Wessex Way

A mountain bike ride across Somerset, Wiltshire, Berkshire and Hampshire from the Bristol Channel to the South Downs National Park. This trail is the route proposed by Tim Woodcock.

From Weston Super Mare you cross the spine of the Mendip Hills via Wells and Frome before heading north around Salisbury Plain and through the rolling hills of Pewsey Vale. After traversing the Wessex Ridgeway you descend through Hampshire to Winchester.

  • 156 miles / 252 kms
  • 13,790 feet / 4203 metres
  • 3-4 days
  • Weston-Super-Mare - Winchester

When the trail is dry this is a fairly easy ride across different terrain including sections of road. When the ground is wet and muddy going is difficult in places and a good level of fitness and off-road cycling ability is needed.


After 80 miles from Weston Super Mare instead of heading east through Pewsey Vale you can continue north to join The Ridgeway, an off-road trail from Avebury to Wendover. The South Downs Way starts at Winchester so at the end of this ride you can continue to the coast at Eastbourne. The distances shown are a guide only and depend on the accommodation you choose each night. Large groups may need to use hotels and inns in towns nearby.

Winchester Cathedral, Winchester, Hampshire, England

Three Days

Cycling the trail over a weekend is a decent challenge for serious riders and requires good trail and weather conditions. We suggest overnight stops in Warminster and Inkpen village.

Day 1 - Weston-Super-Mare to Warminster - 55 miles / 88 kms
Day 2 - Warminster to Inkpen - 59 miles / 95 kms
Day 3 - Inkpen to Winchester - 46 miles / 74 kms

Cherhill White Horse, Cherhill, Wiltshire, England

Four Days

A 4 day cycling trip has overnight stops in traditional country inns at Nunney, Bottlesford and Hollington Cross just outside Highclere.

Day 1 - Weston-Super-Mare to Nunney - 42 miles / 68 kms
Day 2 - Nunney to Bottlesford - 36 miles / 58 kms
Day 3 - Bottlesford to Hollington Cross - 43 miles / 69 kms
Day 4 - Hollington Cross to Winchester - 42 miles / 67 kms

There are several long term car parks in Weston Super Mare and the town has a train station with connections to Taunton, Bristol and London Paddington. Winchester has long term parking too of course and there are railway connections to London Waterloo and the South Coast. The journey time by road between Winchester and Weston Super Mare is 2 hours 30 minutes for a minibus pulling a trailer.

Hotels & Inns

We have listed some of the better hotels and inns with links to TripAdvisor where you can read customer reviews and check prices and availability.

When booking accommodation ask if there is secure storage for your bikes and the time breakfast is served in the morning. All should be able to provide packed lunches. For those starting late or cycling long distances, check when evening meals end. If you plan to arrive mid afternoon check that the country inns are open as many close between 3 and 6 pm.

As one would expect from an English seaside resort there is accommodation for all budgets in Weston Super Mare. Once you leave the town there are traditional country inns and small hotels to be found in the Somerset, Wiltshire and Berkshire countryside. At Winchester there is plenty of choice too and with its restaurants and bars it is a lovely city to enjoy the final night of your trip.