Refine your search for walks in Chiltern Hills
Chiltern Hills walks
Henley-on-Thames station to Aston
Visorando Member
5.84 mi
+338 ft
-344 ft
3h 00
Moderate
Departure from 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
8.85 mi
+39 ft
-66 ft
4h 05
Moderate
Departure from 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.
From Great Gaddesden to Little Gaddessden
7.29 mi
+554 ft
-564 ft
3h 50
Moderate
Departure from 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
4.98 mi
+404 ft
-417 ft
2h 40
Easy
Departure from 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.
The Bull and Butcher, Turville village
Tourism professional3.87 mi
+423 ft
-413 ft
2h 10
Easy
Departure from Turville (Buckinghamshire)
This Route 2 is 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.
The Chilterns above Tring
11.30 mi
+778 ft
-784 ft
5h 50
Moderate
Departure from 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
5.13 mi
+220 ft
-233 ft
2h 35
Easy
Departure from 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.
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.
The Flower Pot, Aston - River Thames
3.17 mi
+98 ft
-98 ft
1h 35
Easy
Departure from Remenham (Borough of Wokingham)
This circular walk (Route 1) starts from The Flower Pot, Aston. Apart from a short climb at the start, it’s easy walking for the rest of the route along the River Thames.
From Christmas Common
4.88 mi
+515 ft
-486 ft
2h 40
Easy
Departure from 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.
Hambleden Circular
6.20 mi
+551 ft
-558 ft
3h 20
Easy
Departure from Hambleden (Buckinghamshire)
This a circular walk with a slow climb to the heights, avoiding the steep climb on the Hambleden side. On the way, visit Luxters Farm Winery and Brewery and walk parts of Shakespeare's and Chilterns Ways.
Prestwood and Cobblershill Farm
Association / Club / Walk leader
5.14 mi
+453 ft
-423 ft
2h 45
Moderate
Departure from Great Missenden (Buckinghamshire)
The walk quickly leaves Prestwood and uses some of the less frequented paths to enjoy the beautiful countryside in the surrounding area. The route includes beautiful meadow views, woodland walking, and crosses the stunning glade to Hampden House.
Wendover to Old Swan Pub
7.05 mi
+535 ft
-548 ft
3h 40
Moderate
Departure from Wendover (Buckinghamshire)
Circular walk from Wendover to the pub at Swan Bottom, across fields and through woods.
Perch & Pike - Route 1
3.24 mi
+16 ft
-16 ft
1h 30
Easy
Departure from South Stoke (Oxfordshire)
A short easy walk along the Thames on the outward leg.
Hertfordshire Mansions and Parklands - From Great Gaddesden
6.45 mi
+341 ft
-351 ft
3h 15
Moderate
Departure from 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.
From Hexton including Lilley Hoo
11.00 mi
+591 ft
-604 ft
5h 35
Moderate
Departure from 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.
Peppard Common - Sonning Common
4.46 mi
+194 ft
-194 ft
2h 15
Easy
Departure from Rotherfield Peppard (Oxfordshire)
This circular walk starts (Route 2) at Peppard Common and goes through Sonning Common.
West Wycombe & Hughenden
5.39 mi
+659 ft
-636 ft
3h 05
Moderate
Departure from West Wycombe (Buckinghamshire)
Chiltern hillwalking at its best, linking the National Trust (NT) estates of West Wycombe Park and Hughenden, with wonderful views over the surrounding area. Don’t be put off by the amount of climbing involved, this walk is well worth the effort.
Lilley and the Galley & Warden Hills
5.55 mi
+256 ft
-279 ft
2h 45
Easy
Departure from Lilley (Hertfordshire)
A wonderful walk that starts from the historic village of Lilley and passes through some of the best chalk grassland in the Chiltern Hills. The walk also touches on three major walking trails.
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.
Pangbourne Circular
5.77 mi
+427 ft
-433 ft
3h 00
Easy
Departure from Pangbourne (West Berkshire)
This is a stile-free circular walk around Pangbourne countryside and along River Thames.
