Walking Holidays and Stays in Cheshire

Canals, Gardens, and Rolling Farmland

Where green lanes meet stately homes — and peaceful trails connect heritage and countryside.

Cheshire offers gentle, varied walking in one of England’s most charming rural counties. Between the Peak District edge and the Welsh border, the landscape unfolds in low hills, winding rivers, and leafy plains. This is a place for slower adventures: canal towpaths, woodland trails, and timeless market towns.

Walkers will find plenty of options — from the sandstone ridges of the Sandstone Trail to the wild edges of Delamere Forest and the grassy banks of the River Dee. The historic city of Chester, with its Roman walls and riverside promenades, provides a cultural gateway to both urban and country walks.

With a mix of level paths, welcoming towns, and tranquil green space, Cheshire is ideal for relaxed self-guided walking.

Trails Through Cheshire

These featured walks pass through or begin in Cheshire — each one suited to slow, self-guided exploration.

Sandstone Trail

A 34-mile route from Frodsham to Whitchurch along Cheshire’s sandstone ridge, with sweeping views, woodlands, and historic landmarks along the way.

Delamere Forest Trails

A network of waymarked paths through mixed forest, wetlands, and hills — great for gentle day walks with options for all abilities.

Chester City Walls Walk

A 2-mile loop along the best-preserved Roman walls in Britain, circling historic Chester with views over the River Dee, cathedral, and timbered streets.

Weaver Way
A peaceful trail following the River Weaver Navigation through meadows, locks, and industrial heritage — perfect for canal-side exploration.

Highlights

Places to Stay in Cheshire

Curated stays for walkers, wanderers, and slow travellers — all within easy reach of the path.

Coming soon!

Self-Guided Holidays in Cheshire

Trusted tour companies offer self-guided walking holidays in Cheshire — with accommodation, luggage transfers, and detailed route notes included.

Coming soon!

Explore Cheshire by Destination

Choose a town or village to start your walk — and discover places to stay, paths to follow, and landscapes to linger in.

Coming soon!

Trails Through Cheshire

These featured walks pass through or begin in Cheshire — each one suited to slow, self-guided exploration.

Coming soon!