The town is sited in a gap in the Chiltern Hills and a designated Area of Outstanding Natural Beauty. The ancient Ridgeway National Trail, an 85-mile walking route from Avebury to Ivinghoe, passes along Wendover High Street. Apart from the Ridgeway Trail there are 33 miles of public rights of way and bridleways criss-crossing the parish and leading to the open chalk downland of Coombe Hill, Buckinghamshire, home to Britain's longest surviving geocache, and a monument to the Buckinghamshire men who died in the Boer War. Wendover Woods on Haddington Hill and Boddington Hill belong to Forest Enterprise England. There are routes for mountain bikers, and walking trails for walkers of various abilities as well as barbecue sites and play areas for children. Close to Boddington Hill are the remains of an Iron Age hill fort.