Sunset hikes near Pittsfield, ma

A short walk out, the whole show, and back at your car before dark. Times are estimates at a relaxed pace; give yourself extra buffer, especially with kids or in a group.

1. Greenwood Walls Trail–Kiln Road, 3 sights 25.1 mi away

   Leave by 6:14 PM

   1. Leave trailhead6:14 PM
   2. Sunset7:21 PM
   3. Head back7:36 PM
   4. At your car8:16 PM
   5. Dark7:50 PM

   Back at your car by 8:16 PM, after dark — bring a headlamp.

   1.6 mi to the viewpoint · 280 ft climb · 87 min of walking

2. Greenwood Walls Trail–Kiln Road, 4 sights 25.5 mi away

   Leave by 6:43 PM

   1. Leave trailhead6:43 PM
   2. Sunset7:21 PM
   3. Head back7:36 PM
   4. At your car7:51 PM
   5. Dark7:50 PM

   Back at your car by 7:51 PM, after dark — bring a headlamp.

   0.6 mi to the viewpoint · 80 ft climb · 33 min of walking

3. Goatherd's Quest–Greenwood Walls Trail, 5 sights 25.7 mi away

   Leave by 6:24 PM

   1. Leave trailhead6:24 PM
   2. Sunset7:21 PM
   3. Head back7:36 PM
   4. At your car8:10 PM
   5. Dark7:50 PM

   Back at your car by 8:10 PM, after dark — bring a headlamp.

   1.3 mi to the viewpoint · 190 ft climb · 71 min of walking

4. Goatherd Rock–Goatherd's Quest, 4 sights 25.1 mi away

   Leave by 6:36 PM

   1. Leave trailhead6:36 PM
   2. Sunset7:21 PM
   3. Head back7:36 PM
   4. At your car7:58 PM
   5. Dark7:50 PM

   Back at your car by 7:58 PM, after dark — bring a headlamp.

   0.9 mi to the viewpoint · 90 ft climb · 47 min of walking

5. Hawks Brook Trial–La Belle Road Loop, 6 sights 27.5 mi away

   Leave by 6:29 PM

   1. Leave trailhead6:29 PM
   2. Sunset7:21 PM
   3. Head back7:36 PM
   4. At your car8:05 PM
   5. Dark7:50 PM

   Back at your car by 8:05 PM, after dark — bring a headlamp.

   1.1 mi to the viewpoint · 190 ft climb · 61 min of walking

6. (overgrown) via River Road 25.2 mi away

   Leave by 3:58 PM

   1. Leave trailhead3:58 PM
   2. Sunset7:21 PM
   3. Head back7:36 PM
   4. At your car10:30 PM
   5. Dark7:50 PM

   Back at your car by 10:30 PM, after dark — bring a headlamp.

   6.5 mi to the viewpoint · 890 ft climb · 357 min of walking

7. Chesterfield Gorge & (overgrown) via River Road 25.5 mi away

   Leave by 6:53 PM

   1. Leave trailhead6:53 PM
   2. Sunset7:21 PM
   3. Head back7:36 PM
   4. At your car7:41 PM
   5. Dark7:49 PM

   Back at your car by 7:41 PM — 8 min before dark.

   0.2 mi to the viewpoint · 70 ft climb · 13 min of walking

8. Pinnacle Viewpoint–(overgrown), 3 sights 26.7 mi away

   Leave by 6:54 PM

   1. Leave trailhead6:54 PM
   2. Sunset7:21 PM
   3. Head back7:36 PM
   4. At your car7:41 PM
   5. Dark7:49 PM

   Back at your car by 7:41 PM — 8 min before dark.

   0.2 mi to the viewpoint · 60 ft climb · 12 min of walking

9. (overgrown) via Federal Flood Control Road 26.7 mi away

   Leave by 5:48 PM

   1. Leave trailhead5:48 PM
   2. Sunset7:21 PM
   3. Head back7:36 PM
   4. At your car8:23 PM
   5. Dark7:49 PM

   Back at your car by 8:23 PM, after dark — bring a headlamp.

   1.9 mi to the viewpoint · 840 ft climb · 121 min of walking

10. Hunt Road 25.6 mi away

    Leave by 6:17 PM

    1. Leave trailhead6:17 PM
    2. Sunset7:21 PM
    3. Head back7:36 PM
    4. At your car8:20 PM
    5. Dark7:50 PM

    Back at your car by 8:20 PM, after dark — bring a headlamp.

    1.6 mi to the viewpoint · 200 ft climb · 88 min of walking

11. Hawks Brook Trial & MST via East Road 26.8 mi away

    Leave by 6:45 PM

    1. Leave trailhead6:45 PM
    2. Sunset7:21 PM
    3. Head back7:36 PM
    4. At your car7:54 PM
    5. Dark7:50 PM

    Back at your car by 7:54 PM, after dark — bring a headlamp.

    0.7 mi to the viewpoint · 34 min of walking

12. Barrus Road via Peter Hill Trail 28 mi away

    Leave by 6:38 PM

    1. Leave trailhead6:38 PM
    2. Sunset7:21 PM
    3. Head back7:36 PM
    4. At your car7:54 PM
    5. Dark7:49 PM

    Back at your car by 7:54 PM, after dark — bring a headlamp.

    0.7 mi to the viewpoint · 190 ft climb · 40 min of walking