Sunset hikes near Douglas, 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. Southern New England Railway via Southern New England Trunkline Trail 0.4 mi away

   Leave by 5:08 PM

   1. Leave trailhead5:08 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car10:48 PM
   5. Dark8:35 PM

   Back at your car by 10:48 PM, after dark — bring a headlamp.

   6.1 mi to the viewpoint · 300 ft climb · 306 min of walking

2. Southern New England Railway via Grand Trunk Trail 2 mi away

   Leave by 6:40 PM

   1. Leave trailhead6:40 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car9:22 PM
   5. Dark8:35 PM

   Back at your car by 9:22 PM, after dark — bring a headlamp.

   2.5 mi to the viewpoint · 110 ft climb · 128 min of walking

3. Midstate Trail 2.3 mi away

   Leave by 7:27 PM

   1. Leave trailhead7:27 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car8:31 PM
   5. Dark8:35 PM

   Back at your car by 8:31 PM — 4 min before dark.

   0.5 mi to the viewpoint · 180 ft climb · 29 min of walking

4. Beaver Pond–Chamberlain Pond, 4 lakes 2.8 mi away

   Leave by 4:58 PM

   1. Leave trailhead4:58 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car10:59 PM
   5. Dark8:35 PM

   Back at your car by 10:59 PM, after dark — bring a headlamp.

   6.3 mi to the viewpoint · 470 ft climb · 326 min of walking

5. 200 Sportsmen Club–Bare Hill, 6 sights 2.9 mi away

   Leave by 4:11 PM

   1. Leave trailhead4:11 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car11:41 PM
   5. Dark8:35 PM

   Back at your car by 11:41 PM, after dark — bring a headlamp.

   8.0 mi to the viewpoint · 610 ft climb · 414 min of walking

6. Schmidt Trail 3.1 mi away

   Be there by 7:44 PM

   1. Be there7:44 PM
   2. Sunset8:04 PM
   3. Dark8:35 PM

   Your car is right there — dark at 8:35 PM.

   The viewpoint is right at the trailhead

7. Old Douglas Road 3.2 mi away

   Leave by 6:48 PM

   1. Leave trailhead6:48 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car9:11 PM
   5. Dark8:35 PM

   Back at your car by 9:11 PM, after dark — bring a headlamp.

   2.1 mi to the viewpoint · 170 ft climb · 108 min of walking

8. Chamberlain Pond 3.4 mi away

   Leave by 6:52 PM

   1. Leave trailhead6:52 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car9:10 PM
   5. Dark8:35 PM

   Back at your car by 9:10 PM, after dark — bring a headlamp.

   1.9 mi to the viewpoint · 200 ft climb · 103 min of walking

9. Reservoir Number Five–Reservoir Number Six, 4 sights 3.4 mi away

   Leave by 6:26 PM

   1. Leave trailhead6:26 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car9:27 PM
   5. Dark8:35 PM

   Back at your car by 9:27 PM, after dark — bring a headlamp.

   2.7 mi to the viewpoint · 410 ft climb · 147 min of walking

10. Dudley Pond & Streeter Trail via Southern New England Trunkline Trail 0.4 mi away

    Leave by 7:35 PM

    1. Leave trailhead7:35 PM
    2. Sunset8:04 PM
    3. Head back8:19 PM
    4. At your car8:27 PM
    5. Dark8:35 PM

    Back at your car by 8:27 PM — 8 min before dark.

    0.3 mi to the viewpoint · 17 min of walkingCar visible from the viewpoint

11. Grassy Pond & Streeter Trail via Southern New England Trunkline Trail 0.5 mi away

    Leave by 6:01 PM

    1. Leave trailhead6:01 PM
    2. Sunset8:04 PM
    3. Head back8:19 PM
    4. At your car9:57 PM
    5. Dark8:35 PM

    Back at your car by 9:57 PM, after dark — bring a headlamp.

    3.9 mi to the viewpoint · 260 ft climb · 201 min of walking

12. Wallum Pond Hill–Whitin Reservoir, 3 summits 2 mi away

    Leave by 6:36 PM

    1. Leave trailhead6:36 PM
    2. Sunset8:04 PM
    3. Head back8:19 PM
    4. At your car9:23 PM
    5. Dark8:35 PM

    Back at your car by 9:23 PM, after dark — bring a headlamp.

    2.5 mi to the viewpoint · 250 ft climb · 132 min of walking