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Chiltern Hills walks

Walking Henley-on-Thames station to Aston, circular walk ( Download : )
distance 5.84mi Vertical gain +299ft Vertical drop -272ft Durée 2h55 Average Average
Starting point Starting point in Henley-on-Thames - Oxfordshire

A circular walk from Henley-on-Thames Station with a lovely pub, The Flower Pot, halfway. Returning through a deer park with spectacular views of the Thames and the Chilterns.
Good parking at Henley-on-Thames station.

Walking Henley-on-Thames to Marlow along the Thames Path ( Download : )
distance 8.85mi Vertical gain +39ft Vertical drop -66ft Durée 4h05 Average Average
Starting point Starting point in Henley-on-Thames - Oxfordshire

A pleasant linear walk along the Thames Path between Henley-on-Thames and Marlow. The path is easy to follow and is almost all downhill. There are a number of public transport options to return to the start.

Walking Circular walk from Great Gaddesden to Little Gaddessden ( Download : )
distance 7.29mi Vertical gain +515ft Vertical drop -528ft Durée 3h50 Average Average
Starting point Starting point in Great Gaddesden - Hertfordshire

This walk explores some of the hamlets of the Chilterns which, although close to Hemel Hempstead retain their remoteness in their quiet locations. It goes over the typical chalk uplands of the Gade valley and up to the beechwoods of the National Trust Ashridge estate. It passes charming 17th century cottages, a vineyard, a Buddhist Temple and long established churches. The country truly merits its AONB designation.

Walking Telegraph Hill & Pegsdon from Hexton ( Download : )
distance 4.98mi Vertical gain +407ft Vertical drop -417ft Durée 2h40 Easy Easy
Starting point Starting point in Hexton - Hertfordshire

Starting from Hexton this walk on the borders of Befordshire and Hertfordshire includes the attractive downland between Telegraph and Deacon Hills and a section of the Icknield Way.

Walking Coombe Hill from Wendover ( Download : )
Coombe Hill from Wendover
distance 3.7mi Vertical gain +407ft Vertical drop -413ft Durée 2h05 Easy Easy
Starting point Starting point in Wendover - Buckinghamshire

An easy Chiltern walk that rewards your efforts with some fine views across the Chiltern escarpment and across the Vale of Aylesbury. The paths and bridleways are generally clearly signed.

Walking The Chilterns above Tring ( Download : )
distance 11.3mi Vertical gain +797ft Vertical drop -810ft Durée 5h55 Average Average
Starting point Starting point in Aldbury - Hertfordshire

National Trails and Long Distance Paths crisscross the Chilterns in this area. This Circular Walk makes use of short stretches of at least five such to provide a beautiful and varied walk through Chiltern woodland, on Chiltern chalk downs with wide vistas from the scarp edge of the hills, along a stretch of the historic Grand Union Canal, and through one of the prettiest villages in Hertfordshire.

Walking Great Gaddesden from Jockey End ( Download : )
Great Gaddesden from Jockey End
distance 5.13mi Vertical gain +226ft Vertical drop -240ft Durée 2h35 Easy Easy
Starting point Starting point in Great Gaddesden - Hertfordshire

This short Hertfordshire walk explores the pleasant countryside to the south east of Jockey End and follows the Hertfordshire Way to descend into the Gade Valley and the village of Great Gaddesden. The return route leaves the valley following the Chiltern Way for the return to the start.

Walking Sarratt Bottom and Chenies from Little Chalfont ( Download : )
distance 6.69mi Vertical gain +210ft Vertical drop -197ft Durée 3h15 Easy Easy
Starting point Starting point in 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.

Walking Circular walk from Christmas Common ( Download : )
distance 4.8mi Vertical gain +541ft Vertical drop -515ft Durée 2h40 Easy Easy
Starting point Starting point in Watlington - Oxfordshire

A short Oxfordshire walk that explores the woodlands and countryside to the east of Christmas Common. The route is generally easy to follow and includes sections of the Oxfordshire Way and Chiltern Way.

Walking Perch & Pike - Route 1 ( Download : )
distance 3.24mi Vertical gain +16ft Vertical drop -16ft Durée 1h30 Easy Easy
Starting point Starting point in South Stoke (Oxfordshire) - Oxfordshire

A short easy walk along the Thames on the outward leg.

