Walking in Kent, self guided walks

From £706 (7 days) excluding flights
Price is per person (self-guided) based on 2 sharing. Guided option available from £1051.00 per person (7 days/ 6 nights) ex flights. Single persons supplement is an additional £27.00 per night.
This trip can be tailormade at a time to suit you and adapted to your requirements
1 review4 star rating
Make enquiry

Walking in Kent, self guided walks

Discovering Rural Kent Tour; self-guided:

This is a 7 day including arrival and departure days comprising of six night's accommdation and a 5 day circular walk, starting and finishing at the cathedral city of Canterbury. On leaving Canterbury, the walk winds its way through the Garden of England taking you through some of Kent's finest countryside. On average you cover 10 miles each day and your tracker is at the end of a phone to advise you about your walk and will meet you each morning to go over the route and provide you with your packed lunch.

This walk has been designed to help you discover the true heart of Kent, its countryside, history and local crafts. Special attention is paid to the county’s orchards, vineyards and hop-gardens. This circular walk detours off to find the nooks and crannies of the county seldom visited by tourists or the casual traveller. You are invited into the rural heart of Kent and its fascinating backwaters.

On arrival at Canterbury, you will be met by a tracker at your first night’s accommodation close to the cathedral and the ancient city of Canterbury. The first afternoon allows time to explore historic Canterbury and visit the shrine of Thomas à Beckett.

The walk leaves Canterbury following the footsteps of the Pilgrims to the Kent coast. The journey crosses Watling Street at Bridge into the chalk down-lands of the Elham valley, passing Oswalds House where Joseph Conrad spent his retirement.

As the walk follows the course of the Nailbourne it passes through the picturesque villages of Elham and Lyminge, which provide rest breaks in the journey through the Elham valley. You will visit St Ethelburga's Well at Lyminge. Before leaving the white cliffs of Dover behind as it follows the North Downs, the route passes through the village of Postling where Conrad wrote Lord Jim, until the beautiful market town of Wye is reached.

After Wye, the journey strikes north through the 5,000 acre Kings Wood to Godmersham Park, home of Jane Austen. It passes through Chilham, Kent’s prettiest village with its castle and square surrounded by timber framed houses and ambles along the banks of the Great Stour. The walk ends in Canterbury where the final night’s accommodation waits.

This is the ideal holiday for those who wish to proceed at their own pace and commence at a date and time of their choice. You will be met by a tracker each day, who will take care of your luggage and take you to your first night's accommodation.

The tracker will issue you with maps, literature about the walk, local history briefs and an itinerary for your holiday, along with useful tips on how to get the most from each day's journey. While you proceed through the countryside, staff will take your luggage to your next accommodation

We have gone out of our way to make sure that all the Inns, hotels and guest house accommodation we use welcomes walkers. Much of the accommodation is in local inns dating from the 16th and 17th centuries. You will find them to be friendly, with good cooking and comfortable bedrooms. Accommodation is located near to places of interest along the route and within walking distance of restaurants and public houses. All bookings include breakfast and a locally sourced packed lunch of Kentish food. Your luggage will be transported by a tracker to your next destination.

Responsible tourism: Walking in Kent, self guided walks


We combine walking with stories of the landscape. Told both through the local food and architecture as well as through the history. Last year, during the close of season, time was spent researching and writing a book about the Pilgrims’ Way with the intention of producing a comprehensive overview of this important trackway that serves the route for our most popular walking holiday. The project was undertaken using material held at the Centre for Kentish Studies, the Cathedral Archives and University of Kent at Canterbury. The book was published by the History Press in July 2011 and carry’s the brand of the Kent Downs AONB and a forward by the Officer with responsibility for the North Downs Way National Trail. The intention is that both local people and visitors to Kent will benefit from bringing most of the historical information relating to this ancient trackway together into one accessible volume.

Undoubtedly such opportunities as those above exist essentially because of our co-operative links within the local community. As such research funded through the Heritage Lottery Fund and the Kent Wildlife Trust to examine the history of Blean Woods is being undertaken at present and will continue this year during the close of season and hopefully the findings will again enhance the experience of those who come to discover hidden Kent, its people and their history in the years to come.

Make enquiry

Popular similar England walking holidays

Pilgrims Way self guided walking tour
Discover Kent's history, its landscape and its people, from £587 (6 days) ex flights
Thames Path walking holiday, Cotswolds to London
Follow the river to its source in the Cotswolds, from £686 - £1120 (8 days) ex flights
Shakespeares Way walking holiday, Cotswolds & Chilterns to London
From Stratford-upon-Avon to The Globe Theatre, from £533 - £1740 (8 days) ex flights
Cotswolds self guided walking break
Self-guided walking tour through famous towns & villages, from £325 (4 days) ex flights

Story behind the experience

During the children’s summer holidays, I would take them walking on the local National Trails – on the Pilgrim’s Way and North Downs Way and, while we walked and camped in the gardens of local inns, I would share stories with them of the landscape’s history. The children enjoyed it so much that soon other families would join our walks and I soon realised there might be others with whom I could share the experience. Our walking company was born nearly 10 years ago and we now lead groups throughout the year, sharing our love and enthusiasm for both walking and history.

Holiday provider no: 351

Walking in Kent, self guided walks

Reviewed 11 Oct 2008 by 4 star rating

1. What was the most memorable or exciting part of your holiday?

Walking through the Kent apple orchards.

2. What tips would you give other travellers booking this holiday?

Relax and enjoy - everything is done for your convenience.

3. Did you feel that your holiday benefited local people, and minimized impacts on the environment?

Yes - we ate out and bought souvenirs.

4. Finally, how would you rate your holiday overall?

Make enquiry

Holiday Reviews

You can trust our-land.co.uk reviews because, unlike many other schemes, reviews can ONLY be written by people who we have verified have been on the holidays. In addition, we don't run these holidays ourselves - our only interest is giving you the best independent advice.

Read our review policy

Convert currencies