Hillside Pond–Kayla's Pond, 5 sights is a 10-mile out-and-back in Blue Hills Reservation near Readville Manor, MA. The route passes Hillside Pond and Kayla's Pond. It climbs 704 ft. It scores 7/100 on the Ambleway Wildness scale: paved and peopled.
Elevation
0 mi125 – 358 ft11.5 mi
Getting there
Trailhead: Summit Road 42.22095, -71.11848
Nearest town Readville Manor, MA
Directions
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Hillside Pond–Kayla's Pond, 5 sights
10 mi · ▲ 704 ft · 3 hr 41 min
Elevation 126–358 ft
Out & Back · Blue Hills Reservation
Trailhead: Summit Road · 42.22095, -71.11848
Weather Aug 4: Rain, high 78°F / low 70° · precip 97% · wind 8 mph · sunrise 5:40 AM · sunset 8:03 PM
Transit-accessible: 1904 Canton Ave @ Trailside Museum stop 303 m from the trailhead · Toilets at the trailhead · Parking lot at the trailhead
- Start at the trailhead, heading S.
- 350 ftSharp left, heading NE.
- 250 ftContinue straight onto Wolcott Path, heading N.
- 300 ftTurn right onto Summit Road, heading NE.
- 50 ftTurn left onto Wolcott Path, heading NE.
- 1.2 miBear left, heading SE.
- 50 ftBear left, heading SE.
- 400 ftTurn left, heading E.
- 50 ftTurn right, heading E.
- 50 ftBear left, heading E.
- 0.2 miPass Hillside Pond.
- 350 ftBear right, heading NE.
- 0.2 miTurn left onto Dark Hollow Path, heading E.
- 50 ftBear left, heading E.
- 0.1 miBear right, heading E.
- 50 ftBear left, heading E.
- 0.1 miBear left, heading SE.
- 400 ftBear left, heading E.
- 0.2 miBear left, heading E.
- 0.4 miTurn left onto Red Dot Loop, heading E.
- 350 ftTurn right, heading NE.
- 0.6 miBear left, heading NE.
- 50 ftBear right onto Headquarters Path, heading NE.
- 250 ftTurn right, heading NE.
- 0.3 miSharp right, heading NE.
- 0.5 miContinue straight onto Indian Camp Path, heading E.
- 350 ftPass Kayla's Pond.
- 0.5 miSharp left onto Pipe Line, heading E.
- 0.2 miReach Hillside Pond, then turn around and head back the way you came.
- 0.2 miSharp right onto Indian Camp Path, heading SE.
- 1.1 miSharp left, heading NW.
- 0.3 miTurn left onto Headquarters Path, heading SW.
- 250 ftBear left, heading SW.
- 0.6 miTurn left onto Red Dot Loop, heading W.
- 350 ftTurn right, heading W.
- 0.4 miBear right, heading SW.
- 0.2 miBear right, heading SW.
- 350 ftBear right, heading SW.
- 0.1 miBear right, heading SW.
- 50 ftBear left, heading SW.
- 0.1 miBear right onto Dark Hollow Path, heading S.
- 50 ftTurn right, heading S.
- 0.2 miBear left, heading W.
- 0.3 miBear right, heading SW.
- 50 ftTurn left, heading SW.
- 50 ftTurn right, heading SW.
- 400 ftBear right, heading W.
- 100 ftBear right, heading W.
- 50 ftContinue straight onto Wolcott Path, heading W.
- 1.2 miTurn right onto Summit Road, heading NW.
- 50 ftTurn left onto Wolcott Path, heading NW.
- 0.1 miSharp right, heading NW.
- 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
58% dirt17% gravel1% paved24% unspecified
Weather
RainTemperature 78°F70°
Precip97%Wind8 mphUV2Humidity76%
Rained 0.6″ 5 days ago
Hourly temperatureRain chance
80°65°
Sunrise 5:40 AM12 AM3 AM9 AM12 PM3 PM6 PMSunset 8:03 PM
Tue
84°63°
Wed
84°64°
Thu
88°70°
26%
Fri
97°73°
29%
Sat
94°72°
36%
Sun
97°72°
15%
Sunset
The best sunset spot on this hike is 2.9 mi in (~78 min). Leave by 6:25 PM for the 8:03 PM sunset. Back at your car by 9:37 PM, after dark — bring a headlamp.
Good to know
- Transit-accessible: 1904 Canton Ave @ Trailside Museum stop 303 m from the trailhead
- Toilets at the trailhead
- Parking lot at the trailhead
Other ways to reach this destination
More from Summit Road Trailhead
- Wolcott Hill–Path Continues, 3 sights 1.9 mi · ▲ 413 ft
- Border Path & Puddle Path via Wolcott Path 2 mi · ▲ 244 ft
- Hemenway Hill–Breakneck Ledge, 4 sights 2.2 mi · ▲ 300 ft
- Wolcott Path 2.4 mi · ▲ 205 ft
- Wolcott Path 2.4 mi · ▲ 205 ft
- Wolcott Path 2.5 mi · ▲ 168 ft
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Hikes near Readville Manor, Massachusetts