Walking Holidays and Stays in East Sussex

Rolling Downs, Chalk Cliffs, and Historic Towns

Where coast meets countryside — and every trail tells a deeper story.

East Sussex is a richly varied county for walking, blending natural beauty with centuries of history. From the rolling chalk hills of the South Downs to the iconic cliffs of Beachy Head, and inland to medieval villages and ancient woodlands, it’s a place made for slow exploration.

The South Downs Way runs right through the heart of the county, offering panoramic ridge walks from Winchester to Eastbourne. But you’ll also find peaceful trails along the River Ouse, historic parklands like those at Battle and Herstmonceux, and timeless landscapes that inspired artists, writers, and revolutionaries alike.

Whether you’re climbing through downland fields, tracing smugglers’ paths to the sea, or wandering cobbled streets in towns like Lewes or Rye, East Sussex offers walking with soul, scenery, and plenty of stories.

Trails Through East Sussex

These featured walks pass through or begin in East Sussex — ideal for self-guided walking holidays.

South Downs Way (East Sussex Section)

The eastern stretch of this National Trail crosses the chalk ridges from Ditchling Beacon to Eastbourne, with open skies, dry valleys, and sea views along the way.

Seven Sisters Clifftop Walk

One of England’s most iconic coastal walks — from Seaford to Eastbourne, past undulating chalk cliffs and the mouth of the River Cuckmere.

Lewes to Glynde Circular

A classic downland route with sweeping views, historic churches, and a stop at Glynde’s country pub before looping back.

Highlights

The Best Places to Stay in East Sussex for Walking and Eploring

Curated stays for walkers and slow travellers — from countryside B&Bs to town inns and coastal retreats

Coming soon!

Explore East Sussex by Destination

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

Walks Through East Sussex

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