Whipple Hill Loop
ElevationAscent: 214' 65 m
Descent: -213' -65 m
High: 357' 109 m
Low: 183' 56 m
GradeAvg Grade: 3% (2°)
Max Grade: 13% (7°)
Popular runs nearby
Beaver Brook Loop
2.6 mi 4.2 km • Loop • 256 ft Ascent 78.08 m Ascent
Wright's Tower Out-and-Back
0.9 mi 1.5 km • Out and Back • 138 ft Ascent 42 m Ascent
1.8 mi 2.9 km • Loop • 44 ft Ascent 13.43 m Ascent
Noanet Pond Loop
2.1 mi 3.3 km • Loop • 124 ft Ascent 37.69 m Ascent
Caryl Park - Noanet Peak Loop
2.4 mi 3.9 km • Loop • 260 ft Ascent 79.17 m Ascent
3.5 mi 5.7 km • Loop • 227 ft Ascent 69.24 m Ascent
Navigate on-trail with our free app
“A local favorite for a nice stroll through the woods or more aerobic workout to the highest point in Lexington.”— Zander Göpfert
This loop run starts from the southern end parking off Summer St. and utilizes the outer trail sections on the west side up to the summit of Whipple Hill before returning past the vernal pool, Locke Pond, and the main trail thoroughfare along the seasonal stream back to the southern end.
For this loop run, start at the Summer Street parking area in the south and head north on the ACROSS Lexington trail toward junction 17. Turn left (west) onto the red-blazed Geology Loop (Red) to begin the ascent toward the summit of Whipple Hill. When the leaves are down, the higher you get can afford nice views toward the Boston skyline to the southeast and Mount Wachusett to the west.
From the rocky summit, continue north toward the access trail for the Winchester parking area (Johnson Rd Access) before taking a hard right turn at the northern entry point onto the ACROSS Lexington trail down toward the vernal pool and Locke Pond, with Wright Locke Farm beyond it.
At junction 9, head left (east) onto the Farm/Wetland Loop (Yellow) around Locke Pond, staying right at all junctions including number 10 for a brief connector toward junction 6 and the main trail thoroughfare to the left (southwest) back toward the main parking area. This stretch will be blazed in blue and yellow for the ACROSS Lexington trail and Farm/Wetland Loop (Yellow).
Run this trail?
We need help with the following missing trail information:
History & Background
Is something wrong? Let us know. Have photos to share? Help fellow runners know what's here.