Marlow Circular, Chilterns
6.35 mi
+256 ft
-246 ft
3h 10
Easy
Departure from Marlow (Buckinghamshire)
A walk along the Thames Path to Temple Lock and through the picturesque Harleyford Estate to the woods of Marlow Common and the new Chiltern Society Local Nature Reserve.
Pegsdon and Deacon Hills, Chilterns
4.89 mi
+515 ft
-502 ft
2h 40
Moderate
Departure from Shillington (Central Bedfordshire)
This route offers the walker some of the most stunning views in the whole of the Chilterns and visits a number of important wildlife sites featured in the book by Gay Beattie "The Pilgrim’s Progress Wild Flowers and Where to Find Them in The Chilterns." Pegsdon and Deacon Hills were a favourite of the writer and preacher John Bunyan who referred to them in as the "Delectable Mountains".
Grims Ditch and Cobblers Pits, Chilterns
9.83 mi
+791 ft
-797 ft
5h 15
Moderate
Departure from Wendover (Buckinghamshire)
A varied walk taking in lovely woods, a hillfort, beautiful views over Aylesbury Vale and the peaceful Wendover Arm of the Grand Union Canal.
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.
Ewelme and Swyncombe
5.70 mi
+541 ft
-531 ft
3h 05
Moderate
Departure from Ewelme (Oxfordshire)
Discover the distinguished history of Ewelme, visit its watercress beds, and take in the exhilarating views over Oxfordshire from an old hillfort on Swyncombe Downs. At the right time of year you will see a wonderful display of snowdrops and aconites at St Botolph’s Church in Swyncombe.
Aldbury to the Beacon and back through Ashridge
9.93 mi
+801 ft
-807 ft
5h 15
Moderate
Departure from Aldbury (Hertfordshire)
From picturesque Aldbury you follow the Ridgeway to Ivinghoe beacon, returning via the Ashridge boundary trail and the Chiltern Way. You can enjoy the contrasts between the two LDPs: airy ridges on the Ridgeway and the patchwork of woods and fields on the Chiltern Way.
Marsworth Canals and Reservoirs
4.73 mi
+75 ft
-79 ft
2h 15
Easy
Departure from Marsworth (Buckinghamshire)
This walk is good for both ‘Arms’ and legs. Not only that, what better way to get some fresh air into your lungs than to explore the waterways near Tring? The route includes a visit to one of the best birdwatching sites in the area, Wilstone Reservoir.
The Fat Fox Inn - Chilterns Escarpment
6.39 mi
+518 ft
-509 ft
3h 25
Easy
Departure from Watlington (Oxfordshire)
A long walk, involving a steep climb up the Chilterns Escarpment. This is The Fat Fox Inn - Route 3.
The Bull and Butcher - Route 3
5.23 mi
+381 ft
-367 ft
2h 45
Easy
Departure from Turville (Buckinghamshire)
A medium length walk with some steep climbs. 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.
Henley-on-Thames circular via Rotherfield Greys and Pack and Prime Lane
5.27 mi
+282 ft
-282 ft
2h 40
Easy
Departure from Henley-on-Thames (Oxfordshire)
This circular route (Route 1) starts from Henley-on-Thames. You walk along via Rotherfield Greys and Pack and Prime Lane . An easy walk with no steep gradients.
Ashridge and Little Gaddesden, Chilterns
7.33 mi
+256 ft
-256 ft
3h 35
Moderate
Departure from Aldbury (Hertfordshire)
Visit some of the quieter parts of the Ashridge Estate on the way to Hudnall Common and Little Gaddesden.
Barton and Pegsdon Hills, Chilterns
8.29 mi
+433 ft
-436 ft
4h 10
Moderate
Departure from Barton-le-Clay (Central Bedfordshire)
A walk through two of the finest nature reserves in the North Chilterns linked by the ancient Icknield Way track. Fine views and a wealth of natural interest.
