Key Information
Distance: 5.6 miles (9 km)
Start: Winchcombe, Gloucestershire
End: Cleeve Hill, Gloucestershire
Time: 3-4 hours
Difficulty: Easy-Moderate
Weather Forecast for this Section (Next 7 Days)
Section Overview
Though relatively short in distance, this is one of the more demanding sections of the Cotswold Way. Leaving Winchcombe, the trail quickly climbs back onto the escarpment before continuing across high, exposed ground to Cleeve Hill — the highest point on the entire trail.
The reward for the steady ascent is expansive, uninterrupted views across the Severn Vale towards the Malvern Hills and, on clear days, as far as Wales. Expect open hilltop walking, sections of limestone grassland, and a more rugged feel than earlier stages.
Leaving Winchcombe
The route heads out of Winchcombe through fields before beginning a sustained climb towards the escarpment. The ascent is steady rather than steep, but it gains height quickly.
As you rise above the town, views begin to open up behind you across the rooftops and surrounding countryside.
Belas Knap
Partway along this section, the trail passes Belas Knap, a well-preserved Neolithic long barrow dating back over 5,000 years. The site sits prominently on the hillside and is one of the archaeological highlights of the northern Cotswold Way.
It’s a worthwhile stopping point and offers a chance to appreciate both the ancient history and the far-reaching views.
Climbing to Cleeve Hill
After Belas Knap, the trail continues to climb gradually onto the broad plateau of Cleeve Hill. The landscape here feels wild and open compared to the villages earlier on the route.
Cleeve Hill stands at 330 metres (1,083 feet), making it the highest point on the Cotswold Way. The area is open common land, shared with golfers and grazed by livestock, so take care underfoot. On clear days, the views are some of the finest on the entire trail.
Cleeve Hill
The section ends on the wide, windswept summit area of Cleeve Hill. There are limited facilities directly on the hill itself, though nearby Cheltenham offers full services if you are arranging transport or accommodation.
Because of its elevation and exposure, weather conditions here can change quickly. Strong winds and mist are not uncommon, even in summer.