Cobbled Mermaid Street in Rye, East Sussex, lined with historic timbered and brick houses on a sunny day.

1066 Country Walk – Walking the Landscape of Conquest

Type of trail?
Long-distance route
Is it for me?
Easy-going long-distance walk
Gentle terrain with minimal ascent, well suited to first-time long-distance walkers or those looking for a calm, steady route.
What will I see?
Castles, abbeys, and battlefields
High Weald ridges and woodlands
Marshland and lowland valleys
Medieval towns and cobbled streets
Ancient trackways and farmland
What’s the vibe?
Historic and story-led
Peaceful and reflective
Green and wooded
Quiet and rural
Calm and unhurried

Battlefields, wooded ridges, and quiet Sussex countryside between Pevensey and Rye

The 1066 Country Walk is a long-distance self-guided travel and walking route through East Sussex in the South East of England, linking routes, landscapes, and places between Pevensey, Battle, Winchelsea, and Rye. Following the countryside associated with the Norman Conquest, it traces a continuous line through marshland, wooded hills, farmland, and medieval settlements shaped by the events of 1066.

Walking here is defined by gentleness and continuity rather than effort. The terrain rises and falls softly across low ridges and shallow valleys, with field paths, woodland tracks, and quiet lanes allowing steady progress at an unhurried pace. Distances feel manageable, and the landscape unfolds gradually rather than dramatically.

The character of the route shifts as it moves inland from the coast. Around Pevensey, open levels and marshland create wide skies and big horizons. Further north, the path climbs onto the wooded ridges of the High Weald National Landscape, where hedgerows, ancient trees, and enclosed valleys give the walking a greener, more sheltered feel. Approaching Rye and Winchelsea, the land flattens again into low meadows and tidal ground near the sea.

History is woven quietly into the walk. Pevensey Castle marks the Norman landing place, Battle Abbey stands on the site of the famous conflict, and old churches, farms, and towns appear at intervals along the way. The trail often feels less like a designed route and more like a thread connecting layers of settlement and memory across the countryside.

Unlike coastal or upland trails, the appeal of the 1066 Country Walk lies in its calm. It is a route shaped by landscape, story, and small places — a steady crossing of Sussex where past and present sit naturally alongside one another.

Trail Overview

Distance

31 miles / 50 km

Typical time on foot

2–3 days

Start

Pevensey, East Sussex

Finish

Rye, East Sussex

Terrain

Field paths, woodland tracks, low ridges, farmland, marshland paths, and historic town streets

Frequently Asked Questions

How difficult is the 1066 Country Walk?

It is an easy-going long-distance route with mostly gentle terrain and well-defined paths, suitable for most walkers with basic fitness.

When is the best time to walk the route?

Spring through autumn offers the most reliable conditions, with green woodland, open views, and longer daylight hours.

Can I walk it in shorter sections?

Yes. Towns such as Battle and Rye provide convenient access points and rail connections for day or weekend walks.

Is the route well waymarked?

Yes. The trail is signed with 1066 Country Walk markers, though maps or GPS are helpful through farmland and woodland sections.

What kind of places does the trail pass through?

The route links castles, abbeys, historic villages, wooded countryside, and medieval towns, including Pevensey, Battle, Winchelsea, and Rye.