Whittemore Glen State Park
Whittemore Glen State Park
The best road cycling routes in Whittemore Glen State Park
40
riders
28
rides
Last updated: October 16, 2025
15
riders
1. Judd Hill Pond – Cox Nature Reserve loop from Middlebury
47.6km
02:23
640m
640m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
2. Sherman Hill – Fenn Pond loop from Hillside Historic District
42.0km
02:02
550m
550m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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3
riders
3. Cox Nature Reserve – Judd Hill Pond loop from Middlebury
27.7km
01:20
340m
340m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
4. Long Meadow Pond – East Spring Brook loop from Middlebury
53.4km
02:38
670m
670m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
5. Hoadley Pond loop from Beacon Falls
19.3km
00:57
260m
260m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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