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Chiltern Hills walks

distance 9.39km Vertical gain +91m Vertical drop -83m 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.

distance 14.25km Vertical gain +12m Vertical drop -20m 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.

distance 11.74km Vertical gain +157m Vertical drop -161m 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.

distance 8.02km Vertical gain +124m Vertical drop -127m 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 The Chilterns above Tring ( Download : )
distance 18.18km Vertical gain +243m Vertical drop -247m 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.

Great Gaddesden from Jockey End
distance 8.26km Vertical gain +69m Vertical drop -73m 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 Coombe Hill from Wendover ( Download : )
Coombe Hill from Wendover
distance 5.96km Vertical gain +124m Vertical drop -126m 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.

distance 10.77km Vertical gain +64m Vertical drop -60m 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.

distance 7.72km Vertical gain +165m Vertical drop -157m 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 The Flower Pot - Route 1 ( Download : )
distance 5.11km Vertical gain +21m Vertical drop -21m 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.

distance 10.39km Vertical gain +93m Vertical drop -96m 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 Hambleden Circular ( Download : )
distance 9.75km Vertical gain +146m Vertical drop -150m 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.

distance 7.49km Vertical gain +42m Vertical drop -38m Durée 2h15 Easy Easy
Starting point Starting point in Lewknor - Oxfordshire

Easy walk with no hills around The Leathern Bottle.

Walking Hill walking from Hexton ( Download : )
distance 18.93km Vertical gain +186m Vertical drop -190m 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.

distance 8.66km Vertical gain +142m Vertical drop -142m Durée 2h55 Easy Easy
Starting point Starting point in Watlington - Oxfordshire

A medium length walk with some steep climbs through woods.

distance 9.45km Vertical gain +67m Vertical drop -67m 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 6.3km Vertical gain +35m Vertical drop -32m 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 Pegsdon and Deacon Hills ( Download : )
Pegsdon and Deacon Hills
distance 5.26km Vertical gain +99m Vertical drop -103m 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.

distance 11.34km Vertical gain +140m Vertical drop -142m 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 7.18km Vertical gain +60m Vertical drop -57m 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 7.03km Vertical gain +47m Vertical drop -49m Durée 2h10 Easy Easy
Starting point Starting point in Rotherfield Peppard - Oxfordshire

Peppard Common – Cowfields Farm – Peppard Common.

distance 11.45km Vertical gain +20m Vertical drop -21m Durée 3h20 Easy Easy
Starting point Starting point in Goring - Oxfordshire

An easy walk along a beautiful part of the Thames.

distance 9.23km Vertical gain +134m Vertical drop -130m 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.

distance 7.38km Vertical gain +92m Vertical drop -88m 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 9.91km Vertical gain +58m Vertical drop -65m 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 8.37km Vertical gain +21m Vertical drop -23m 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 11.42km Vertical gain +100m Vertical drop -94m 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 7.51km Vertical gain +95m Vertical drop -87m 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 6.37km Vertical gain +54m Vertical drop -48m Durée 2h00 Easy Easy
Starting point Starting point in Highmoor - Oxfordshire

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

distance 9.76km Vertical gain +87m Vertical drop -87m Durée 3h00 Easy Easy
Starting point Starting point in Rotherfield Greys - Oxfordshire

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

distance 5.09km Vertical gain +17m Vertical drop -13m 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 10.62km Vertical gain +138m Vertical drop -136m 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 6.54km Vertical gain +54m Vertical drop -54m 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 4.88km Vertical gain +89m Vertical drop -85m 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 8.58km Vertical gain +205m Vertical drop -200m 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 7.4km Vertical gain +180m Vertical drop -174m 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 7km Vertical gain +147m Vertical drop -147m 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 10.58km Vertical gain +21m Vertical drop -21m 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 15.26km Vertical gain +57m Vertical drop -60m 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 Perch & Pike - Route 1 ( Download : )
distance 5.21km Vertical gain +5m Vertical drop -5m 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 Henley-on-Thames - Route 3 ( Download : )
distance 11.18km Vertical gain +161m Vertical drop -166m 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 9.12km Vertical gain +24m Vertical drop -23m 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 8.48km Vertical gain +86m Vertical drop -84m 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 10.78km Vertical gain +164m Vertical drop -157m 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 6.39km Vertical gain +132m Vertical drop -132m Durée 2h10 Easy Easy
Starting point Starting point in Watlington - Oxfordshire

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

Walking The Chequers - Route 1 ( Download : )
distance 5.96km Vertical gain +95m Vertical drop -88m Durée 2h00 Easy Easy
Starting point Starting point in Watlington - Oxfordshire

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

Walking The Fat Fox Inn - Route 3 ( Download : )
distance 10.29km Vertical gain +150m Vertical drop -150m Durée 3h20 Easy Easy
Starting point Starting point in Watlington - Oxfordshire

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

Walking The Fat Fox Inn - Route 2 ( Download : )
distance 5.82km Vertical gain +128m Vertical drop -128m Durée 2h00 Easy Easy
Starting point Starting point in Watlington - Oxfordshire

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

Walking The Fat Fox Inn - Route 1 ( Download : )
distance 5.59km Vertical gain +58m Vertical drop -52m Durée 1h45 Easy Easy
Starting point Starting point in Watlington - Oxfordshire

Moderate, includes a relatively steep climb. Fat Fox – Watlington Hill – Fat Fox.

Walking The Reformation - Route 3 ( Download : )
distance 10.59km Vertical gain +106m Vertical drop -106m Durée 3h20 Easy Easy
Starting point Starting point in Kidmore End - Oxfordshire

A long walk with some uphill sections. Reformation – Hook End – Wyfold Court – Wyfold – Reformation.