Walking Hertfordshire Mansions and Parklands - A Circular Walk From Great Gaddesden ( Download : )
distance 6.45mi Vertical gain +305ft Vertical drop -315ft Durée 3h15 Average Average
Starting point Starting point in Great Gaddesden - Hertfordshire

This walk is over the undulating plateau of the Chiltern dip slope, through the parklands of some of the 18th Century mansions which dot the Chilterns. Although the land is now more given over to arable agriculture, the landscape is still greatly influenced by the great designers, including Capability Brown. A walk with great views over the Gade valley and a revelation of the life style of baronets and local squires in the 1700s and the lesser houses of their tenants.

Walking The Flower Pot - Route 1 ( Download : )
distance 3.17mi Vertical gain +69ft Vertical drop -69ft Durée 1h30 Easy Easy
Starting point Starting point in Remenham - Berkshire

Apart from a short climb at the start, it’s easy walking for the rest of the route.

Walking Hambleden Circular ( Download : )
distance 6.06mi Vertical gain +479ft Vertical drop -492ft Durée 3h10 Easy Easy
Starting point Starting point in Hambleden - Buckinghamshire

Three hours circular walk with a slow climb to the heights, avoiding the steep climb on the Hambleden side.

Walking The Leathern Bottle - Route 2 ( Download : )
distance 4.65mi Vertical gain +138ft Vertical drop -125ft Durée 2h15 Easy Easy
Starting point Starting point in Lewknor - Oxfordshire

Easy walk with no hills around The Leathern Bottle.

Walking The Bull and Butcher - Route 2 ( Download : )
distance 3.87mi Vertical gain +420ft Vertical drop -407ft Durée 2h10 Easy Easy
Starting point Starting point in Turville - Buckinghamshire

A medium length walk with one steep section. The village of Turville has become famous as the setting of the BBC TV Comedy the Vicar of Dibley. It has also featured in other TV programmes and films such as Midsomer Murders, Goodnight Mr Tom and Chitty Chitty Bang Bang.

Walking Hill walking from Hexton ( Download : )
distance 11.76mi Vertical gain +610ft Vertical drop -623ft Durée 5h55 Average Average
Starting point Starting point in Hexton - Hertfordshire

The northern end of the Chilterns almost seem to be a geological afterthought as they straddle the Bedfordshire Hertfordshire border. Starting from Hexton this walk offers mile after mile of beautiful countryside with the hilltops steeped in ancient history.

Walking The Fox and Hounds - Route 3 ( Download : )
distance 5.38mi Vertical gain +466ft Vertical drop -466ft Durée 2h55 Easy Easy
Starting point Starting point in Watlington - Oxfordshire

A medium length walk with some steep climbs through woods.

Walking The Cherry Tree Inn - Route 3 ( Download : )
distance 5.87mi Vertical gain +220ft Vertical drop -220ft Durée 2h55 Easy Easy
Starting point Starting point in Stoke Row - Oxfordshire

A fairly long walk over mostly even terrain. Stoke Row – Hook End – Exlade St – Checkendon – Stoke Row.

Walking The New Inn - Route 2 ( Download : )
distance 3.91mi Vertical gain +115ft Vertical drop -105ft Durée 1h55 Easy Easy
Starting point Starting point in Kidmore End - Oxfordshire

A medium length walk over fairly flat terrain through two adjacent villages and surrounding woodland.

Walking Old Amersham to Chipperfield ( Download : )
distance 8.09mi Vertical gain +413ft Vertical drop -292ft Durée 4h05 Easy Easy
Starting point Starting point in 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.

Walking West Wycombe to Old Amersham ( Download : )
distance 12.25mi Vertical gain +689ft Vertical drop -659ft Durée 6h15 Average Average
Starting point Starting point in West Wycombe - Buckinghamshire

Tough from the start. Big climb up to Downley, then drop down thru' woods before climbing steeply to Hughenden Manor (National Trust). Immediately, descend again to follows Hughenden Stream, then climb up Boss Lane to Great Kingshill & rolling thru' Prestwood to join the South Bucks Way at Little Kingshill and follow it thru' Little Missenden. Then along River Misbourne thru' Shardeloes Estate, before diverting to Old Amersham.

Walking Bourne End to West Wycombe ( Download : )
distance 10.7mi Vertical gain +1027ft Vertical drop -817ft Durée 5h50 Average Average
Starting point Starting point in Cookham - Berkshire

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.

