AMBLEWAY Wildest hikes

Sunset hikes near Housatonic, 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.

2 of 12 spots
  1. Sweetman Mountain & North Lane Number One 34.5 mi away

    Leave by 6:03 PM

    1. Leave trailhead6:03 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car8:19 PM
    5. Dark7:51 PM

    Back at your car by 8:19 PM, after dark — bring a headlamp.

    1.7 mi to the viewpoint · 600 ft climb · 102 min of walking

  2. (overgrown) via River Road 34.4 mi away

    Leave by 4:00 PM

    1. Leave trailhead4:00 PM
    2. Sunset7:23 PM
    3. Head back7:38 PM
    4. At your car10:32 PM
    5. Dark7:51 PM

    Back at your car by 10:32 PM, after dark — bring a headlamp.

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

  3. Pinnacle Viewpoint–(overgrown), 3 sights 34.5 mi away

    Leave by 6:55 PM

    1. Leave trailhead6:55 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car7:43 PM
    5. Dark7:51 PM

    Back at your car by 7:43 PM — 8 min before dark.

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

  4. (overgrown) via Federal Flood Control Road 34.5 mi away

    Leave by 5:50 PM

    1. Leave trailhead5:50 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car8:25 PM
    5. Dark7:51 PM

    Back at your car by 8:25 PM, after dark — bring a headlamp.

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

  5. Chesterfield Gorge & (overgrown) via River Road 34.5 mi away

    Leave by 6:55 PM

    1. Leave trailhead6:55 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car7:43 PM
    5. Dark7:51 PM

    Back at your car by 7:43 PM — 8 min before dark.

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

  6. Spruce Hill Road 37.6 mi away

    Be there by 7:02 PM

    1. Be there7:02 PM
    2. Sunset7:22 PM
    3. Dark7:51 PM

    Your car is right there — dark at 7:51 PM.

    The viewpoint is right at the trailhead

  7. Rhodes Road 38 mi away

    Be there by 7:02 PM

    1. Be there7:02 PM
    2. Sunset7:22 PM
    3. Dark7:51 PM

    Your car is right there — dark at 7:51 PM.

    The viewpoint is right at the trailhead

  8. Tekoa Mountain Wildlife Management Area Viewpoint–Westfield River Reservoir, 3 sights 36.1 mi away

    Leave by 4:26 PM

    1. Leave trailhead4:26 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car9:59 PM
    5. Dark7:51 PM

    Back at your car by 9:59 PM, after dark — bring a headlamp.

    4.6 mi to the viewpoint · 1450 ft climb · 298 min of walking

  9. Westfield River Reservoir & Shatterack path (white) 36.1 mi away

    Leave by 6:13 PM

    1. Leave trailhead6:13 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car8:00 PM
    5. Dark7:51 PM

    Back at your car by 8:00 PM, after dark — bring a headlamp.

    1.0 mi to the viewpoint · 870 ft climb · 72 min of walking

  10. Tekoa Road 36.5 mi away

    Leave by 6:13 PM

    1. Leave trailhead6:13 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car8:00 PM
    5. Dark7:51 PM

    Back at your car by 8:00 PM, after dark — bring a headlamp.

    0.9 mi to the viewpoint · 870 ft climb · 72 min of walking

  11. English Grass Cave via Tekoa Road 37.3 mi away

    Leave by 6:12 PM

    1. Leave trailhead6:12 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car8:00 PM
    5. Dark7:51 PM

    Back at your car by 8:00 PM, after dark — bring a headlamp.

    1.0 mi to the viewpoint · 870 ft climb · 73 min of walking

  12. Reservoir Road 38 mi away

    Leave by 6:12 PM

    1. Leave trailhead6:12 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car8:01 PM
    5. Dark7:51 PM

    Back at your car by 8:01 PM, after dark — bring a headlamp.

    1.0 mi to the viewpoint · 860 ft climb · 74 min of walking