Walking Holidays and Stays in Gloucestershire

Hills, Villages, and the Heart of the Cotswolds

‍Where golden stone meets green valleys β€” and every footpath leads to something timeless.

Gloucestershire is the beating heart of the Cotswolds β€” a place where self-guided walking holidays feel effortless, immersive, and endlessly rewarding. From peaceful market towns to panoramic hilltops, this is a county shaped by foot travel and celebrated for its rural charm.

Wander among sheep-dotted hills and storybook villages like Painswick, Winchcombe, and Stow-on-the-Wold, or follow long-distance trails that wind through farmland, woodland, and ridge-top escarpments. The Cotswold Way, in particular, is a showstopper β€” starting in Chipping Campden and tracing the high ground all the way to Bath.

Whether you're walking for the views, the heritage, or the pure joy of moving through nature at your own pace, Gloucestershire invites you in.

Trails Through Gloucestershire

These featured walks pass through or begin in Gloucestershire β€” ideal for self-guided walking holidays.

The Cotswold Way

‍A 102-mile National Trail from Chipping Campden to Bath, taking in hillforts, beech woods, and classic Cotswold villages.

Wysis Way

‍A 55-mile link from Monmouth to Kemble, crossing the Forest of Dean and Severn Vale before joining the Thames Path.

Thames Path (Source Section)

‍Trace the river from its source near Kemble through meadows and villages, marking the beginning of one of England’s most iconic trails.

Winchcombe Way

‍A 42-mile circular walk around Winchcombe β€” through woodland, open fields, and Iron Age sites.

Donnington Way

‍A trail for lovers of countryside and ale β€” connecting all 15 Donnington Brewery pubs via scenic walking routes.

Highlights

The Best Places to Stay in Gloucestershire for Walking and Exploring

Curated stays for walkers, wanderers, and slow travellers β€” from countryside inns to elegant guesthouses and self-catering cottages

Coming soon!

Explore Gloucestershire by Destination

Choose a town or village to start your walk β€” and discover places to stay, paths to follow, and landscapes to linger in

Walks Through Gloucestershire

These featured walks pass through or begin in Gloucestershire β€” each one suited to slow, self-guided exploration