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Wilsondale Street – Claybrook Road loop from Dover-Sherborn Regional Schools

Wilsondale Street – Claybrook Road loop from Dover-Sherborn Regional Schools

Moderate

3.3

(18)

riders

Wilsondale Street – Claybrook Road loop from Dover-Sherborn Regional Schools

02:26

55.9km

470m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: April 30, 2026

Waypoints

Start point

Parking

Get Directions

13.3 km

Wilsondale Street

Highlight (Segment) • Cycleway

Starting from Dedham St, after a short climb up Strawberry Hill, you can enjoy the downs and ups as you zip along Wilsondale. There's some tight turns, so be careful, …

Tip by

21.8 km

Dover Conservation Land

Nature Reserve

24.3 km

Claybrook Road

Highlight (Segment) • Cycleway

A winding smooth rolling road, with not too much traffic. Trees, ponds, swans, and McMansions on either side, and all the time a slight gradient keeps you working.

Towards the …

Tip by

27.3 km

As you ride through this area, you can enjoy the beautiful scenery. The lush and dense green forest spans 42 acres, with some open areas exclusively designated for walking. It's a pleasant resting spot to appreciate the surrounding area.

Tip by

31.1 km

Trout Brook

Nature Reserve

46.3 km

Pine Street Time Trial Section

Highlight (Segment) • Cycleway

This is a beautiful rolling-hill road with very little traffic on it that is perfect for working on your TT form.

Tip by

55.9 km

End point

Parking

Way Types & Surfaces

Way Types

36.7 km

19.2 km

< 100 m

Surfaces

54.4 km

1.18 km

224 m

< 100 m

Elevation

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

Highest point (100 m)

Lowest point (30 m)

Weather

Friday 5 June

31°C

13°C

-- %

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Wilsondale Street – Claybrook Road loop from Dover-Sherborn Regional Schools

Wilsondale Street

Claybrook Road

Gregg Conservation Land

Pine Street Time Trial Section

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