Seasonal walks

Welcome to our Winter Walks collection

The routes on this page have been specially selected from Chiltern Society walks published on our own leaflets, on OS Maps, and on Visorando. They’ll take you to some of the Chilterns’ most loved and iconic seasonal highlights.

The Chiltern Society Walks Leaflets shown below are from our collection of more than 80, which are FREE for personal use and can be found here.

How to find all Chiltern Society-designed walks on

How to find all Chiltern Society-designed walks on

Please note that following the buttons below should either download a PDF to your device, or (depending your settings and if you have the app) open the chosen walk in your browser, in OS Maps, or Visorando.

Ivinghoe and Pitstone Hill

An easy walk suitable for all the family with stunning views over the Vale of Aylesbury from the top of Pitstone Hill. The area is also rich in history, having an ancient windmill and two museums dedicated to displaying various aspects of village and rural life over the centuries.

Gade Valley Route – Jockey End to Gt. Gaddesden

A beautiful walk in the parish of Great Gaddesden in Hertfordshire, passing three beautiful houses. It starts on the chalk plateau at Jockey End and follows the Hertfordshire Way, descending through fields and parkland to the water meadows by the Gade chalk stream.

Aston Rowant Route

This short, stile-free walk shows the Chilterns at their best. There are quiet and hidden landscapes, a National Nature Reserve and superb views from the top of the escarpment.

A Sense of Dacorum

This walk aims to demonstrate that modern Hemel Hempstead and its environs have much more to offer than cynics would have you believe.

Cholesbury Camp

The highlight is a visit to Cholesbury Camp, a well-preserved Iron Age hillfort now managed by the Chiltern Society. You will also discover a fascinating history that includes historic buildings, a generous vicar and a local hero who fought at the Battle of Trafalgar.

Prestwood and Cobblershill Farm

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.

Nettlebed to Maidensgrove Walk

This beautiful scenic stile-free walk is centred on the historic Oxfordshire village of Nettlebed. It features two commons, a nature reserve and the wonderful Chiltern landscape of beech woodlands, chalk grassland and rich wildlife. Take the many opportunities on route to enjoy the great views.

Henley Hills and Woodland Walk

A lovely stile-free walk that explores the hills and woodlands that overlook the beautiful market town of Henley-on-Thames. The first section of the walk is across high parkland with excellent views, the return is through woodland.

A Penn Circuit

An undulating walk through woodland and arable farmland, via Penn House Estate, Common Wood and Penn Wood.

Ayot St Lawrence

A walk which explores the landscape and history of this special corner of Hertfordshire. It starts and finishes in Kimpton and includes two 12th century churches, a neoclassical church, a park designed by Capability Brown and the house of a famous playwright and author.

Burnham Beeches

A walk suitable for families round the scenic Burnham Beeches National Nature Reserve, which is particularly colourful in spring and autumn, but well worth a visit at any time of year. It can be shortened if required.

River Wye Walk

A short walk from High Wycombe based around the river Wye. Learn about the history of the river, see the work of the “Revive the Wye Partnership” and the place where the Chiltern Society started in 1965

Available to buy

50 Great Walks in the Chilterns

A carefully selected collection of 50 favourite walks throughout the Chilterns.

Footpath Maps

View our own range of footpath maps covering all of the Chilterns.

The Chiltern Heritage Trail

A 50 mile circular route, which passes through all 14 parishes of the Chiltern District.

The Chiltern Way Including the Berkshire Loop

The complete official guide to the circular long-distance path through Beds, Bucks, Herts and Oxon.

More Great Walks in the Chilterns

A fine collection of 25 newly designed walks put together by members of the Chiltern Society.

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