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.

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.

Winchester Cathedral, Winchester, Hampshire, England

Three Days Cycling

If riding the trail over three days we suggest overnight stops in Warminster and Inkpen village. From Winchester transfers back to your cars can be provided, or you can return home from Winchester railway station.

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 Cycling

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

Many cycling groups like to arrange their own accommodation so 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 inns are open as many close between 3 and 6 pm.

If you prefer, we can reserve rooms for you. We charge the price of the rooms plus a fee of £15 per person per night to cover our admin and insurance costs. A deposit of £100 per person is paid when you book with us. The balance is then due 4 weeks before your trip begins.

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.

With our cycling packages you choose two or more services that you would like us to provide. These include group and bicycle transport, luggage and gear transfers each day, cycle rescue, bicycle hire and an accommodation booking service.

Luggage Transfers

Your bags and cycle gear are moved between hotels, inns and B&Bs leaving you to enjoy each day without a heavy pack or cycle panniers.

Prices depend on the distance you intend to cycle each day and the number of bags transported. There are large discounts for group bookings.

Group Transport

With our minibuses and trailers we can transport your group, luggage and bikes from your home or airport to the start and back to your parked cars, home or airport at the end.

Please note that if you require transport only then you need private vehicle hire (a taxi service), which we are unable to provide unfortunately.

Bicycle Hire

We can deliver quality mountain bikes, helmets, handlebar bags and repair kits to Weston Super Mare and collect them from you at the end in Winchester.

Please note that the cycle hire service is available when booking at least one other service, bag transfers or group transport for example, read more...

Trail Support

For large groups we can provide full trail support where a driver, minibus and bike trailer follow the group each day providing assistance when needed.

The driver is first aid trained and is able to help with mechanical repairs to your bikes. Tea, coffee and biscuits are provided and your personal gear is stored in the vehicle.

Hotel Reservations

See the Hotels & Inns section for accommodation options, TripAdvisor reviews and to check availability and prices.

If you prefer, we can reserve rooms for you. We charge the price of the rooms plus a fee of £15 pppn to cover our admin and insurance costs. A deposit of £100 per person is paid. The balance is due 4 weeks before your trip begins.

Cycle Rescue

We provide an emergency roadside repair and recovery service. We can also transport you and your bikes to your hotel if weather conditions prevent you completing the ride.

The cost of the service depends on the distances and time involved. Should you run into difficulties please call our 24 hour support line for assistance, read more...

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. If you are travelling by car we can provide transport at the start and/or end of your trip for your group, bikes and luggage. The journey time between Winchester and Weston Super Mare is 2 hours 30 minutes for a minibus pulling a trailer.

Tell us about the trip you are planning and the services that you would like us to provide. We will then confirm availability and provide prices.

The Trail

  • Distance: 156 miles / 252 kms
  • Ascent: 13,790 feet / 4203 metres
  • Duration: 3-4 days
  • Start point: Weston-Super-Mare Pier
  • End point: Winchester Cathedral