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Road cycling routes

South East England

Buckinghamshire

Chalfont St Peter

Barracks Hill – Penn Common Pond loop from Gerrards Cross

Road cycling routes

South East England

Buckinghamshire

Chalfont St Peter

Barracks Hill – Penn Common Pond loop from Gerrards Cross

Easy

4.8

(17)

164

riders

Barracks Hill – Penn Common Pond loop from Gerrards Cross

01:27

29.7km

250m

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: August 7, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Chilterns National Landscape

Waypoints

A

Start point

Bus stop

Get Directions

1

8.20 km

Grove's Windmill, Coleshill

Highlight • Monument

Grove's Windmill, Coleshill, is a tower windmill built in 1856, which ceased operations around 1903.

Tip by

2

8.65 km

All Saints Church, Barrack's Hill

Highlight • Religious Site

Built in 1856 this church was built by George Street in a Neo-Gothic style. Its beautiful proportions and unpretentious design was once praised by Sir John Betjeman.

Tip by

3

8.79 km

Barracks Hill

Highlight • Summit

A nice hill in Coleshill.

Tip by

4

10.6 km

The Plough, Winchmore Hill

Highlight • Cafe

Winchmore Hill goes back to the 12th century: there used to be a small settlement here supporting farms grouped around a Common and a pond (those were the days). In 1958, the pond was filled in, but luckily the Common is still here, on the edge of what used to be Wycombe Heath: 4,000 acres of open common land providing grazing for animals and material for firewood.

It's a lovely hamlet. There is a great information board, from which you can learn more about the history of the place. And a good pub in a village can never be wrong! - so make sure you make a stop at The Plough!

Tip by

5

15.7 km

The Red Lion, Penn

Highlight • Pub

A nice friendly local pub with good ales

Tip by

6

15.7 km

Penn Common Pond

Highlight • Lake

just over the road from the red lion

Tip by

7

16.5 km

Penn Village

Highlight • Settlement

Lovely scenic bit of road through Penn, pretty Chilterns village with old buildings - Penn is also the home of Mary Berry.

Tip by

8

16.9 km

Paul's Hill War Memorial

Highlight • Monument

B

29.7 km

End point

Bus stop

Way Types & Surfaces

Way Types

28.9 km

566 m

160 m

< 100 m

Surfaces

16.8 km

12.9 km

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Elevation

Elevation

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

Highest point (170 m)

Lowest point (80 m)

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Weather

Powered by Foreca

Thursday 6 August

26°C

9°C

0 %

Additional weather tips

Max wind speed: 11.0 km/h

to get more detailed weather forecasts along your route

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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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