The Wainstones
Distance: 9.5 miles (15km)
Ascent: 671 metres
Start/finish: Chop Gate car park, TS9 7JW
Follow the road north to the junction then turn L onto a path uphill onto the ridge at Three Howes. Follow the ridge north to join the Cleveland Way at the 402m high point (2.7 miles/4.4km). Turn R on the Cleveland Way through Garfit Gap and up to Wainstones. Continue along the ridge over White Hill then curve R and descend to the B1257, Clay Bank. Cross the road and, still on the Cleveland Way, climb up onto Carr Ridge and follow this south-east to the trig point on Round Hill (6.2 miles/10km). Turn back on yourself then turn L, leaving the Cleveland Way and joining a bridleway heading west downhill. Cross the path junction near Medd Crag and continue down to the road at Blisdale Hall. Turn L and follow the road, staying L at the next two junctions to return to the start.