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Amersham walks
Old Amersham to Chipperfield
Visorando Member
8.09 mi
+489 ft
-358 ft
4h 10
Easy
Departure from Amersham (Buckinghamshire)
A tough walk through the rolling Chiltern Hills taking in Chess Valley Walk, Chilterns Way and Hertfordshire Way. Starts in Old Amersham, near St Mary's Church. Big climb up to pass Martyrs Memorial on the hill above Amersham, then through Chiltern Forest, Latimer, Flaunden and Chipperfield Common to finish at the Two Brewers Inn, Chipperfield.
26km run from Amersham Station
16.38 mi
+617 ft
-617 ft
8h 05
Easy
Departure from Amersham (Buckinghamshire)
Easy, albeit long, 26km run through the Chiltern hills. Note there is a nice coffee shop in the church in Little Kingshill, which can be good stop for refreshment along the way (not open on Sundays). Hyde Heath is also good for a pitstop, so you don't need to carry much water/snacks. If you do it in the direction indicated, there is not much climbing at the end. Otherwide, the hill from the River Misborne into Amersham-on-the-hill is tough at the end of a long run.
Amersham Family Walk
Association / Club / Walk leader3.13 mi
+43 ft
-46 ft
1h 30
Easy
Departure from Amersham (Buckinghamshire)
This leisurely linear walk takes you along the edge of Shardeloes Lake with its many water birds and past the imposing Shardeloes Manor. It continues through fields by the River Misbourne with an optional extension to the picturesque village of Little Missenden with its ancient church, manor house, and pubs.
River Chess highlights : Chalfont & Latimer, Chiltern AONB
5.66 mi
+236 ft
-226 ft
2h 50
Easy
Departure from Little Chalfont (Buckinghamshire)
This circular walk is very peaceful and part of the Chess Valley Walk. The short walk from Chalfont & Latimer station will take you through neat Metroland streets, with mock 1930’s Tudor jostling with Art Deco suburban dwellings within easy reach of London and the countryside. Hemmed in on all sides by the pressures of London and urban overspill, the charming Chess Valley is a haven of solitude in outstanding Chilterns countryside.
Sarratt Bottom and Chenies from Little Chalfont
6.69 mi
+236 ft
-226 ft
3h 15
Easy
Departure from Little Chalfont (Buckinghamshire)
This walk along the River Chess starts from Little Chalfont in Buckinghamshire and walks east through pleasant surroundings before turning west to Chenies and a return to the start.
Chalfont and Latimer to Chorleywood via Flaunden
11.76 mi
+712 ft
-833 ft
6h 00
Moderate
Departure from Little Chalfont (Buckinghamshire)
This Chilterns walk takes in parts of the Chess Valley walk at the start and end of the route and a section of the Chiltern Way in between. There is a variety of scenery with undulating landscapes, pastoral scenes of grazing animals, fields of wild flowers in summer, a cricket pitch, a golf course, a quarry, two churches and the shallow chalk stream of the River Chess.
A Penn Circuit, Chilterns
5.75 mi
+243 ft
-233 ft
2h 50
Easy
Departure from Penn (Buckinghamshire)
An undulating walk through woodland and arable farmland, via Penn House Estate, Common Wood and Penn Wood.
Across the Chilterns: Chesham to Wendover
10.44 mi
+764 ft
-699 ft
5h 30
Moderate
Departure from Chesham (Buckinghamshire)
A linear walk from Chesham to Wendover climbing to the top of the Chiltern escarpment with spectacular views over the Oxford plains from the top of Coombe Hill. The Chiltern Hills are the main point of interest - you walk up one side, to the shoulder, then back down to civilisation. The physical nature of the geography and geology makes this walk feel bigger than it is.
Chess Valley Route, Chilterns
5.95 mi
+328 ft
-348 ft
3h 00
Moderate
Departure from Little Chalfont (Buckinghamshire)
This stile-free walk explores the picturesque Chess Valley and the pretty village of Chenies with its Tudor manor house, 15th century church and village green. It climbs to Church End, Sarratt, passing through the churchyard of the 12th century church. There are fine views of the valley and the River Chess.
Chalfont St Giles and Chiltern OAM
6.21 mi
+446 ft
-413 ft
3h 15
Moderate
Departure from Chalfont St Giles (Buckinghamshire)
A lovely walk that passes through woods and farmland with pleasant distant views. You can visit Chiltern Open Air Museum and Milton’s Cottage.
Note there is currently a temporary diversion in place (since May 2022) which prevents entry into Newlands Park whilst development work is undertaken. This description includes the diversion.
A Ley Hill Circular
3.82 mi
+167 ft
-135 ft
1h 55
Easy
Departure from Latimer and Ley Hill (Buckinghamshire)
This stile free walk to the east of Chesham explores the network of paths in beautiful rolling countryside. There are lovely views of the Chess valley and the walk passes Cowcroft Wood nature reserve where bluebells and wild orchids can be found during the early summer.
Holmer Green to Coleshill via Penn Wood
6.88 mi
+171 ft
-194 ft
3h 20
Moderate
Departure from Little Missenden (Buckinghamshire)
This is a delightful walk from Holmer Green (located between High Wycombe and Amersham) through Chilterns woodland, fields and tracks to Coleshill All Saints Church, where there are benches in the churchyard for a picnic. Return the same way.
Forty Green and Penn
3.80 mi
+259 ft
-256 ft
2h 00
Moderate
Departure from Penn (Buckinghamshire)
An easy walk that climbs to the ridge on which Penn stands. Stroll through quiet woods and fields visiting the newly planted Jubilee Wood and the village of Penn with its ancient church and historic inns.
