Walking Dorset’s Jubilee Trail

Dorset’s Jubilee Trail is one of several long distance trails which cross the county. The trails coincide at times, but each offers something different to the walker, some include a combination of rural and coastal walks, others through the countryside. Prehistoric field systems, Roman forts, medieval settlements and historic villages, dot the landscape.

Whichever trail is chosen you may be sure of miles of unspoilt countryside unspoilt by the ‘motorway’ experience of some of the country’s more high profile long distance trails.

Dorset’s Jubilee Trail was created to celebrate the Diamond Jubilee of the Ramblers Association and is a 90 mile walk crossing the county of Dorset from Forde Abbey on the Somerset border in the west, to Bokerley Dyke on the Hampshire border on the east.

In total The Jubilee Trail takes nine days,  assuming a daily average of 12 miles walking over undulating countryside.

Ordnance Survey Maps : 116, 117, 118 and OL15 

This wonderful trail cuts through rural Dorset, avoiding the few towns in the area, passing through a succession of unspoilt villages, such as Briantspuddle and in the Piddle Valley and timeless landscapes. This does mean, however that some minor detours to reach accommodation, may be required, often along one of the other trails which criss-cross the countryside. 

Highlights of Dorset’s Jubilee Trail include:

  • The house and gardens of Forde Abbey , a former Cistercian Abbey
  • The views from the atmospheric  Pilsdon Pen, an iron age hill fort
  • The market town of Beaminster, not strictly on the trail, but well worth a detour for an overnight stay
  • Mapperton House & Gardens, a Jacobean House billed as ‘the finest Manor House’ in the country
  • Lower Kingcombe nature reserve
  • Hardy Monument, erected in memory of Admiral Hardy from which there are wonderful views across the countryside
  • Upwey village- the excellent tearooms at the Wishing Well, said to be the largest natural spring in Britain
  • Moreton- the burial place of TE Lawrence (Lawrence of Arabia) the church windows engraved by Laurence Whistler
  • Milton Abbas, a village famous for its much-photographed main street and mansion house, now Milton Abbey School.

Footscape walking holidays

Footscape can draw on detailed knowledge of the county’s terrain and accommodation to put together an itinerary to suit your requirements. We can devise a custom-made itinerary including one or more of the routes. In addition, our  ‘Undiscovered Dorset’ trail provides fantastic walking through the heart of the county. 

We provide you with

  • a detailed guide, customised to your specific itinerary
  • annotated Ordnance Survey maps
  • accommodation along all or part of the trail
  • Luggage transfer


It is a simple formula: you walk from one place on the trail to the next, staying in a different place each night, with your baggage moved for you, so it is waiting for you when you arrive at your new accommodation. You choose your own dates, subject to availability, whether you wish to walk the whole distance or just part of the trail, as well as the average number of miles to walk each day, within certain limits.