Chipping Campden to Winchcombe, Gloucestershire · United Kingdom
The Cotswolds is England at its most pastoral — limestone villages with honey-coloured stone, dry-stone walls threading between sheep pastures, church towers rising from beech hangers. The Cotswolds Way runs 164 km from Chipping Campden to Bath, but a single weekend on its northern stretch gives you the heart of the route without the need for a fortnight's leave. Start in Chipping Campden, a market town that has barely changed since the wool merchants built it in the 15th century. The first morning climbs to Dover's Hill — a natural amphitheatre with views across the Vale of Evesham — before dropping through Broadway and ascending Fish Hill, the Cotswolds' highest point at 312m. This is not altitude; it is perspective, and the view stretches forty miles on a clear day. The second day threads Stanton, Stanway, and Hailes Abbey — a ruined Cistercian monastery half-swallowed by meadow grass — before finishing at Winchcombe. These are villages that exist to be walked through, with pubs that have been serving walkers longer than the word "tourist" has existed. This is the ideal first multi-day walk: well-marked, well-serviced, with accommodation in every village and no technical terrain. Distance each day is 18–22km. Boots are required — the limestone clay turns slick after rain — but no specialist kit is needed. The Cotswolds rewards slow travel and stopping for every church gate.
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