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Hiking trails & Routes
United Kingdom
England
South East England
Buckinghamshire
Wycombe
Princes Risborough

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

Routes
Hiking trails & Routes
United Kingdom
England
South East England
Buckinghamshire
Wycombe
Princes Risborough

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

Moderate

4.9

(7)

27

hikers

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

03:08

11.2km

220m

Hiking

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: May 12, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Chilterns National Landscape

Waypoints

A

Start point

Parking

Get Directions

2.59 km

Grimms Dyke

Archaeological Site

2

3.42 km

Hampden House

Highlight • Historical Site

This site was the home of the Hampden family from Saxon times. Parts of the present house date back to the 14th century and the core is a late 16th century hall. It was almost totally rebuilt in the 1750s in so-called Strawberry Hill Gothic style, including the battlements and pointed arch windows. More recently it was used as the setting for Hammer House of Horror films. The Hampden family finally sold the house in 1985. It is now owned by an insurance company and used as a venue for weddings.
en.wikipedia.org/wiki/Hampden_House
nationaltrust.org.uk/chilterns-countryside/trails/the-hampdens-trail

Tip by

3.81 km

Lady Hampden's Wood

Forest

5.50 km

Hengrove Wood

Forest

5

6.90 km

Buckmoorend Farm Shop

Highlight • Rest Area

Nice Place to stop for a drink & a cake

Tip by

6

7.30 km

Chequers Estate Entrance

Highlight • Trail

The entrance to Chequers has a really cool moving security camera

Tip by

7

7.90 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 through the ages, including Lady Mary Grey, granddaughter of King Henry VIII.

Tip by

8

8.93 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 poets live for!

By the way, do give the Granglelands and the Rifle Range information board a read for more information about this beautiful chalk grassland area. The place is teeming with life: including butterflies such as Brimstones, Common Blues and Marbled Whites to be spotted in the spring and summer months.

Tip by

9

9.87 km

The Plough at Cadsden

Highlight • Restaurant

fantastic place, good food, dogs and kids friendly

Tip by

10

10.7 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, like the top of a church's gable. The exact origin of the carving is unclear, with the earliest reference dating back to 1742.

Tip by

11

10.7 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) and has a beautiful viewpoint. It also looks very different depending on what time of year you visit! Definitely a place to go and sit and think. :)

Tip by

B

11.2 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

4.56 km

4.30 km

1.83 km

338 m

138 m

Surfaces

5.45 km

2.45 km

2.41 km

424 m

298 m

139 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

Tuesday 14 July

28°C

15°C

0 %

Additional weather tips

Max wind speed: 22.0 km/h

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