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Routes
Road cycling routes
United States
Massachusetts
Barnstable County

Dennis

The best road cycling routes around Dennis

4.4

(25)

1,320

riders

56

rides

Want to go road cycling around Dennis? We’ve reviewed all of the road rides around Dennis to identify the best. Explore them all here, and find your perfect road cycling route around Dennis.

Last updated: November 29, 2025

58

riders

1. Provincetown from South Yarmouth via the Cape Cod Rail Trail

160km

06:26

710m

710m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Browse the best Road cycling routes in other regions.

BarnstableWest YarmouthBourneCape Cod National SeashorePocassetSouth YarmouthYarmouth PortBuzzards BayNorth EasthamSouth DennisOrleansWest ChathamForestdaleWoods HoleMonument BeachFalmouthEast SandwichWest FalmouthEast HarwichNorth FalmouthSagamoreNickerson State ParkChathamEast FalmouthSandwichNorthwest HarwichSouth Cape Beach State ParkHarwich CenterBrewsterProvincetownSeabrookMashpee National Wildlife RefugeMonomoy National Wildlife RefugeHarwich PortTeaticketNew SeaburyPopponesset IslandPopponessetMashpee NeckWest DennisSeconsett IslandMonomoscoy IslandMonomoy WildernessEast DennisDennis Port

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