Skip to content
The Boer War memorial on Coombe Hill in the summer with purple flowers in the grass
The Boer War memorial at Coombe Hill | © National Trust Images/Hugh Mothersole
Oxfordshire, Buckinghamshire & Berkshire

Coombe Hill and Chequers trail

This is a moderately energetic circular walk offering panoramic views across the Aylesbury Vale. You will see rare chalk grassland, beautiful woodlands, the pretty village of Ellesborough and the Prime Minister’s country retreat at Chequers. You will taste the fascinating history and pre-history of a part of the Chiltern Hills that has been inhabited by people for thousands of years.

Map recommended

We strongly recommend using the local 1:25 000 Ordnance Survey map in addition to these instructions.

Total steps: 14

Total steps: 14

Start point

Coombe Hill car park, grid ref SP 851062

Step 1

Enter the National Trust property through the main gate by the entrance to the car park. Take the path bearing diagonally left away from the path next to the picnic area fence. The path soon enters an area of heathy grassland. Continue in a more-or-less straight line across this, heading for a gap in the trees ahead. Continue through this gap and bear half right across open grassland towards the Boer War Memorial ahead of you.

Step 2

At the Boer War Memorial, enjoy the excellent views of the Aylesbury Vale. To continue, turn back, as if to retrace your steps, but instead follow an almost parallel path to the right of two footpath markers and a tree. Just after a bench, and only 50m from the Memorial, bear right again on a narrow path. This heads diagonally downhill across chalk grassland with Chequers straight ahead of you. Towards the end of this path, the grassland on your left is festooned with anthills.

A series of ant hills in grassland at Coombe Hill
Ant hills at Coombe Hill | © National Trust Images/Hugh Mothersole

Step 3

Approaching the boundary fence and woodland ahead, look out for a path on your right (opposite a way-marker post on your left and a white tipped post in your right) and follow it steeply downhill through an area of woodland. Take great care as you descend, particularly after wet weather, as this steep path is uneven and can be slippery. At the bottom of the slope, turn sharp left on to a clear bridleway. Follow this, with Ellesborough Golf Course on your right, until you reach the corner of the National Trust property. Turn right, through a metal gate and follow the path downhill, into a track, which leads to a road. Cross this, and turn right along the footpath. After about 2 minutes (100m), turn left onto a sign-posted footpath that crosses a field in a straight line. Follow this path until you reach a crossing track.

Step 4

Turn right onto the track, following the public footpath sign until you will reach the road and the village of Ellesborough. If you wish to cross the road to visit the parish church of Saints Peter and Paul, take great care crossing at this hazardous spot. Turn left along a narrow footpath. Pass a bus stop, and after about 30m enter a field on your left through a wooden kissing gate. Follow a path heading diagonally across the field towards a gap in a hedge. Go through a kissing gate to another field - an area of access land surrounding Beacon Hill.

Ellesborough Church from the foot of Beacon Hill
Ellesborough Church from the foot of Beacon Hill | © Hugh Mothersole

Step 5

The walk now takes a steep ascent up Beacon Hill. (You can avoid this if you wish by taking the public footpath to the right of the free standing metal gate and around the Hill until you reach a gate.) To climb Beacon Hill, take the narrow path to the left of the metal gate, and head straight uphill. Continue towards a small clump of trees at the summit.

The view to the top of Beacon Hill on a sunny day
The view to the top of Beacon Hill | © Hugh Mothersole

Step 6

To descend from the hill, just before you reach the trees; look on your right for a narrow path downhill that almost doubles back on your upward route. It initially follows the contours and then heads more directly downhill until it meets the public footpath. Directly ahead, but hidden in the trees beyond, is Cymbeline’s Castle. Turn left on the public footpath towards trees until you reach a gate.

Step 7

Continue through the gate into Ellesborough Warren. Go up a series of steps, through a gate then follow a path across a field. Shortly after the path is met by a wire fence on the right, go through a gate in a corner of the field, and follow a clear track through woodland. Cross over a surfaced track to reach a further gate.

Looking over box woodland at Ellesborough Warren
Looking over box woodland at Ellesborough Warren | © Hugh Mothersole

Step 8

The walk now starts a loop around and up Pulpit Hill. (To miss this out, and to shorten the walk by some 2.5k m/1.5 miles follow the grassy path on the left side of the field, with woodland and a fence on your left. You will soon meet the Ridgeway path. Turn left to meet a gate. Then go to straight to Step 12.) To continue on the longer route, bear right and follow a path that runs beneath the trees, signposted Outer Aylesbury Ring (OAR) on the gate post. When you emerge from the trees, head for a wooden gate in a wire fence. Go through the gate into an area of Access Land, and bear left up a short slope opposite. Turn left at the top. You will soon see views to your right across Great Kimble Common, Happy Valley and the Aylesbury Vale. The path now drops to the right below the ridge. Go past a wooden field gate, until you reach a kissing gate.