The Flower Pot - Remenham, River Thames
5.20 mi
+79 ft
-82 ft
2h 30
Easy
Departure from Remenham (Borough of Wokingham)
This circular walk (Route 2) starts from The Flower Pot, Aston. Apart from a short climb at the start, it’s easy walking for the rest of the route along the River Thames.
King William IV - Route 3
6.60 mi
+495 ft
-495 ft
3h 30
Easy
Departure from Ipsden (Oxfordshire)
A long a steady climb over the second quarter of the walk, thereafter an easy walk back.
Rainbow Inn - Route 3
5.33 mi
+686 ft
-676 ft
3h 05
Easy
Departure from Bix and Assendon (Oxfordshire)
A medium length walk with a couple of steep climbs en route.
Henley-on-Thames circular via Remenham and Hambleden Lock
5.67 mi
+82 ft
-85 ft
2h 40
Easy
Departure from Henley-on-Thames (Oxfordshire)
This circular route (Route 2) starts from Henley-on-Thames. You walk along the Thames via Remenham and Hambleden Lock before going up the hill to get a great view of the crops. Apart from a short climb mid-way through, it is easy walking for the rest of the route.
⚠️ During the Henley Regatta a section of the Thames Path is closed and there is a signposted diversion route.
The Five Horseshoes - Route 2
6.20 mi
+581 ft
-610 ft
3h 20
Easy
Departure from Swyncombe (Oxfordshire)
A medium length walk with quite hilly terrain around The Five Horseshoes pub.
The Leathern Bottle - Route 2
4.65 mi
+190 ft
-174 ft
2h 20
Easy
Departure from Lewknor (Oxfordshire)
Easy walk with no hills around The Leathern Bottle.
The Leathern Bottle - Route 1
4.52 mi
+705 ft
-686 ft
2h 40
Easy
Departure from Lewknor (Oxfordshire)
A moderate walk with some steep hills around The Leathern Bottle.
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.
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.
Goring – Great Chalk Wood Circular
5.18 mi
+407 ft
-387 ft
2h 45
Easy
Departure from Goring-on-Thames (Oxfordshire)
A scenic walk with far-reaching views over the Thames Valley. Two short, steep climbs and a longer one, less steep to the top of the escarpment. The path in the wood may be muddy in places.
Checkendon, Chilterns
5.42 mi
+335 ft
-302 ft
2h 45
Moderate
Departure from Checkendon (Oxfordshire)
A very pleasant walk exploring the attractive woods and landscape in and around the village of Checkendon in South Oxfordshire.
Ivinghoe Beacon & Ashridge, Chilterns
8.71 mi
+902 ft
-902 ft
4h 50
Moderate
Departure from Aldbury (Hertfordshire)
This walk follows the ancient Ridgeway with stunning views from the tops of both Pitstone Hill and Ivinghoe Beacon, before returning through the beautiful woodland of the National Trust’s Ashridge Estate.
Bledlow over Chinnor Hill to Radnage
6.71 mi
+745 ft
-719 ft
3h 45
Moderate
Departure from Bledlow-cum-Saunderton (Buckinghamshire)
Climb to the top of Chinnor Hill with fine views over the Vale of Aylesbury before following quiet rural paths and lanes to pretty Radnage. Return over Bledlow Ridge.
The Toughest Climb in the Chilterns
8.63 mi
+1,437 ft
-1,434 ft
5h 15
Difficult
Departure from Wendover (Buckinghamshire)
A 130m climb up the north face of Coombe Hill is as tough as it gets round here. Starting in Wendover you visit several quieter summits before the big one and are rewarded for your efforts by lovely, varied scenery and great views.
The Cherry Tree Inn - Route 1
3.54 mi
+180 ft
-194 ft
1h 45
Easy
Departure from Stoke Row (Oxfordshire)
An easy walk over fairly even terrain. Stoke Row – Wyfold Court – Stoke Row.
