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Winchester trails

Click on a trail to view its statistics, map and profile.

Colden Common to Stoke Woods Loop

United Kingdom > England > Hampshire > Winchester > Colden Common

Loop hike from Colden Common via Colden Common Recreation Ground, The Green, Brambridge, Highbridge, Stoke Common Copse, Bowlake Copse, Stoke Park Farm and Leylands Farm. #Hiking #Loop #CountrySide #Park #Nature #Forest

Distance: 4.8 mi • Elevation gain: 262 ft • Maximum elevation: 164 ft

Cutler Park Reservation Loop

United States > Massachusetts > Middlesex County > Newton

Loop hike from Newton Highlands via Winchester Street, Nahanton Park, Charles River, Kendrick Street, Healthy Heart Trail, Kendrick Pond, Blue Heron Trail, Powells Island, Fourth Avenue, Upper Charles River Reservation and Needham Street. #Hiking #Loop #Nature #Forest #River #City

Distance: 10.3 mi • Elevation gain: 354 ft • Maximum elevation: 161 ft

Farley Mount track

United Kingdom > England > Hampshire > Test Valley > Ashley

Distance: 4.0 mi • Elevation gain: 463 ft • Maximum elevation: 564 ft

Whipple Hill

United States > Massachusetts > Middlesex County > Winchester

Distance: 0.6 mi • Elevation gain: 92 ft • Maximum elevation: 338 ft

Edge of field and woods

United Kingdom > England > Hampshire > Winchester

Distance: 0.5 mi • Elevation gain: 30 ft • Maximum elevation: 174 ft

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Needham Town Forest

United States > Massachusetts > Middlesex County > Newton

Afternoon Ride

Distance: 12.2 mi • Elevation gain: 633 ft • Maximum elevation: 213 ft

Four Marks Weathermore Lane

United Kingdom > England > Hampshire > East Hampshire > Four Marks

Distance: 2.3 mi • Elevation gain: 118 ft • Maximum elevation: 705 ft

Gear up for your next adventure:

🌡️Portable Weather Meter - Track weather conditions on the trail
📡Handheld GPS Device - Reliable handheld GPS for outdoor navigation
🛰️Satellite Messengers - Emergency SOS and two-way messaging for off-grid adventures

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