AMBLEWAY Wildest hikes

Sunset hikes near Cheapside, 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. Trap Rock Ledge–Blueberry, 4 sights 1 mi away

    Leave by 5:29 PM

    1. Leave trailhead5:29 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car8:00 PM
    5. Dark7:21 PM

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

    2.1 mi to the viewpoint · 450 ft climb · 115 min of walking

  2. County Road & Vernal Pool 1.2 mi away

    Leave by 5:25 PM

    1. Leave trailhead5:25 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car8:04 PM
    5. Dark7:21 PM

    Back at your car by 8:04 PM, after dark — bring a headlamp.

    2.2 mi to the viewpoint · 510 ft climb · 124 min of walking

  3. Pocumtuck Rock & County Road 2 mi away

    Leave by 6:06 PM

    1. Leave trailhead6:06 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car7:26 PM
    5. Dark7:21 PM

    Back at your car by 7:26 PM, after dark — bring a headlamp.

    0.7 mi to the viewpoint · 320 ft climb · 46 min of walking

  4. Vernal Pool 2.5 mi away

    Leave by 5:37 PM

    1. Leave trailhead5:37 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car7:49 PM
    5. Dark7:21 PM

    Back at your car by 7:49 PM, after dark — bring a headlamp.

    1.7 mi to the viewpoint · 510 ft climb · 97 min of walking

  5. Fridge 1.7 mi away

    Leave by 5:43 PM

    1. Leave trailhead5:43 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car7:51 PM
    5. Dark7:21 PM

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

    1.7 mi to the viewpoint · 310 ft climb · 93 min of walking

  6. Bartlett Road 3.1 mi away

    Leave by 6:28 PM

    1. Leave trailhead6:28 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car7:12 PM
    5. Dark7:21 PM

    Back at your car by 7:12 PM — 9 min before dark.

    0.2 mi to the viewpoint · 9 min of walking

  7. Plains Road Loop 3.3 mi away

    Leave by 6:27 PM

    1. Leave trailhead6:27 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car7:12 PM
    5. Dark7:21 PM

    Back at your car by 7:12 PM — 9 min before dark.

    0.2 mi to the viewpoint · 80 ft climb · 10 min of walking

  8. Green Pond & Beach Road via Bartlett Road 3.3 mi away

    Leave by 6:27 PM

    1. Leave trailhead6:27 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car7:12 PM
    5. Dark7:21 PM

    Back at your car by 7:12 PM — 9 min before dark.

    0.2 mi to the viewpoint · 80 ft climb · 10 min of walking

  9. Wills Hill & Lake Pleasant via Plains Road 3.4 mi away

    Leave by 6:28 PM

    1. Leave trailhead6:28 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car7:14 PM
    5. Dark7:21 PM

    Back at your car by 7:14 PM — 7 min before dark.

    0.2 mi to the viewpoint · 11 min of walkingTrailhead visible from the viewpoint

  10. Lake Pleasant via Bartlett Road 3.1 mi away

    Leave by 6:27 PM

    1. Leave trailhead6:27 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car7:12 PM
    5. Dark7:21 PM

    Back at your car by 7:12 PM — 9 min before dark.

    0.2 mi to the viewpoint · 70 ft climb · 10 min of walkingTrailhead visible from the viewpoint

  11. Hope Street 3.5 mi away

    Leave by 6:28 PM

    1. Leave trailhead6:28 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car7:13 PM
    5. Dark7:21 PM

    Back at your car by 7:13 PM — 9 min before dark.

    0.2 mi to the viewpoint · 10 min of walking

  12. Dry Hill Road 6.1 mi away

    Leave by 6:04 PM

    1. Leave trailhead6:04 PM
    2. Sunset6:53 PM
    3. Head back7:08 PM
    4. At your car7:29 PM
    5. Dark7:21 PM

    Back at your car by 7:29 PM, after dark — bring a headlamp.

    0.8 mi to the viewpoint · 280 ft climb · 51 min of walking