Walking holidays in The Chilterns

Designated officially as an Area of Outstanding Natural Beauty in 1965, the Chilterns are a range of hills covering an area over around 833 km2, from Goring-on-Thames in Oxfordshire, through Buckinghamshire, via Dunstable Downs and Deacon Hill in Bedfordshire, to near Hitchin in Hertfordshire. With their undulating hills, dense beech woodland, picturesque villages representing a bygone England, flint cottages and ancient churches, we think the Chilterns are one of the loveliest areas in the nation to walk. Fortunate walkers may also witness soaring buzzards, Red Kites, small groups of Fallow and Muntjac Deer, and some rare species of Chalk downland wildflowers. Midsomer Murders fans will not be disappointed either with the many film locations dotted across the area.

Although barely 30 miles from London, the Chilterns are sparsely populated and little visited making them a wonderful area for a short walking holiday. Finding our usual selection of high quality hotels and inns can be a challenge, but we have it sorted. The walking includes steep but short hills rewarded with amazing views, gorgeous dry valleys, cosy inns and abundant bluebells if you are here in May.

Our Chilterns highlights

Red Kites

Since their re introduction in the mid-1900’s these majestic and distinctive birds have become synonymous with the area.

Included in our Meanders on the upper Thames holiday

Hambleden Village

Midsomer Murders fans will want to visit the picturesque Hambleden Valley, as there are many villages nearby that have played host to a murder mystery!

Included in our Meanders on the upper Thames holiday


The chalk downlands and beech woods are home to millions of blue bells in April and May – the sight and scent make your heart soar!

Included in our Tailor-made holiday


Our favourite chocolate shop Beautiful hand made chocolates and cafes in Wendover and Thame serving coffee and cake, lovely lunches and of course chocolate!

Included in our Tailor-made holiday

Chenies Manor

Chenies Manor House is one of the UK’s finest Tudor Mansion Houses with award winning gardens and original 13th Century features.

Included in our Tailor-made holiday

Stoke Row

A beautiful, unpretentious country pub, the Crooked Billet is famous for its cooking, inglenooks, crackling log fires, flagstone floors and friendly atmosphere.

Included in our Tailor-made holiday

Our Chilterns Walking holidays