The best gravel rides around Windsor
5.0
(2)
28
riders
9
rides
Last updated: November 8, 2025
5.0
(1)
6
riders
1. Gravel loop from Windsor
28.0km
02:54
490m
490m
Expert gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
6
riders
2. Taftsville Covered Bridge – Billings Farm & Museum loop from Windsor
78.2km
08:22
1,680m
1,680m
Expert gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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3
riders
3. Bowers Covered Bridge loop from Windsor
29.3km
03:14
670m
670m
Expert gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
1
riders
4. Gravel loop from Windsor
20.8km
02:13
450m
450m
Expert gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
5. Quechee Covered Bridge – Taftsville Covered Bridge loop from Plainfield
42.5km
03:58
700m
700m
Expert gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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