A classic Cotswold walking town with ancient roots and trails from the doorstep.
Nestled in a green valley below the Cotswold escarpment, Winchcombe is a walker’s paradise. With deep Saxon origins, narrow lanes, and honey-coloured cottages, the town combines history and beauty in equal measure — but it’s the sheer number of trails that makes it a standout destination for self-guided walking holidays.
From here, you can join the Cotswold Way, loop around the Winchcombe Way, visit ancient sites like Belas Knap, or walk through rolling countryside to Sudeley Castle, one of the Cotswolds’ most iconic landmarks. Circular walks in all directions make Winchcombe ideal for slow travellers who want to base themselves in one place and explore at leisure.
With cosy inns, cafés, and country pubs, plus frequent buses to nearby towns, Winchcombe is as practical as it is picturesque.
Winchcombe Way
A 42-mile circular trail exploring valleys, woodlands, and viewpoints around the town — perfect for multi-day walking holidays.
Cotswold Way (Winchcombe to Cleeve Hill)
A beautiful section of the National Trail heading south, with open views and classic escarpment walking.
Belas Knap Loop
A moderate 5–6 mile circular walk from town to this atmospheric Neolithic long barrow and back via rolling hills.
Sudeley Castle Walk
An easy loop through parkland and fields, taking in the historic castle and peaceful countryside beyond.
