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Hiking trails & Routes

South East England

Buckinghamshire

Princes Risborough

View from Whiteleaf Hill – View of Chequers Court loop from Monks Risborough

Hiking trails & Routes

South East England

Buckinghamshire

Princes Risborough

View from Whiteleaf Hill – View of Chequers Court loop from Monks Risborough

Moderate

4.9

(23)

106

hikers

View from Whiteleaf Hill – View of Chequers Court loop from Monks Risborough

04:16

14.9km

350m

Hiking

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: May 8, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Chilterns National Landscape

Waypoints

A

Start point

Train Station

Get Directions

1

2.03 km

Whiteleaf Cross

Highlight • Monument

Whiteleaf Cross is a striking hill carving on Whiteleaf Hill in Buckinghamshire. The carving, which reveals the underlying chalk, depicts a Christian cross sat on top of a triangular base, …

Tip by

2

3.35 km

View from Whiteleaf Hill

Highlight • Viewpoint

Whiteleaf is within easy walking distance of the train station (you can get a train to Princes Risborough - walk a little, then get the train back from Monks Risborough) …

Tip by

3

4.10 km

The Plough at Cadsden

Highlight • Restaurant

fantastic place, good food, dogs and kids friendly

Tip by

4

5.04 km

View from the Grangelands and the Rifle Range

Highlight • Natural Monument

There is a phenomenal view to the north from here - long sweeping views of the forested hills and down towards Great Kimble and beyond. This is the stuff of …

Tip by

5

6.07 km

View of Chequers Court

Highlight • Natural Monument

Chequers Court is a 16th century manor house that was signed over to the British government via The Chequers Estate Act 1917. Originally built in 1565, it has housed royalty …

Tip by

6

6.67 km

Chequers Estate Entrance

Highlight • Trail

The entrance to Chequers has a really cool moving security camera

Tip by

7

6.99 km

Nature Reserve Entrance

Highlight • Rest Area

8

7.09 km

Buckmoorend Farm Shop

Highlight • Rest Area

Nice Place to stop for a drink & a cake

Tip by

7.91 km

Chisley Wood

Forest

10.1 km

Little Boy's Heath

Forest

B

14.9 km

End point

Train Station

Way Types & Surfaces

Way Types

6.19 km

4.72 km

2.01 km

1.34 km

519 m

115 m

Surfaces

6.88 km

2.52 km

2.01 km

1.71 km

933 m

824 m

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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 (250 m)

Lowest point (100 m)

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Weather

Powered by Foreca

Friday 26 June

30°C

17°C

-- %

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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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