1 mi from youBear Hill Trail
- Summits Bear Hill
- 1,016 ft of climbing
7.7 mi out & back · 1,016 ft gain · Moderate
MA

12.2 mi loop · 2,113 ft gain · 288 ft high point · Very hard
Loop with the Historic Trail, the Virginia Wood Trail, the Pine Grove Path, the Melrose Path, the Rock Circuit Trail, and the Cross Fells Trail
MA · OpenStreetMap contributors
Skyline Trail is a 12.2-mile loop climbing 2,113 ft through Middlesex Fells, reaching Pasture Hill, Pine Hill, and multiple reservoirs and peaks.
2,113 ft of gain, the approach both ways included.
Ranked the same way, within twenty-five miles.
What the trail reaches, measured from the start.
The hike from its start, the approach dashed. Drag with two fingers, or hold a key to zoom.
Trail data: USFS, NPS, © OpenStreetMap contributors (ODbL). Elevation: USGS 3DEP via Mapzen terrain tiles. Nearby reading: Wikipedia. Photos: Wikimedia Commons contributors, licensed as shown on each photo. Download the trail and feature data.
7.7 mi loop · 496 ft gain · Moderate
MA
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Today: Partly Sunny · wind 7 to 10 mph W