The best road cycling routes around Lenox
4.0
(2)
337
riders
55
rides
Last updated: October 13, 2025
3.0
(1)
38
riders
1. Gould Meadows – Housatonic River Reservoir loop from Carey Corner
66.0km
02:58
690m
690m
Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
15
riders
2. Barbieri Reservoir – Gould Meadows loop from Carey Corner
48.3km
02:06
420m
420m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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3
riders
3. Hancock Shaker Village – Hudson and Leet Ore Beds Ponds loop from Lenox
52.9km
02:28
630m
630m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
4. Gould Meadows loop from Carey Corner
36.5km
02:15
470m
470m
Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
2
riders
5. Housatonic River Reservoir loop from Lenox
34.4km
01:41
350m
350m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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