The best road cycling routes in Massasoit State Park
4.3
(5)
185
riders
43
rides
Last updated: October 10, 2025
4
riders
1. Massasoit State Park & Lakeville loop via Assawompset Pond
38.5km
01:33
150m
150m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4
riders
2. Lakeville Entrance loop from Sampsons Corner
25.8km
01:08
120m
120m
Intermediate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
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4.0
(1)
60
riders
3. View of Assawompset Pond – Long Pond loop from Lakeville
51.9km
02:10
200m
200m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(1)
3
riders
4. Long Pond – View of Assawompset Pond loop from Lakeville
48.3km
01:59
210m
210m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4
riders
5. Myles Standish State Forest – Rocky Pond loop from Lakeville
99.3km
04:23
460m
460m
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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