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

Hambleden to Turville and Fingest

A walk linking three of the most picturesque Chiltern villages. Using the Chiltern and Shakespeare ways it takes you on a circuit through lovely scenery with fine views.

Chiltern Ridges Route

A walk from West Wycombe heading towards Radnage Church, before crossing Bledlow Ridge and returning along the ridge to West Wycombe Hill. Some wonderful views, delightful chalk grassland carpeted with spring and summer flowers, and an optional visit to the notorious Hellfire Caves.

Great Offley and Charlton

A moderate stile-free walk The walk starts in the village of Great Offley, heading south-west along the ridge above Hitchin before descending to the small hamlet of Charlton. From there, there is a steady, scenic climb back to Offley.

Berkhamsted to Frithsden

A walk through lovely Chiltern scenery with lots of interest on the way – a Norman Castle, WW1 trenches, a vineyard, canal and more.

Christmas Common & Watlington Hill

This could be described as a Christmas walk for all seasons, or perhaps as a walk of two halves – a lovely woodland adventure or a breathtaking hilltop adventure. The choice is yours.

Studham and Whipsnade

An easy circuit over lovely rolling countryside from Studham Common to Whipsnade taking in a zoo, a tree cathedral, and a 16th century church.

Pitstone Hill & Ashridge

This walk follows the ancient Ridgeway with stunning views from the top of Pitstone Hill, before returning through the beautiful woodland of the National Trust’s Ashridge Estate.

Views from the Barton Hills

This walk starts by criss-crossing the border between Herts and Central Beds, before climbing up the Chilterns escarpment. It then passes a hidden hillfort, meets three major walking routes and provides magnificent views over the surrounding countryside.

Metro-Land

This walk visits Rickmansworth and Croxley Green, whose current size and character owe much to the arrival of the Metropolitan Railway. The varied route includes woodland, fields, a moor designated as a Site of Special Scientific Interest, a village green, rivers and a canal.

The Maharajahs Well

This walk gives fine views of the Berkshire Downs and the Oxfordshire plain and takes in the Maharajah’s Well in Stoke Row.

From Chorleywood into the Chess Valley

A stile-free walk that explores the picturesque Chess Valley, the pretty village of Chenies with its Tudor manor house, 15th century church and village green, and finally delightful Chorleywood Common.

Three Villages Route

An attractive and interesting walk through rolling Chilterns countryside, taking in the historic villages of Turville, Skirmett and Fingest.whose photogenic appeal has made them favourite locations for film and television. Each has a welcoming pub with good food and a garden.

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 & Chiltern Way Extensions

OUT OF STOCK
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.

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 & Chiltern Way Extensions

OUT OF STOCK
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.

Get involved

Subscribe to our eNews

Make a donation

Become a member

Get involved

Subscribe to our eNews

Make a donation

Become a member