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Woldingham School Road – View of Kent Downs Vineyards loop from Caterham

Woldingham School Road – View of Kent Downs Vineyards loop from Caterham

Moderate

riders

Woldingham School Road – View of Kent Downs Vineyards loop from Caterham

02:45

52.5km

670m

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 23, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Surrey Hills National Landscape

Kent Downs National Landscape

Waypoints

Start point

Train Station

Get Directions

2.88 km

Woldingham School Road

Highlight (Segment) • Viewpoint

Beautiful stretch of quiet road that runs through the farms and schools of Woldingham.

Tip by

8.34 km

Hanging Wood

Forest

11.1 km

The Ridge (East), Surrey Hills

Highlight (Segment) • Cycleway

Be very careful here as the tree coverings mean the ground takes longer to dry and can be very slippy. We had a big fall here.

Tip by

13.7 km

View from the North Downs over the Weald of Kent

Highlight • Viewpoint

This (of course) is not actually a view "of the North Downs": it is a view from the North Downs over the Weald of Kent. On a good day you …

Tip by

13.7 km

View of Surrey Hills National Landscape

Highlight • Natural Monument

If you head towards Bromley from here it’s pretty much all downhill for 800/900ft approx.

Tip by

15.4 km

Pilgrims Way (East of Rectory Lane)

Highlight (Segment) • Trail

A great little section of Pilgrims Way with great views of the Westerham valley. Generally a very quiet road.

Tip by

16.1 km

View of Kent Downs Vineyards

Highlight • Viewpoint

One of many lovely views over vineyards along or close to the Pilgrim's Way.

Tip by

16.3 km

Pilgrims' Way Beside Squerryes Vineyard

Highlight (Segment) • Cycleway

A short tree covered run of the Pilgrim's way with views of the valley below and running alongside the Squerryes vineyards.

Tip by

25.8 km

View of Kent from Toys Hill Well

Highlight • Viewpoint

Nice views, but also a good excuse to stop halfway up Toys Hill...

Tip by

26.9 km

Derby Wood

Forest

52.5 km

End point

Train Station

Way Types & Surfaces

Way Types

45.0 km

5.99 km

869 m

612 m

< 100 m

Surfaces

35.0 km

17.1 km

441 m

< 100 m

Elevation

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

Highest point (270 m)

Lowest point (60 m)

Weather

Wednesday 24 June

31°C

18°C

0 %

Additional weather tips

Max wind speed: 19.0 km/h

to get more detailed weather forecasts along your route

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Woldingham School Road – View of Kent Downs Vineyards loop from Caterham

Woldingham School Road

The Ridge (East), Surrey Hills

View from the North Downs over the Weald of Kent

View of Surrey Hills National Landscape

Pilgrims Way (East of Rectory Lane)

View of Kent Downs Vineyards

Pilgrims' Way Beside Squerryes Vineyard

View of Kent from Toys Hill Well

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