail | 10.7 | 336 ft | Hard | 15 mi |
| Grta | 6.8 | 220 ft | Hard | 21 mi |
| Naugatuck Trail | 4.8 | 459 ft | Hard | 25 mi |
| Aspetuck Valley Trail | 5.8 | 360 ft | Moderate | 11 mi |
| Appalachian Trail | 2.8 | 939 ft | Moderate | 19 mi |
| Southford Falls Park Trail | 2.6 | 270 ft | Moderate | 17 mi |
| Pomperaug Trail | 2.0 | 435 ft | Moderate | 15 mi |
| Pomparaug Trail | 2.3 | 351 ft | Moderate | 15 mi |
| Squantz Pond Park Trail | 1.9 | 201 ft | Moderate | 8 mi |
| Ives Trail | 2.5 | 212 ft | Easy | 5 mi |
| Camp Columbia Trail | 2.4 | 165 ft | Easy | 23 mi |
| Paugussett Trail | 1.6 | 321 ft | Easy | 19 mi |
| Miller Trail | 2.0 | 202 ft | Easy | 14 mi |
| Proposed Trail | 1.8 | 194 ft | Easy | 11 mi |
| Lovers Leap Park Trail | 2.0 | 170 ft | Easy | 11 mi |
All Connecticut trail guides · Hiking by city · Dispersed camping rules