Walking Playhatch - Dunsden - Crowsley Park - Binfield Heath ( Download : )
distance 6.63mi Vertical gain +344ft Vertical drop -322ft Durée 3h20 Easy Easy
Starting point Starting point in Eye and Dunsden - Oxfordshire

Nice walk from The Flowing Spring pub around Playhatch, Dunsden, Crowsley Park and Binfield Heath.

Walking Pegsdon and Deacon Hills ( Download : )
Pegsdon and Deacon Hills
distance 3.27mi Vertical gain +325ft Vertical drop -338ft Durée 1h45 Average Average
Starting point Starting point in Shillington - Bedfordshire

A circuit from Pegsdon, through the Pegsdon Hills Nature Reserve to Deacon Hill with its ancient earthworks. Return past a mature beech wood and Knocking Hoe reserve.

Walking Wendover to Old Swan Pub Circular Walk ( Download : )
distance 7.05mi Vertical gain +459ft Vertical drop -466ft Durée 3h40 Average Average
Starting point Starting point in Wendover - Buckinghamshire

Circular walk from Wendover to the pub at Swan Bottom, across fields and through woods.

Walking Peppard Common - Route 2 ( Download : )
distance 4.46mi Vertical gain +197ft Vertical drop -187ft Durée 2h15 Easy Easy
Starting point Starting point in Rotherfield Peppard - Oxfordshire

Peppard Common – Sonning Common – Peppard Common.

Walking Peppard Common - Route 1 ( Download : )
distance 4.37mi Vertical gain +154ft Vertical drop -161ft Durée 2h10 Easy Easy
Starting point Starting point in Rotherfield Peppard - Oxfordshire

Peppard Common – Cowfields Farm – Peppard Common.

Walking The John Barleycorn - Route 3 ( Download : )
distance 7.12mi Vertical gain +66ft Vertical drop -69ft Durée 3h20 Easy Easy
Starting point Starting point in Goring - Oxfordshire

An easy walk along a beautiful part of the Thames.

Walking The John Barleycorn - Route 2 ( Download : )
distance 5.73mi Vertical gain +440ft Vertical drop -427ft Durée 3h00 Easy Easy
Starting point Starting point in Goring - Oxfordshire

A scenic walk with two uphill climbs. Goring – Elvendon Valley – Great Chalk Wood – Goring.

Walking The John Barleycorn - Route 1 ( Download : )
distance 4.59mi Vertical gain +302ft Vertical drop -289ft Durée 2h20 Easy Easy
Starting point Starting point in Goring - Oxfordshire

A walk along the Thames and then a climb and wooded walk back to Goring.

Walking The Flower Pot - Route 3 ( Download : )
distance 6.16mi Vertical gain +190ft Vertical drop -213ft Durée 3h00 Easy Easy
Starting point Starting point in Remenham - Berkshire

Relatively easy walking with two uphill sections. Aston – Rememham – Hambleden – Aston.

Walking The Flower Pot - Route 2 ( Download : )
distance 5.2mi Vertical gain +69ft Vertical drop -75ft Durée 2h25 Easy Easy
Starting point Starting point in Remenham - Berkshire

Apart from a short climb at the start, it’s easy walking for the rest of the route.

Walking The Rising Sun - Route 3 ( Download : )
distance 7.1mi Vertical gain +328ft Vertical drop -308ft Durée 3h35 Easy Easy
Starting point Starting point in Highmoor - Oxfordshire

Easy walking with one quite lengthy uphill stretch.

Walking The Rising Sun - Route 2 ( Download : )
distance 4.67mi Vertical gain +312ft Vertical drop -285ft Durée 2h25 Easy Easy
Starting point Starting point in Highmoor - Oxfordshire

Easy walking on fairly level terrain. Nettlebed estate – Deadman’s Lane – Highmoor.

Walking The Rising Sun - Route 1 ( Download : )
distance 3.96mi Vertical gain +177ft Vertical drop -157ft Durée 2h00 Easy Easy
Starting point Starting point in Highmoor - Oxfordshire

Easy walking on fairly level terrain. Shepherds Green – Nettlebed estate – Witheridge Hill.

Walking The Maltsters Arms - Route 3 ( Download : )
distance 6.06mi Vertical gain +285ft Vertical drop -285ft Durée 3h00 Easy Easy
Starting point Starting point in Rotherfield Greys - Oxfordshire

There are some hills to negotiate on this interesting and enjoyable walk.

