The best road cycling routes around Milton
5.0
(19)
629
riders
72
rides
Last updated: November 9, 2025
5.0
(2)
68
riders
1. Bear Mountain Bridge – View of Storm King Mountain loop from New Hamburg
100km
04:56
1,220m
1,220m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
43
riders
2. 1889 Rail Bed Trail – Walkway Over the Hudson loop from Poughkeepsie
119km
05:56
1,230m
1,230m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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43
riders
3. Dutchess Rail Trail – Walkway Over the Hudson loop from Crown Heights
62.8km
02:53
510m
510m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
26
riders
4. Walkway Over the Hudson – 1889 Rail Bed Trail loop from Poughkeepsie
61.1km
02:57
450m
450m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
12
riders
5. Walkway Over the Hudson – Dutchess Rail Trail loop from New Hamburg
77.8km
03:25
620m
620m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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