The best road cycling routes around The Pinehills
4.8
(5)
190
riders
25
rides
Last updated: October 20, 2025
4.5
(4)
78
riders
1. Cape Cod Canal Bikeway loop from Sandwich
37.3km
01:46
110m
110m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
20
riders
2. Gallows Pond – Long Pond loop from Toll Brothers At the Pinehills
118km
05:33
530m
530m
Expert road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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15
riders
Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
12
riders
4. Mayflower II – Plymouth Rock loop from Toll Brothers At the Pinehills
45.2km
02:03
300m
300m
Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
8
riders
5. East Head Pond – Tremont Mill Pond loop from Plymouth
82.0km
04:02
370m
370m
Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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