Walking The Maltsters Arms - Route 1 ( Download : )
distance 3.16mi Vertical gain +56ft Vertical drop -43ft Durée 1h30 Easy Easy
Starting point Starting point in Rotherfield Greys - Oxfordshire

Easy walking on fairly level terrain. Rotherfield Greys – Peppard Common – Rotherfield Greys.

Walking King William IV - Route 3 ( Download : )
distance 6.6mi Vertical gain +453ft Vertical drop -446ft Durée 3h25 Easy Easy
Starting point Starting point in Ipsden - Oxfordshire

A long a steady climb over the second quarter of the walk, thereafter an easy walk back.

Walking King William IV - Route 2 ( Download : )
distance 4.06mi Vertical gain +177ft Vertical drop -177ft Durée 2h00 Easy Easy
Starting point Starting point in Ipsden - Oxfordshire

An easy walk with no steep gradients. Hailey – Forest Row – Ipsden – Hailey.

Walking King William IV - Route 1 ( Download : )
distance 3.03mi Vertical gain +292ft Vertical drop -279ft Durée 1h40 Easy Easy
Starting point Starting point in Ipsden - Oxfordshire

A fairly short walk with a steady climb to start and a shorter steeper climb towards the end.

Walking Rainbow Inn - Route 3 ( Download : )
distance 5.33mi Vertical gain +673ft Vertical drop -656ft Durée 3h00 Easy Easy
Starting point Starting point in Bix and Assendon - Oxfordshire

A medium length walk with a couple of steep climbs en route.

Walking Rainbow Inn - Route 2 ( Download : )
distance 4.6mi Vertical gain +591ft Vertical drop -571ft Durée 2h40 Easy Easy
Starting point Starting point in Bix and Assendon - Oxfordshire

A medium length walk with a couple of steep climbs en route.

Walking Rainbow Inn - Route 1 ( Download : )
distance 4.35mi Vertical gain +482ft Vertical drop -482ft Durée 2h25 Easy Easy
Starting point Starting point in Bix and Assendon - Oxfordshire

Not a long walk but with some quite steep sections.

Walking Perch & Pike - Route 2 ( Download : )
distance 6.57mi Vertical gain +69ft Vertical drop -69ft Durée 3h05 Average Average
Starting point Starting point in South Stoke (Oxfordshire) - Oxfordshire

A medium length but easy walk along the Ridgeway and the Thames.

Walking Perch & Pike - Route 3 ( Download : )
distance 9.48mi Vertical gain +187ft Vertical drop -197ft Durée 4h30 Easy Easy
Starting point Starting point in South Stoke (Oxfordshire) - Oxfordshire

A long walk involving two uphill stretches. South Stoke – Mongewell Park – Watch Folly – South Stoke.

Walking Henley-on-Thames - Route 3 ( Download : )
distance 6.95mi Vertical gain +528ft Vertical drop -545ft Durée 3h40 Easy Easy
Starting point Starting point in Henley-on-Thames - Oxfordshire

A long walk with some hills to negotiate and some lovely views.

Walking Henley-on-Thames - Route 2 ( Download : )
distance 5.67mi Vertical gain +79ft Vertical drop -75ft Durée 2h40 Easy Easy
Starting point Starting point in Henley-on-Thames - Oxfordshire

Apart from a short climb mid way through, it is easy walking for the rest of the route.

Walking Henley-on-Thames - Route 1 ( Download : )
distance 5.27mi Vertical gain +282ft Vertical drop -276ft Durée 2h40 Easy Easy
Starting point Starting point in Henley-on-Thames - Oxfordshire

An easy walk with no steep gradients. Henley – Rotherfield Greys – Pack and Prime Lane – Henley.

Walking The Chequers - Route 3 ( Download : )
distance 6.7mi Vertical gain +538ft Vertical drop -515ft Durée 3h35 Easy Easy
Starting point Starting point in Watlington - Oxfordshire

A long walk, involving a steep climb up the Chilterns Escarpment.

Walking The Chequers - Route 2 ( Download : )
distance 3.97mi Vertical gain +433ft Vertical drop -433ft Durée 2h10 Easy Easy
Starting point Starting point in Watlington - Oxfordshire

Moderate, includes a relatively steep climb. Chequers – Watlington Hill Farm – Watlington – Chequers.