Discover the closest published Remapped drives to Chepstow, Wales. Routes are ordered by their nearest point to the town centre and may start elsewhere. Distances to routes are approximate straight-line distances, not driving distances. Roads featured include B4293, A466, B4560.
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Short on time? Central Bannau: Merthyr to Brecon has the shortest estimated drive in this collection, at 30 minutes before stops.
Closest point on route: 0 miles from Chepstow · straight-line distance
Follow the A466 north from Chepstow through Tintern and the wooded Wye corridor towards Monmouth. River-valley bends and steep wooded slopes provide the character between the town approaches.
Closest point on route: 22 miles from Chepstow · straight-line distance
Cross Llangynidr Mountain on the B4560 before returning through the eastern Usk Valley. This compact circuit pairs the exposed high road with lower valley approaches, avoiding repeated runs up and down the same pass.
Closest point on route: 25 miles from Chepstow · straight-line distance
Leave Wells for a compact Mendip circuit, with the limestone walls of Cheddar Gorge as its centrepiece. Climb the B3135 through the gorge, then return across the higher countryside around Priddy. Keep time aside for a walk in the gorge or a village stop; the driving line is a road tour, not a cliff-top itinerary.
Closest point on route: 25 miles from Chepstow · straight-line distance
Spend a full driving day linking the Black Mountain, central Bannau Brycheiniog roads and the Epynt crossing. The A4069 and B4560 are the headline sections, with valleys and open uplands joining them into a substantial circuit.
Closest point on route: 26 miles from Chepstow · straight-line distance
Drive the A470 spine of the Cambrian Way from Cardiff’s northern edge through the heart of Wales to Llandudno. The journey changes from busier southern approaches to uplands, valleys and the northern mountain country.
Closest point on route: 31 miles from Chepstow · straight-line distance
Take the A470 north from Merthyr Tydfil through the central Bannau Brycheiniog corridor, passing the Libanus area before reaching Brecon. The trunk-road crossing offers broad upland scenery between the busier approaches.
Closest point on route: 31 miles from Chepstow · straight-line distance
Follow a road-led version of the northern Cotswolds Romantic Road, climbing Cleeve Hill before looping through the northern Cotswolds. The circuit uses through-roads between the familiar places; village centres and attractions are optional independent visits.
Closest point on route: 35 miles from Chepstow · straight-line distance
Circle the Wiltshire downs from Marlborough through Avebury and Devizes, returning by Pewsey. The drive links open chalk landscapes with a major prehistoric stopping place and market towns.
Driving times exclude stops. Leave time for the views, check each route’s notes and make the journey your own.
About the drives in this collection.
Wye Valley: Chepstow to Monmouth has the closest point on a route in this selection, approximately 0 miles from Chepstow in a straight line. This is not the distance to the route start or a driving-distance estimate.
Wye Valley: Chepstow to Monmouth is the shortest by route distance, at 17 miles, with an estimated driving time of 33 min. Allow extra time for stops and the journey to the route.
The Cambrian Way: Cardiff to Llandudno Road Trip is the longest by route distance, at 173 miles. Its estimated driving time is 4 hr 22 min, excluding stops and travel to the route.
5 routes start and finish in the same place, including B4560 Llangynidr Mountain and Usk Valley Loop. Check the route map to find a convenient starting point.
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