Hollingwood Farm

Three Castles Walk (Monmouthshire)

Follows ancient paths linking three medieval fortresses—White Castle, Skenfrith, and Grosmont—across rolling Monmouthshire countryside. Terrain varies from gentle farmland to moderately steep climbs through wooded valleys, with stiles and uneven ground making it unsuitable for buggies and challenging for young children. Dogs welcome but must be kept under control near livestock. Delivers genuine historical atmosphere, stunning rural views, and a proper countryside workout that rewards with glimp

Herefordshire Trail

Circles the entire county across 154 miles of varied terrain—rolling hills, river valleys, and steep climbs through the Malverns and Black Mountains. Definitely not suitable for buggies or very young children; this is a serious multi-day challenge for experienced walkers. Dogs welcome throughout, though livestock gates are common. Rewards with stunning border countryside, orchards, medieval market towns, and genuine solitude on less-trodden sections far from tourist hotspots.

Beacons Way

Traverses the entire Brecon Beacons National Park over 152km of challenging, varied terrain including steep ascents up Pen y Fan and exposed ridgelines. Unsuitable for buggies and very young children due to distance, elevation gain, and remote sections. Dogs welcome but must be under control near livestock on open moorland. Delivers spectacular mountain panoramas, ancient forests, and waterfalls across Wales' most dramatic upland landscape—a serious multi-day adventure for experienced walkers.

Offa's Dyke Path

National Trails