AMBLEWAY Wildest hikes

Sunset hikes near Roxbury, 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.

10 of 12 spots
  1. Scarboro Pond via Pierpont Road 0.8 mi away

    Leave by 6:21 PM

    1. Leave trailhead6:21 PM
    2. Sunset6:44 PM
    3. Head back6:59 PM
    4. At your car7:00 PM
    5. Dark7:12 PM

    Back at your car by 7:00 PM — 12 min before dark.

    0.1 mi to the viewpoint · 3 min of walking

  2. Scarboro Hill & Scarboro Pond via Pierpont Road 0.9 mi away

    Leave by 6:15 PM

    1. Leave trailhead6:15 PM
    2. Sunset6:44 PM
    3. Head back6:59 PM
    4. At your car7:07 PM
    5. Dark7:12 PM

    Back at your car by 7:07 PM — 5 min before dark.

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

  3. Peters Hill–Hemlock Hill Loop, 3 groves 2.6 mi away

    Leave by 6:06 PM

    1. Leave trailhead6:06 PM
    2. Sunset6:44 PM
    3. Head back6:59 PM
    4. At your car7:14 PM
    5. Dark7:12 PM

    Back at your car by 7:14 PM, after dark — bring a headlamp.

    0.5 mi to the viewpoint · 150 ft climb · 33 min of walking

  4. Sunset Bay & Dr. Paul Dudley White Path 2.6 mi away

    Be there by 6:24 PM

    1. Be there6:24 PM
    2. Sunset6:44 PM
    3. Dark7:12 PM

    Your car is right there — dark at 7:12 PM.

    The viewpoint is right at the trailhead

  5. Charles River Basin–View of Boston from BU Bridge, 4 lakes 1.8 mi away

    Leave by 6:00 PM

    1. Leave trailhead6:00 PM
    2. Sunset6:43 PM
    3. Head back6:58 PM
    4. At your car7:22 PM
    5. Dark7:12 PM

    Back at your car by 7:22 PM, after dark — bring a headlamp.

    1.0 mi to the viewpoint · 48 min of walkingCar visible from the viewpoint

  6. Skyline Viewpoint & Headquarters Path 5.9 mi away

    Be there by 6:23 PM

    1. Be there6:23 PM
    2. Sunset6:43 PM
    3. Dark7:11 PM

    Your car is right there — dark at 7:11 PM.

    The viewpoint is right at the trailhead

  7. Breeze Hill–Houghton's Pond, 4 lakes 5.9 mi away

    Be there by 6:23 PM

    1. Be there6:23 PM
    2. Sunset6:43 PM
    3. Dark7:11 PM

    Your car is right there — dark at 7:11 PM.

    The viewpoint is right at the trailhead

  8. Houghton's Pond–Hillside Pond, 4 lakes 5.9 mi away

    Be there by 6:23 PM

    1. Be there6:23 PM
    2. Sunset6:43 PM
    3. Dark7:11 PM

    Your car is right there — dark at 7:11 PM.

    The viewpoint is right at the trailhead

  9. Kitchamakin Hill & Skyline Viewpoint via Skyline Trail 5.9 mi away

    Be there by 6:23 PM

    1. Be there6:23 PM
    2. Sunset6:43 PM
    3. Dark7:11 PM

    Your car is right there — dark at 7:11 PM.

    The viewpoint is right at the trailhead

  10. Hancock Hill–Hillside Pond, 3 summits 5.9 mi away

    Be there by 6:23 PM

    1. Be there6:23 PM
    2. Sunset6:43 PM
    3. Dark7:11 PM

    Your car is right there — dark at 7:11 PM.

    The viewpoint is right at the trailhead

  11. Hawk Hill Viewpoint–Hawk Hill Path, 3 sights 5.9 mi away

    Be there by 6:23 PM

    1. Be there6:23 PM
    2. Sunset6:43 PM
    3. Dark7:11 PM

    Your car is right there — dark at 7:11 PM.

    The viewpoint is right at the trailhead

  12. Pakomet Spring–Hawk Hill Path, 4 sights 5.9 mi away

    Be there by 6:23 PM

    1. Be there6:23 PM
    2. Sunset6:43 PM
    3. Dark7:11 PM

    Your car is right there — dark at 7:11 PM.

    The viewpoint is right at the trailhead

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