Walking The Chiltern Way

The Chiltern Way is a long distance path weaving through the heart of the beautiful Chiltern Hills. Created by the Chiltern Society as a Millennium project, this route is the perfect way to experience the very best of the Chilterns National Landscape (formerly Area of Outstanding Natural Beauty). The path is approximately 177 miles (285 km) long, depending on which extensions you take, and links together a wonderful variety of landscapes and charming villages across Buckinghamshire, Hertfordshire, Bedfordshire, and Oxfordshire.

The Chiltern Way is a circular route, which means you can start and finish wherever you like, making it incredibly flexible for day trips or a multi-day challenge. It's well waymarked with yellow-on-white discs, and it also links up with other major trails like The Ridgeway and The Icknield Way.

My friend Brian and I have been doing a section per year on or around the Winter Solstice since 2019. Since we started both the Northern and Southern extensions have been incorporated into the main route making it an even longer route. Our plan is to complete the main route, including the Southern extension in 2029 followed by the Berkshire Loop and Northern Extension.

Listed below are the 11 sections of the Chiltern Way that we have either completed or plan to complete. Click on the link for the blog post for already completed sections.

Numbers above correspond to each section. Route direction is clockwise.


Section 1: Stokenchurch to Cow Roast

  • Start: The Royal Oak Pub, Church St, Stokenchurch, High Wycombe, HP14 3TH

  • Finish: Cowroast Lock, 46 Wharf Ln, Tring HP23 5RE

  • Distance: 36.5 km (22.7 Miles)

  • Elevation change: +452m / -646m. Net -194m


Section 2: Cow Roast to Chalk Hill

  • Start: Cowroast Lock, 46 Wharf Ln, Tring HP23 5RE

  • Finish: White Lion Pub, Watling Street, Houghton Regis, Dunstable, LU6 1RS

  • Distance: 21.9 km (13.6 Miles)

  • Elevation change: +314m / -315m. Net -1m


Section 3: Chalk Hill to Streatley

  • Start: White Lion Pub Watling Street, Houghton Regis, Dunstable, LU6 1RS

  • Finish: The Chequers, 171 Sharpenhoe Road, Streatley, Luton, LU3 3PS

  • Distance: 16.4 km (10.2 Miles)

  • Elevation: +184m / -149m. Net +35m


Section 4: Streatley to Peter’s Green

  • Start: The Chequers pub, 171 Sharpenhoe Road, Streatley, Luton, LU3 3PS

  • Finish: The Bright Star Pub, Kimpton Road, Peter's Green, Luton, LU2 9QP

  • Distance: 20.8 km (12.9 Miles)

  • Elevation change: +223m / -227m. Net -4m


Section 5: Peter’s Green to Shrub Hill Common

  • Start: The Bright Star Pub, Kimpton Road, Peter's Green, Luton, LU2 9QP

  • Finish: Chaulden Adventure Playground, 106 Long Chaulden, Hemel Hempstead, HP1 2HX

  • Distance: 26.8 km (16.6 Miles)

  • Elevation change: +288m / -304m. Net -16m


Section 6: Shrub Hill Common to Chalfont St. Giles

  • Start: Chaulden Adventure Playground, 106 Long Chaulden, Hemel Hempstead, HP1 2HX

  • Finish: The Village Green, Chalfont Saint Giles, HP8 4QF

  • Distance: 22.7 km (14.1 Miles)

  • Elevation change: +250m / -303m. Net -53m


Section 7: Chalfont St. Giles to Marlow Bottom.

  • Start: The Village Green, Chalfont Saint Giles, HP8 4QF

  • Finish: Marlow Bottom Playing Field, Marlow, SL7 3PJ

  • Distance: 23.3 km (14.5 Miles)

  • Elevation change: +376m / -389m. Net -13m

  • Blog post coming in December 2025


Section 8: Marlow Bottom to Maidensgrove.

  • Start: Marlow Bottom Playing Field, Marlow, SL7 3PJ

  • Finish: Maidensgrove Common, Henley-on-Thames, RG9 6EX

  • Distance: 22.7 km (15.3 Miles)

  • Elevation change: +500m / -377m. Net +123m

  • Blog post coming in December 2026


Section 9: Maidensgrove to Mapledurham.

  • Start: Maidensgrove Common, Henley-on-Thames, RG9 6EX

  • Finish: St Margaret's Church. Mapledurham. Reading, RG4 7TP

  • Distance: 23 km (14.3 Miles)

  • Elevation change: +266m / -415m. Net -149m

  • Blog post coming in December 2027


Section 10: Mapledurham to Ipsden.

  • Start: St Margaret's Church. Mapledurham. Reading, RG4 7TP

  • Finish: King William IV pub, Ipsden, Wallingford, OX10 6AD

  • Distance: 22.8 km (14.1 Miles)

  • Elevation change: +439m / -359m. Net +80m

  • Blog post coming in December 2028


Section 11: Ipsden to Stokenchurch.

  • Start: King William IV pub, Ipsden, Wallingford, OX10 6AD

  • Finish: The Royal Oak Pub, Church St, Stokenchurch, High Wycombe, HP14 3TH

  • Distance: 28.1 km (17.8 Miles)

  • Elevation change: +567m / -460m. Net +107m

  • Blog post coming in December 2029


The Berkshire Loop

  • Start: Penn, Buckinghamshire

  • Finish: Harpsden Bottom, Oxfordshire

  • Distance: 46.9 km (29.1 Miles)

  • Elevation change: +568m / -634m. Net -66m

  • Blog post coming in December 2030


The Northern Extension

  • Start: Sharpenhoe Clappers, Hertfordshire

  • Finish: Peter's Green, Bedfordshire

  • Distance: 42.9 km (26.7 Miles)

  • Elevation change: +645m / -568m. Net +77m

  • Blog post coming in December 2031



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