Refine your search for walks in Chiltern Hills
Henley-on-Thames station to Aston, circular walk
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5.84mi 
+299ft 
-272ft 
2h55
Average 
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.
Henley-on-Thames to Marlow along the Thames Path
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8.85mi
+39ft
-66ft
4h05
Average
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.
Circular walk from Great Gaddesden to Little Gaddessden
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7.29mi
+515ft
-528ft
3h50
Average
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.
Telegraph Hill & Pegsdon from Hexton
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4.98mi
+407ft
-417ft
2h40
Easy
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.
Great Gaddesden from Jockey End
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5.13mi
+226ft
-240ft
2h35
Easy
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.
Coombe Hill from Wendover
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3.7mi
+407ft
-413ft
2h05
Easy
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.
Sarratt Bottom and Chenies from Little Chalfont
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6.69mi
+210ft
-197ft
3h15
Easy
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.
6.45mi
+305ft
-315ft
3h15
Average
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.
Hambleden Circular
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6.06mi
+479ft
-492ft
3h10
Easy
Starting point in Hambleden - Buckinghamshire Three hours circular walk with a slow climb to the heights, avoiding the steep climb on the Hambleden side.
Hill walking from Hexton
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11.76mi
+610ft
-623ft
5h55
Average
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.
The Chilterns above Tring
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11.3mi
+797ft
-810ft
5h55
Average
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.
Circular walk from Christmas Common
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4.8mi
+541ft
-515ft
2h40
Easy
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.
Hill walking from Hexton including Lilley Hoo
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11mi
+525ft
-538ft
5h30
Average
Starting point in Hexton - Hertfordshire Starting from Hexton this walk on the borders of Befordshire and Hertfordshire offers mile after mile of beautiful countryside with the hilltops steeped in ancient history. The route includes sections of the Icknield and John Bunyan Ways.
Chalfont and Latimer to Chorleywood via Flaunden
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11.76mi
+751ft
-869ft
6h05
Average
Starting point in 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.
