The best cycling routes around Middlebury
5.0
(9)
159
riders
5
rides
Last updated: October 16, 2025
42
riders
1. Shipshewana loop from Middlebury
31.9km
01:48
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(3)
32
riders
2. Goshen – Pumpkinvine Nature Trail loop from Middlebury
37.6km
02:16
110m
110m
Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(3)
17
riders
3. Goshen – Pumpkinvine Nature Trail loop from Middlebury
20.2km
01:09
60m
60m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
6
riders
4. Wesdorp Nature Preserve loop from Shipshewana
25.5km
01:27
60m
60m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5
riders
5. Pumpkinvine Nature Trail – Covered Bridge loop from Middlebury
25.5km
01:31
90m
90m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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