AMBLEWAY Wildest hikes

Sunset hikes near Winchester, 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. Horn Pond Mountain–Nolan's Viewpoint, 4 beaches 1.4 mi away

    Leave by 6:50 PM

    1. Leave trailhead6:50 PM
    2. Sunset7:16 PM
    3. Head back7:31 PM
    4. At your car7:35 PM
    5. Dark7:45 PM

    Back at your car by 7:35 PM — 10 min before dark.

    0.2 mi to the viewpoint · 9 min of walking

  2. Whipple Hill–Geology Viewpoint Loop, 5 lakes 3.1 mi away

    Leave by 6:53 PM

    1. Leave trailhead6:53 PM
    2. Sunset7:16 PM
    3. Head back7:31 PM
    4. At your car7:36 PM
    5. Dark7:45 PM

    Back at your car by 7:36 PM — 9 min before dark.

    0.1 mi to the viewpoint · 8 min of walking

  3. Horn Pond & Horn Pond Conservation Area Beach 1.7 mi away

    Leave by 6:54 PM

    1. Leave trailhead6:54 PM
    2. Sunset7:16 PM
    3. Head back7:31 PM
    4. At your car7:32 PM
    5. Dark7:45 PM

    Back at your car by 7:32 PM — 12 min before dark.

    0.1 mi to the viewpoint · 3 min of walkingCar visible from the viewpoint

  4. Tri-Community Greenway 2.1 mi away

    Leave by 6:54 PM

    1. Leave trailhead6:54 PM
    2. Sunset7:16 PM
    3. Head back7:31 PM
    4. At your car7:32 PM
    5. Dark7:44 PM

    Back at your car by 7:32 PM — 12 min before dark.

    0.1 mi to the viewpoint · 4 min of walking

  5. rock sofa–North Reservoir, 4 lakes 1.4 mi away

    Be there by 6:56 PM

    1. Be there6:56 PM
    2. Sunset7:16 PM
    3. Dark7:44 PM

    Your car is right there — dark at 7:44 PM.

    The viewpoint is right at the trailhead

  6. Winthrop Hill–Taylor Mountain, 6 lakes 1.6 mi away

    Be there by 6:56 PM

    1. Be there6:56 PM
    2. Sunset7:16 PM
    3. Dark7:44 PM

    Your car is right there — dark at 7:44 PM.

    The viewpoint is right at the trailhead

  7. South Reservoir–Bellevue Pond, 4 lakes 0.9 mi away

    Be there by 6:56 PM

    1. Be there6:56 PM
    2. Sunset7:16 PM
    3. Dark7:44 PM

    Your car is right there — dark at 7:44 PM.

    The viewpoint is right at the trailhead

  8. Long Pond & Cranberry Pond Path via Nanepashemet Road 0.8 mi away

    Be there by 6:56 PM

    1. Be there6:56 PM
    2. Sunset7:16 PM
    3. Dark7:44 PM

    Your car is right there — dark at 7:44 PM.

    The viewpoint is right at the trailhead

  9. Middlesex Fells Reservation Viewpoint & Long Pond via Nanepashemet Road 0.9 mi away

    Be there by 6:56 PM

    1. Be there6:56 PM
    2. Sunset7:16 PM
    3. Dark7:44 PM

    Your car is right there — dark at 7:44 PM.

    The viewpoint is right at the trailhead

  10. Pipeline Trail & Whispering Hill Loop 3.7 mi away

    Leave by 6:44 PM

    1. Leave trailhead6:44 PM
    2. Sunset7:16 PM
    3. Head back7:31 PM
    4. At your car7:39 PM
    5. Dark7:45 PM

    Back at your car by 7:39 PM — 6 min before dark.

    0.3 mi to the viewpoint · 140 ft climb · 20 min of walking

  11. Whispering Hill–Babylon Hill, 5 sights 3.9 mi away

    Leave by 6:45 PM

    1. Leave trailhead6:45 PM
    2. Sunset7:16 PM
    3. Head back7:31 PM
    4. At your car7:40 PM
    5. Dark7:45 PM

    Back at your car by 7:40 PM — 5 min before dark.

    0.4 mi to the viewpoint · 60 ft climb · 20 min of walking

  12. Mill Pond Reservoir Loop via Bridge and Cliff 4.8 mi away

    Leave by 6:46 PM

    1. Leave trailhead6:46 PM
    2. Sunset7:16 PM
    3. Head back7:31 PM
    4. At your car7:41 PM
    5. Dark7:45 PM

    Back at your car by 7:41 PM — 3 min before dark.

    0.4 mi to the viewpoint · 20 min of walking

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