Walk Type Chiltern Society

Woodoaks Farm

This varied walk starts from a historic farm, enjoys sweeping views and looks at some important local history. You can finish the walk with some of the best cake in the area.

The Chiltern Link

Thanks to the Society’s Donate-a-Gate scheme you can now experience open fields, lovely beech woodland and the peace and quiet of classic Chilterns countryside, all without the need to clamber over stiles.

Stanley Spencer’s Cookham

This walk will take you round Sir Stanley Spencer’s home village, a place he regarded as ‘heaven on earth’. It also ventures into thesurrounding countryside and along the Thames.

Hampden Monument Walk

This walk takes you through beautiful rolling countryside, past the home of an English Civil War hero and the monumenterected in his memory. It also gives you the opportunity to imagine yourself on the set of a Hammer horror film.

Heartwood Forest walk

On the edge of the Chilterns you find what’s now the largest continuous new native forest in England. We’ve chosen a route that features some of the best scenery throughout the year and has a magnificent display of bluebells in…

Penn Jubilee Wood walk

A more challenging walk through woods and fields that also has a couple of more gentle options. The highlight is a visit to the fairly recently planted Penn Diamond Jubilee Wood and the opportunity to sample the food and drink…

Brush Hill & Whiteleaf Hill Walk

This 2 mile walk explores two of the Chiltern Society’s most important nature reserves. It’s easy walking but there is one steep climb. Both sites provide fantastic panoramic views of the Chilterns escarpment, Vale of Aylesbury and further

Hound of the Baskerville’s Walk!

This undulating stile free 5.5 walk explores the Chilterns countryside around the south Oxfordshire village of Binfield Heath. Look out for historic cottages, a former deer park and evidence of past brick making. There is also plenty of flora and…

Chesham Riverside and Woodland

The Chilterns are well known for their beech woodlands. This gentle 2.5 mile stile free walk goes through some of the best of them enabling you to appreciate their beauty and take in some lovely views over the Chess Valley.

Henley Hills and Woodland

A lovely 5 miles 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.

Ley Hill Social Distancing Walk

This 3.8 mile stile free walk to the east of Chesham explores the network of paths in beautiful rolling countryside. There are lovely views of the Chess valley and the walk passes Cowcroft Wood nature reserve where bluebells and wild…

Pegsdon and Deacon Hills

This 3.5 mile walk climbs steadily into the Pegsdon Hills Nature Reserve where you can see rare chalkland plants and butterflies. From the top you can enjoy some of the best views in the North Chilterns. One of a series…

Pitstone Hill

This 6 mile stile free walk initially 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. One of a series of Social Distancing walks.

Peppard Woodland

A scenic 2.1 mile stile free walk which starts in Peppard Common and follows Dog Lane and the Chiltern Way. A gentle walk on wide tracks. One of a series of Social Distancing walks.

Red Kite Social Distancing Walk

A 4.5 mile stile free walk that passes through beautiful Chiltern valleys where red kites are abundant. You can also enjoy panoramic views, ancient beech woods and rolling farmland. One of a series of Social Distancing walks.

Tring Park Walk

A 4.2 mile stile free walk from the old market town of Tring which explores both the town and the surrounding countryside. It includes a world famous museum, a magnificent village hall, a few follies and the all year round…

Berkhamsted and Ashridge

This 5 mile stile free walk takes in some great views of the urban landscape, valleys and woodland to the north and west of the historic town of Berkhamsted. One of a series of Social Distancing walks

Great Offley Walk

A 6.2 mile walk from the village of Great Offley that has scenic views and the opportunity to see such wildlife as red kites and buzzards, and perhaps a sparrow hawk or a hobby, or even a rare bee orchid.…

Whiteleaf Walk

5.7 miles, with c900ft of ascent over the length of the walk. A moderately demanding walk, with one fairly steep descent and two moderate ascents. One stile. Look out for the painted waymarkers on the trees. Download a PDF for…

The Lee and Lee Common

7 km (4¼ miles), allow 2¼ hours. Start and finish: Park at The Lee (not Lee Common or Lee Clump) village green, avoiding driveways, or in the Cock and Rabbit car park with the landlord’s permission.

St Paul’s Walden Walk

6.5 miles, with 475ft/145m of ascent. A moderate walk with steady ascents and descents. Paths are generally good, but the sections through woodland can be very muddy in wet conditions.

Princes Risborough Ridgeway Circular Walk

A 7 mile circular walk following sections of The Ridgeway National Trail and the Chiltern Way, through beautiful Chilterns scenery including wooded hills and nature reserves. You will pass some great rural pubs, a windmill and some far-reaching views.

Prestwood Walk

5.8 miles, with c110m of ascent A moderate walk, with the main climb at the start. Can be muddy in places. Four stiles.

Pegsdon Spring Walk

5 miles. A moderate walk, with c600ft of ascent over its length. No stiles. There is a more strenuous option which adds an extra 160ft of ascent.

Charlton Walk

6.7 miles with 505ft of ascent A moderate stile-free walk over rolling countryside. Gaining access through some kissing gates along the route will test your ingenuity!

Brush Hill Walk

This 3 mile stile free walk takes in two Chiltern Society nature reserves that have some of the finest views in the area. 180m of ascent.