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.

3 of 12 spots
  1. 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

  2. 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

  3. 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

  4. 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. Ann's Trail–Laurel Lane, 5 sights 35.7 mi away

    Leave by 6:38 PM

    1. Leave trailhead6:38 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 · 90 ft climb · 47 min of walkingCar visible from the viewpoint

  10. Drake Mountain 36.9 mi away

    Leave by 6:17 PM

    1. Leave trailhead6:17 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car8:09 PM
    5. Dark7:51 PM

    Back at your car by 8:09 PM, after dark — bring a headlamp.

    1.3 mi to the viewpoint · 450 ft climb · 78 min of walking

  11. Barrus Road via Peter Hill Trail 39.3 mi away

    Leave by 6:40 PM

    1. Leave trailhead6:40 PM
    2. Sunset7:22 PM
    3. Head back7:37 PM
    4. At your car7:56 PM
    5. Dark7:51 PM

    Back at your car by 7:56 PM, after dark — bring a headlamp.

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

  12. Ford Road 40.9 mi away

    Leave by 6:45 PM

    1. Leave trailhead6:45 PM
    2. Sunset7:23 PM
    3. Head back7:38 PM
    4. At your car7:50 PM
    5. Dark7:51 PM

    Back at your car by 7:50 PM — 2 min before dark.

    0.5 mi to the viewpoint · 190 ft climb · 30 min of walking

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