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Winters Lane – Upwey Wishing Well loop from Dorchester West

Winters Lane – Upwey Wishing Well loop from Dorchester West

Moderate

4.4

(5)

124

riders

Winters Lane – Upwey Wishing Well loop from Dorchester West

02:24

39.9km

450m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: April 3, 2026

Tips

Temporary access restrictions

Includes segments with temporary access restrictions.

After 81 m for 191 m

Customers only

After 39.7 km for 191 m

Customers only

Waypoints

Start point

Train Station

Get Directions

4.91 km

View of Weymouth and Dorchester

Highlight • Cycleway

Be careful as it is unpaved. Passable on a road bike, and offers a good alternative to busy roads.

Tip by

12.1 km

Hyde Coppice

Forest

20.0 km

Chester's Coppice

Forest

25.9 km

Winters Lane

Highlight (Segment) • Trail

A great quiet lane for faster riding leaving Portesham heading east, with some twisty bits and a lovely view down to the sea.

Tip by

31.9 km

Upwey Wishing Well

Highlight • Historical Site

This sweet wishing well is actually the source of the River Wey, which flows south and enters the Channel at Weymouth. Unlike the sources of many rivers which are found …

Tip by

33.5 km

View of Maiden Castle and the Dorset Countryside

Highlight • Natural Monument

at the top of Goulds Hill you'll have one of the best views of possibly the most impressive Iron Age Fortresses on the planet

Tip by

39.9 km

End point

Train Station

Way Types & Surfaces

Way Types

32.8 km

5.32 km

1.13 km

309 m

193 m

118 m

< 100 m

Surfaces

21.6 km

16.7 km

1.25 km

327 m

Elevation

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

Highest point (140 m)

Lowest point (10 m)

Weather

Friday 26 June

26°C

15°C

11 %

Additional weather tips

Max wind speed: 15.0 km/h

to get more detailed weather forecasts along your route

Comments

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Winters Lane – Upwey Wishing Well loop from Dorchester West

View of Weymouth and Dorchester

Winters Lane

Upwey Wishing Well

View of Maiden Castle and the Dorset Countryside

Nearby routes

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