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The Chilterns

The Chilterns, is an Area of Outstanding Natural Beauty and famed for its natural beauty and picture-perfect historic market towns and villages.

Here are some of our favourites:


Its broad High Street with half-timbered houses, independent shops, medieval cottages and museum all makes Old Amersham one of the most-photographed towns in the Chilterns.


Beaconsfield is a town of two halves; there is historic Old Beaconsfield with its elegant wide streets lined with coaching inns and grand houses and New Beaconsfield, which grew up around the railway station, a stone’s throw from Bekonscot model village.

Great Missenden

Roald Dahl lived and worked in Great Missenden and is buried beside its 14th century church. The narrow main street, with its half-timbered and Georgian houses, shops and pubs, inspired many easily recognised features of Dahl's books. The Roald Dahl Museum and Story Centre now enjoys pride of place and can be combined with local walking trails that inspired many of Roald Dahl’s famous stories.


Hills and rich woodlands are the peaceful backdrop to the relaxed and unspoilt Chiltern town of Wendover. The route of the Ridgeway actually follows the high street here, passing the door of the 16th century Red Lion hotel and shops selling antiques, local food and fabulous chocolate. The plateau of Coombe Hill can be reached on foot, rewarding the climb with panoramic views over Chequers and the Vale of Aylesbury. There's plenty more activity, adventure and simple escapism in the 800 acres of nearby Wendover Woods.

Get there with Chiltern: Book your next adventure in the Chiltern hills with Chiltern Railways with direct trains from London Marylebone.