Step 9

Go through the gate and turn right onto the Ridgeway path, with a steep wooded slope on your right. As the path soon enters more open grassland, keep left following the well-used path. The Ridgeway here is locally called the Cradle Path. Continue to follow the waymarked Ridgeway path until, just 15m after crossing another path and directly opposite a Ridgeway path marker, turn onto a grassy path branching off to your right, leading uphill to a flat-topped mound called Chequers Knap.

The view from Chequers Knap, showing lush green trees and countryside
The view from Chequers Knap | © Hugh Mothersole

Step 10

Turn back, taking the right hand path that descends Chequers Knap back to the Ridgeway, meeting it near a large beech tree by a metal kissing gate. Go through the gate and turn right down a sunken path. After 30 metres turn left, down some steps and through a kissing gate. Follow the Ridgeway path downhill and then up again. After 4 minutes (200m) and 30m past a bench and at the top of the rise, turn off the Ridgeway onto a branching waymarked path on your left that follows the contours. Continue until you join a sunken track (bridleway) merging from the right.

Looking up at the Rifle Butts
Looking up at the Rifle Butts | © Hugh Mothersole

Step 11

Continue on this until you meet a metal, horse-friendly gate. Just after the gate, turn sharp left uphill. At a T-junction, turn left along a crossing path signed to Pulpit Hill Fort then, later, right at a similar sign. Eventually, in a small opening in the trees, you see the degraded ramparts of the ancient hillfort. Follow the path left to cross the rampart and enter the fort. The path crosses the fort for about 100m then turns right at a T-junction. Go gently downhill, straight across a crossing path, and then through a kissing gate. Continue downhill, coming into open grassland, eventually following a wire fence on your right. At a crossing of paths, turn right through a metal gate onto the Ridgeway path, and across a field to a gate.

Iron age hillfort ramparts at Pulpit Hill
Iron age hillfort ramparts at Pulpit Hill | © National Trust Images/Hugh Mothersole

Step 12

Go through the gate, following the Ridgeway, with fields and a view of Chequers and Coombe Hill on your left and woodland on your right. After 11 minutes (550m) take a sharp left through a gate, following the signpost for the Ridgeway. Continue through the grounds of Chequers in a roughly straight line across an open field, over the main driveway, through another field and a metal gate to reach a road.

Chequers and Coombe Hill
Chequers and Coombe Hill | © National Trust Images/Hugh Mothersole

Step 13

Take great care crossing the road here; it is on a blind corner with fast moving traffic. It can be particularly difficult to hear approaching traffic in windy weather. On the opposite side, head to your left. Follow the track uphill signposted Ridgeway Bridleway soon forking to the right of a tree then eventually reaching a signpost showing the South Bucks Way. Continue straight ahead & uphill for another 200 m, then turn left along the Ridgeway. You are now in a woodland area with numerous crossing footpaths. Continue to follow the Ridgeway signs and ignore any other signs, including any further bridleways. The waymarks on posts (with the acorn symbol) will also help you keep to the route. Eventually you will emerge onto a road with a private driveway on your right.

Step 14

Cross the road and head back into woodland on an unmarked footpath only about 10m uphill from the drive. The path takes you into Lodge Hill, passing some coppiced beech trees, then bends right uphill. Towards the top and the edge of the woodland bear left to re-join the Ridgeway. You will soon reach a metal kissing gate. Go through the kissing gate to enter Coombe Hill and turn immediately right to follow a path, with a fence and field on your right that leads to the gate where you started the walk.

End point

Coombe Hill car park, grid ref SP 851062

Trail map

Map showing the Coombe Hill and Chequers trail route and steps
Map showing the Coombe Hill and Chequers trail route | © Ordnance Survey

You made it

Share your experience

More near here

View of Hambleden Village
Trail
Trail

Hambleden and Pheasant’s Hill trail 

Visit rural hamlets, stroll through beech woods and enjoy views across the Hambleden Valley on the Hambleden and Pheasant’s Hill trail.

Activities
Walking
DistanceMiles: 5 (km: 8)

Get in touch

Chilterns Countryside, c/o Hughenden estate, High Wycombe, Buckinghamshire, HP14 4LA

Our partners

Cotswold Outdoor

We’ve partnered with Cotswold Outdoor to help everyone make the most of their time outdoors in the places we care for.

Visit website 

An aerial view of an adult and baby walking a dog along a path at Baggy Point, Devon
Article
Article

Staying safe at National Trust places 

The special places in National Trust care sometimes come with a few risks for visitors, be it coastline or countryside. Find out how to keep safe throughout your visits.

A man and a woman enjoy the view whilst walking in the Peak District
Article
Article

Cotswold Outdoor: our exclusive walking partner 

Learn about the National Trust’s ongoing partnership with Cotswold Outdoor. Find out how they help us care for precious places and the exclusive discount available for National Trust supporters.

A family walking alongside Lake Windermere at Fell Foot during winter, Cumbria

Walking 

Explore some of the finest landscapes in our care on coastal paths, accessible trails, woodland walks and everything in between. Find the best places to walk near you.

Family walk in the winter countryside

Walking in Oxfordshire, Buckinghamshire and Berkshire 

From gentle strolls for little legs to longer hikes through the rolling Chiltern hills, these are some of the best walks in Oxfordshire, Buckinghamshire and Berkshire.