Sunset hikes near Shelter Island Heights, ny

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.

1. Silver Lake & Monsell Trail 1.6 mi away

   Leave by 6:46 PM

   1. Leave trailhead6:46 PM
   2. Sunset7:18 PM
   3. Head back7:33 PM
   4. At your car7:44 PM
   5. Dark7:46 PM

   Back at your car by 7:44 PM — 1 min before dark.

   0.5 mi to the viewpoint · 24 min of walking

2. Prentice Pond 1.8 mi away

   Leave by 6:44 PM

   1. Leave trailhead6:44 PM
   2. Sunset7:18 PM
   3. Head back7:33 PM
   4. At your car7:46 PM
   5. Dark7:46 PM

   Back at your car by 7:46 PM, after dark — bring a headlamp.

   0.6 mi to the viewpoint · 28 min of walking

3. Orient Beach State Park–Orient Beach, 3 beaches 5.2 mi away

   Leave by 6:34 PM

   1. Leave trailhead6:34 PM
   2. Sunset7:17 PM
   3. Head back7:32 PM
   4. At your car7:55 PM
   5. Dark7:45 PM

   Back at your car by 7:55 PM, after dark — bring a headlamp.

   1.0 mi to the viewpoint · 46 min of walking

4. Boston Post Road Pond 16.8 mi away

   Leave by 6:39 PM

   1. Leave trailhead6:39 PM
   2. Sunset7:17 PM
   3. Head back7:32 PM
   4. At your car7:50 PM
   5. Dark7:46 PM

   Back at your car by 7:50 PM, after dark — bring a headlamp.

   0.7 mi to the viewpoint · 36 min of walking

5. Whippoorwill Pond & Jimmy's Pond 16.8 mi away

   Leave by 6:39 PM

   1. Leave trailhead6:39 PM
   2. Sunset7:17 PM
   3. Head back7:32 PM
   4. At your car7:50 PM
   5. Dark7:46 PM

   Back at your car by 7:50 PM, after dark — bring a headlamp.

   0.7 mi to the viewpoint · 37 min of walking

6. Woods Road 16.8 mi away

   Leave by 6:37 PM

   1. Leave trailhead6:37 PM
   2. Sunset7:17 PM
   3. Head back7:32 PM
   4. At your car7:53 PM
   5. Dark7:46 PM

   Back at your car by 7:53 PM, after dark — bring a headlamp.

   0.8 mi to the viewpoint · 41 min of walking

7. Jimmy's Pond 16.8 mi away

   Leave by 6:30 PM

   1. Leave trailhead6:30 PM
   2. Sunset7:18 PM
   3. Head back7:33 PM
   4. At your car7:57 PM
   5. Dark7:46 PM

   Back at your car by 7:57 PM, after dark — bring a headlamp.

   1.0 mi to the viewpoint · 120 ft climb · 53 min of walking

8. Oak, 5' diameter & Woods Road 16.8 mi away

   Leave by 6:48 PM

   1. Leave trailhead6:48 PM
   2. Sunset7:17 PM
   3. Head back7:32 PM
   4. At your car7:39 PM
   5. Dark7:46 PM

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

   0.3 mi to the viewpoint · 110 ft climb · 15 min of walking

9. Old Boggy Hole Road 16 mi away

   Leave by 6:35 PM

   1. Leave trailhead6:35 PM
   2. Sunset7:18 PM
   3. Head back7:33 PM
   4. At your car7:53 PM
   5. Dark7:46 PM

   Back at your car by 7:53 PM, after dark — bring a headlamp.

   0.8 mi to the viewpoint · 120 ft climb · 42 min of walking

10. Jacobs Peak–Ingham Ponds, 4 lakes 15.4 mi away

    Leave by 6:50 PM

    1. Leave trailhead6:50 PM
    2. Sunset7:18 PM
    3. Head back7:33 PM
    4. At your car7:40 PM
    5. Dark7:46 PM

    Back at your car by 7:40 PM — 6 min before dark.

    0.3 mi to the viewpoint · 15 min of walking

11. Lake Rockview–Chalkers Millpond, 4 lakes 15.2 mi away

    Leave by 6:55 PM

    1. Leave trailhead6:55 PM
    2. Sunset7:18 PM
    3. Head back7:33 PM
    4. At your car7:35 PM
    5. Dark7:46 PM

    Back at your car by 7:35 PM — 11 min before dark.

    0.1 mi to the viewpoint · 5 min of walking

12. Chalkers Millpond–Crystal Lake, 3 lakes 15.3 mi away

    Leave by 6:55 PM

    1. Leave trailhead6:55 PM
    2. Sunset7:18 PM
    3. Head back7:33 PM
    4. At your car7:35 PM
    5. Dark7:46 PM

    Back at your car by 7:35 PM — 11 min before dark.

    0.1 mi to the viewpoint · 5 min of walking