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Shore Road "Monopoly Houses" – Cronin Beach loop from Highland/Cape Cod Light

Shore Road "Monopoly Houses" – Cronin Beach loop from Highland/Cape Cod Light

Easy

4.9

(5111)

17,258

riders

Shore Road "Monopoly Houses" – Cronin Beach loop from Highland/Cape Cod Light

00:37

15.7km

60m

Road cycling

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: July 17, 2026

Waypoints

Start point

Bus stop

Get Directions

3.01 km

High Head

Highlight • Natural

High Head is a small nature reserve across the road from Cronin Beach in Truro, Cape Cod. This is a great place to look out for sea birds and other wildlife as you ride past along the very tip of the state.

Tip by

7.84 km

Foss Woods

Highlight • Forest

Foss Woods, owned by the Town of Provincetown since 1996, is a small, 14.87 acre conservation area. The area includes a one-acre red maple/tupelo swamp along its eastern edge, formed in an old dune blowout depression with saturated soil. The landscape primarily consists of the back slope of a 60-ft high dune along its southern edge, featuring 50-year-old pines. An old cart path traverses from behind the Harbor Hotel to the old railroad bed and extends to Snail Road.

Tip by

9.67 km

Shore Road "Monopoly Houses"

Highlight (Segment) • Settlement

Perhaps one of the most iconic stretches of road as you roll into Provincetown at the very end of Cape Cod (and the state!), are the small, matching vacation cottages, or "monopoly houses" right at the edge of the shore. This is a truly special bit of cycling as you roll along these houses on a narrow strip of land between the ocean and East Harbor.

Tip by

12.8 km

Cronin Beach

Highlight • Beach

Cronin Beach is a small beach in Truro, Cape Cod. This small, but scenic, beach is right off the road and a great place to slow down as you ride and look out at the ocean, which is just mere yards away!

Tip by

15.7 km

End point

Bus stop

Way Types & Surfaces

Way Types

8.49 km

6.76 km

361 m

Surfaces

15.3 km

327 m

< 100 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Weather

Friday 17 July

25°C

19°C

-- %

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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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Shore Road "Monopoly Houses" – Cronin Beach loop from Highland/Cape Cod Light

High Head

Foss Woods

Shore Road "Monopoly Houses"

Cronin Beach

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