Sunset hikes

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. Upper Massapoag Pond via Cow Pond Brook Road 3.1 mi away

   Be there by 7:44 PM

   1. Be there7:44 PM
   2. Sunset8:04 PM
   3. Dark8:36 PM

   Your car is right there — dark at 8:36 PM.

   The viewpoint is right at the trailhead

2. Red Line Trail 3.4 mi away

   Be there by 7:44 PM

   1. Be there7:44 PM
   2. Sunset8:04 PM
   3. Dark8:36 PM

   Your car is right there — dark at 8:36 PM.

   The viewpoint is right at the trailhead

3. Gilboa Hill Loop 2.9 mi away

   Leave by 7:38 PM

   1. Leave trailhead7:38 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car8:27 PM
   5. Dark8:36 PM

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

   0.3 mi to the viewpoint · 14 min of walking

4. Hells Gate (♦♦) 3.3 mi away

   Leave by 7:18 PM

   1. Leave trailhead7:18 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car8:45 PM
   5. Dark8:36 PM

   Back at your car by 8:45 PM, after dark — bring a headlamp.

   1.0 mi to the viewpoint · 60 ft climb · 52 min of walking

5. Bear Hill 3.2 mi away

   Leave by 7:43 PM

   1. Leave trailhead7:43 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car8:21 PM
   5. Dark8:36 PM

   Back at your car by 8:21 PM — 15 min before dark.

   0.0 mi to the viewpoint · 3 min of walking

6. Massapoag Pond–Lower Massapoag Pond, 6 sights 1.5 mi away

   Leave by 7:21 PM

   1. Leave trailhead7:21 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car8:41 PM
   5. Dark8:36 PM

   Back at your car by 8:41 PM, after dark — bring a headlamp.

   0.9 mi to the viewpoint · 70 ft climb · 46 min of walking

7. Indian Rock & Boulders Trail via Blood Road 1.1 mi away

   Leave by 7:37 PM

   1. Leave trailhead7:37 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car8:27 PM
   5. Dark8:36 PM

   Back at your car by 8:27 PM — 9 min before dark.

   0.3 mi to the viewpoint · 15 min of walking

8. Burnt Meadow Pond–Burnt Meadow Trail, 4 sights 1.1 mi away

   Leave by 7:36 PM

   1. Leave trailhead7:36 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car8:27 PM
   5. Dark8:36 PM

   Back at your car by 8:27 PM — 9 min before dark.

   0.3 mi to the viewpoint · 15 min of walking

9. Baralock Hill via Blood Road 1.1 mi away

   Leave by 7:36 PM

   1. Leave trailhead7:36 PM
   2. Sunset8:04 PM
   3. Head back8:19 PM
   4. At your car8:27 PM
   5. Dark8:36 PM

   Back at your car by 8:27 PM — 9 min before dark.

   0.3 mi to the viewpoint · 15 min of walking

10. Flatrock Hill via Nashua Acton & Boston Railroad 1.3 mi away

    Leave by 7:23 PM

    1. Leave trailhead7:23 PM
    2. Sunset8:04 PM
    3. Head back8:19 PM
    4. At your car8:37 PM
    5. Dark8:36 PM

    Back at your car by 8:37 PM, after dark — bring a headlamp.

    0.7 mi to the viewpoint · 120 ft climb · 39 min of walking

11. Secret Squirrel & Sledgehammer (♦) 2.9 mi away

    Be there by 7:44 PM

    1. Be there7:44 PM
    2. Sunset8:04 PM
    3. Dark8:36 PM

    Your car is right there — dark at 8:36 PM.

    The viewpoint is right at the trailhead

12. Indian Rock Trail via Boulders Trail 2.6 mi away

    Leave by 7:13 PM

    1. Leave trailhead7:13 PM
    2. Sunset8:04 PM
    3. Head back8:19 PM
    4. At your car8:50 PM
    5. Dark8:36 PM

    Back at your car by 8:50 PM, after dark — bring a headlamp.

    1.2 mi to the viewpoint · 90 ft climb · 62 min of walking

Show longer hikes too