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United Kingdom
England
South West England
Gloucestershire
Tewkesbury
Winchcombe

Cleeve Hill Climb and Descent – Winchcombe loop from Winchcombe

Routes
United Kingdom
England
South West England
Gloucestershire
Tewkesbury
Winchcombe

Cleeve Hill Climb and Descent – Winchcombe loop from Winchcombe

Hard

2

riders

Cleeve Hill Climb and Descent – Winchcombe loop from Winchcombe

03:32

50.4km

740m

Gravel riding

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: October 8, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

The Cotswolds National Landscape

Waypoints

A

Start point

Bus stop

Get Directions
1

1.12 km

Winchcombe Historic Village Center

Highlight • Historical Site

Beautiful Cotswold village. Sudeley Castle is a highlight not to be missed. So are the climbs out of Winchcombe back onto the Cotswolds.

Tip by

2

5.13 km

Road is in good condition so just go for it!

Tip by

3

6.22 km

Looks daunting but is real good fun. If you can’t do it try the side (to the right from the top of it) and if you want to add to it go from higher up the hill

Tip by

4

8.28 km

Cleeve Hill Summit Path

Highlight (Segment) • Summit

Tick off the highest point in the Cotswolds

Tip by

5

10.7 km

Field Edge Singletrack

Highlight • Trail

6

19.2 km

A lovely stretch of singletrack that runs through Upcote plantation with fantastic views looking across the fields towards Withington. Try not to get too distracted by the views whilst cycling as the track gets bumpy and narrow in places.

Tip by

38.4 km

Hampen Railway Cutting

Nature Reserve

40.0 km

Archaeological Site

Archaeological Site

9

42.6 km

Brockhampton Park Manor House

Highlight • Historical Site

Brockhampton Park is a grade 2 listed manor house near Cheltenham. Originally built in 1640 it's seen many alterations and improvements over the years. The East Range was rebuilt between …

Tip by

45.6 km

Humblebee How

Forest

11

49.5 km

Winchcombe

Highlight • Historical Site

Lovely town and great road to cycling.

Tip by

B

50.4 km

End point

Bus stop

Loading

Way Types & Surfaces

Way Types

28.2 km

10.8 km

9.56 km

882 m

825 m

156 m

Surfaces

15.6 km

15.4 km

14.6 km

4.45 km

465 m

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Elevation

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

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Weather

Powered by Foreca

Sunday 11 October

18°C

10°C

49 %

Additional weather tips

Max wind speed: 17.0 km/h

to get more detailed weather forecasts along your route

Comments

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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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