South to North Wales by the Mountain Roads

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South to North Wales by the Mountain Roads

A supported cycling holiday which starts in historic Chepstow, South Wales and then takes the rider along the spine of Wales across the Black & Cambrian Mountains and then through Snowdonia finishing at Anglesey. Contour will be responsible for all guiding and camp administration which means that the rider can tackle the challenge unhindered, and still be reassured that a tent (with heater), warm sleeping bag, change of clothes and a hot meal will be waiting for them at the end of a day's ride.


Please call 0800 014 8657, email or use the enquiry button to get further details on this activity.

Tour available on request, 7 days of cycling from £1150.00

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What you will need

See the Equipment and Packing list for items you will need to bring for this activity.

Accommodation and Transport

See our Accommodation and Transport page for advice on options available.


  • The expedition is scheduled to take a week, 5 days for cycling with a day for administration at the start and finish.  Route summary: 

  • Day 1 - Chepstow to Hay-on-Wye (50 miles)

  • Day 2 - Hay-on-Wye to Llanidloes (53 miles) 

  • Day 3 - Llanidloes to Dolgellau via Machynlleth (53 miles) 

  • Day 4 - Dolgellau to Caernarfon (58.5 miles) 

  • Day 5 - Caernarfon to Holyhead (38 miles) 


  • Fully guided, you concentrate on the riding and we will take care of the route planning and navigation.

  • Travelling support vehicle to provide mechanical and medical support if required.

  • Contour responsible for all camp administration, which includes establishing camps at overnight stops; preparation of meals; transport of bags.

  • Transport to and from a mainline rail station at the start and finish of the expedition included.

  • Should you wish to only ride a specific section of the route then Contour can arrange for transport to the nearest British Rail stations on route.

Featured Section: Llanidloes to Machynlleth.

Following National Route 8, this section takes the rider on the 37km section between Llanidloes to Machynlleth on the mountain roads which climb to a height of 509m passing the foot of Foel Fadian, before the long descent into Machynlleth.
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