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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 Chilterns Chalk and Cheese holiday

Bluebells!

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 Chilterns Chalk and Cheese holiday

Rumseys

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 Chilterns Chalk and Cheese holiday

Waddesdon Manor

A French chateau stuffed with stunning treasures and built by one of the Rothschild family for his dearly loved wife.

Included in our Chilterns Chalk and Cheese holiday

Thames River

The Thames has cut its way through the chalk hills giving a dramatic and beautiful scene of wooded valleys, serene waters and pretty hamlets and locks

Included in our The Thames Path from source to London holiday


Our Chilterns Walking holidays


  1. Chilterns Chalk and Cheese

    The Chilterns are an underrated part of England in our opinion and offer a perfect landscape for a gentle walking tour. Just as pretty as The…

    From £995

    Gentle / 6 or 7 nights / Self-guided / The Chilterns

  2. The Thames Path from source to London

    The full length of the Thames from its source in the Cotswolds downstream to London and Greenwich includes an amazing array of differing landscapes.…

    From £2,380

    Not so gentle / 8 nights + / Self-guided / The Thames

  3. The Thames Path from Henley to London

    The lower Thames from Henley to central London and Greenwich embraces many landscapes from rural meadows with kissing gates to royal palaces…

    From £1,350

    Gentle / 6 or 7 nights / Self-guided / The Thames

  4. The Thames Path from source to Henley

    The upper Thames from its source in the Cotswolds downstream to elegant Henley includes a great variety of landscapes. From remote and wild pasture…

    From £1,290

    Not so gentle / 6 or 7 nights / Self-guided / The Thames

  5. Meanders on the upper Thames

    This walk and river boat trip is a wonderfully relaxed way of experiencing the Thames. Each day you board a river boat (ticket included) and…

    From £1,080

    Gentle / 6 or 7 nights / Self-guided / The Thames


Can't find what you're looking for?

Many of our trips are tailor-made, so tell us what you're looking for and we'd be delighted to design the perfect cycling or walking holiday for you.


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