Skyline Viewpoint–Kayla's Pond, 3 sights
5.3 mi · ▲ 255 ft · 1 hr 54 min
Skyline Viewpoint–Kayla's Pond, 3 sights is a 5.3-mile out-and-back in Blue Hills Reservation near Milton, MA. The route passes Kayla's Pond before reaching Skyline Viewpoint at the turnaround, 2.7 miles in. It climbs 255 ft. It scores 7/100 on the Ambleway Wildness scale: paved and peopled.
Elevation
Getting there
Directions
Skyline Viewpoint–Kayla's Pond, 3 sights
5.3 mi · ▲ 255 ft · 1 hr 54 min
Elevation 105–245 ft
Out & Back · Blue Hills Reservation
Trailhead: 42.24578, -71.05197
Weather Sep 20: Drizzle, high 62°F / low 49° · precip 48% · wind 2 mph · sunrise 6:30 AM · sunset 6:47 PM
Transit-accessible: Pleasant St @ Lawrence Rd stop 684 m from the trailhead
- Start at the trailhead, heading W.
- 100 ftBear left, heading SW.
- 0.3 miTurn right, heading NW.
- 250 ftBear right, heading NW.
- 0.4 miTurn left, heading W.
- 100 ftBear right, heading W.
- 0.6 miSharp right onto Headquarters Path, heading E.
- 0.4 miTurn left, heading S.
- 0.2 miSharp right, heading E.
- 0.6 miContinue straight onto Indian Camp Path, heading NE.
- 350 ftPass Kayla's Pond.
- 350 ftTurn left onto Skyline Trail, heading E.
- 150 ftReach Skyline Viewpoint, then turn around and head back the way you came.
- 150 ftTurn right onto Indian Camp Path, heading E.
- 0.7 miSharp left, heading W.
- 0.2 miTurn right onto Headquarters Path, heading NW.
- 0.4 miSharp left, heading NE.
- 0.6 miBear left, heading NW.
- 50 ftTurn right, heading NW.
- 0.4 miBear left, heading NE.
- 200 ftTurn left, heading E.
- 0.3 miBear right, heading S.
- 50 ftArrive back at the trailhead.
Each distance is the walk from the previous step. Tap a step for a map of its junction.
Trail surface
Weather
Sunset
The best sunset spot on this hike is right at the trailhead, so there is no walk out. Be there by 6:27 PM to have the sun's last 20 minutes of sky before it sets at 6:47 PM. Your car is right there — dark at 7:15 PM.
Good to know
- Transit-accessible: Pleasant St @ Lawrence Rd stop 684 m from the trailhead
Other ways to reach this destination
More from this trailhead
- Headquarters Path 7.4 mi · ▲ 884 ft
- Rattlesnake Hill–The Shield, 3 cliffs 5.7 mi · ▲ 470 ft
- Pakomet Spring–Hawk Hill Path, 4 sights 7.4 mi · ▲ 507 ft
- Headquarters Path 7.4 mi · ▲ 943 ft
- Houghton Hill–Hillside Pond, 4 sights 9.4 mi · ▲ 964 ft
- Boyce Hill–Buck Hill, 3 summits 7.8 mi · ▲ 904 ft
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Hikes near Milton, Massachusetts