Ballinger and The Lee
5.07 mi
+187 ft
-203 ft
2h 30
Easy
Departure from Great Missenden (Buckinghamshire)
A mixed route on footpaths and tracks through fields and woodland, visiting the picturesque village green at The Lee.
Captain's Wood
5.39 mi
+381 ft
-390 ft
2h 50
Easy
Departure from Chartridge (Buckinghamshire)
This wonderful, varied walk takes in ancient field patterns and hedges, old earthworks and the home of a famous author, as well as looking at the work carried out by Chiltern Society volunteers.
Chiltern 60k bike ride
39.28 mi
+2,382 ft
-2,359 ft
7 hrs
Very difficult
Departure from Chartridge (Buckinghamshire)
This is a beautiful mostly scenic ride around the Chilterns, although high elevation and a couple of monstrous hills to overcome. This tour starts at Chesham and gives a beautiful tour of the surrounding areas and towns.
Woodoaks Farm
4.83 mi
+377 ft
-381 ft
2h 35
Moderate
Departure from Three Rivers (Hertfordshire)
This short but varied walk starts from an historic farm, enjoys sweeping views and looks at some important local history. There's also the chance to explore nature in Philipshill and "No Dragon" woods.
You can finish the walk with some of the best cake in the area.
Cholesbury Camp, Chilterns
3.87 mi
+253 ft
-230 ft
2h 00
Easy
Departure from Cholesbury-cum-St Leonards (Buckinghamshire)
The highlight is a visit to Cholesbury Camp, a well-preserved Iron Age hillfort now managed by the Chiltern Society. You will also discover a fascinating history that includes historic buildings, a generous vicar and a local hero who fought at the Battle of Trafalgar.
Little Hay and Box Moor Trust
4.99 mi
+279 ft
-272 ft
2h 30
Moderate
Departure from Bovingdon (Hertfordshire)
A great circular walk combining canal, chalk stream and woodland, along with some lovely scenic views over the Bulbourne Valley.
The route is described from Little Hay Golf Club, but it is easy to join at Waypoint 7, from the south side of Hemel or the Railway Station.
Cholesbury Hillfort, Grim's Ditch & The Ridgeway
6.73 mi
+312 ft
-289 ft
3h 20
Moderate
Departure from Cholesbury-cum-St Leonards (Buckinghamshire)
This walk explores the countryside surrounding the Cholesbury Hillfort taking in Dundridge Manor, attractive fields, beech woods, village churches, a section of the Ridgeway National Trail and the enigmatic Grim's Ditch.
Berkhamsted to Frithsden with the Devil's Own
6.27 mi
+417 ft
-420 ft
3h 15
Moderate
Departure from Berkhamsted (Hertfordshire)
A walk through lovely Chiltern scenery with lots of interest on the way - a Norman Castle, WW1 trenches, a canal and more.
Berkhamsted Common
4.91 mi
+377 ft
-364 ft
2h 35
Easy
Departure from Berkhamsted (Hertfordshire)
This walk takes in some great views of the valleys and woodland to the north and east of the historic town of Berkhamsted. You pass the remains of Berkhamsted Castle, visit a nature reserve and walk through the ancient woods of Frithsden Beeches.
Bourne End Circular via Thames Path
7.19 mi
+167 ft
-177 ft
3h 25
Moderate
Departure from Wooburn (Buckinghamshire)
On the off chance that you are searching for a picturesque and refreshing walk by the water, this is for you. From overlooking the River Thames from the top of a hill to strolling along the Thames path, this is ideal for a sunny weekend walk.
Bourne End and Cookham Dean Circular
5.01 mi
+282 ft
-272 ft
2h 35
Easy
Departure from Wooburn (Buckinghamshire)
From the water meadows of Cock Marsh to the well-known viewpoint on Winter Hill, passing through the picturesque village of Cookham Dean, this is an invigorating circular walk with excellent views. Some of the hills are steep, but the paths are good and there are no stiles.
Bourne End to Marlow, around Reading
5.28 mi
+430 ft
-440 ft
2h 50
Easy
Departure from Wooburn (Buckinghamshire)
An energetic walk with splendid views, through a picturesque village and ancient woodland.
Bourne End to Maidenhead via the Thames Path, around Reading
5.57 mi
+26 ft
-23 ft
2h 35
Easy
Departure from Wooburn (Buckinghamshire)
Follow the Thames Path through the lovely scenery of Cliveden Reach. Visit Boulter's lock, enjoy the wildlife on the newly-created Jubilee River and pass close to Eton College.
Bourne End to High Wycombe
5.52 mi
+420 ft
-292 ft
2h 55
Moderate
Departure from Wooburn (Buckinghamshire)
The second stage continues on the Thames Path from Bourne End for a short distance, then climbs up through the Chiltern woodlands to descend into High Wycombe.
At this point, continue on stage three to Chequers.Alternatively, there are regular bus services back to Bourne End (36/37) or Windsor (37/104). You can also take the Chiltern Railways train to London, Oxford or Birmingham.
Bourne End to West Wycombe
10.70 mi
+1,083 ft
-879 ft
5h 50
Moderate
Departure from Wooburn (Buckinghamshire)
First 2 miles are flat, along the Thames Path & Spade Oak Nature Reserve to Little Marlow. The rest of the stage is tough and very hilly with many steep climbs and mostly off-road thru'the Chiltern Hills. The route goes up around the back of High Wycombe to finish just past the National Trust owned village of West Wycombe at Pedestal Roundabout at junction of A40 and A4010.
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