Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: October 16, 2025

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Tips

Your route passes through protected areas

Please check local regulations for:

High Weald National Landscape

Waypoints

Start point

Parking

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808 m

Royal Military Canal Walk

Highlight (Segment) • Trail

Very pleasant stroll straight along the Royal Militiary Channel between Winchelsea and Cliff End. The area is teeming with beautiful animals and birdlife, such as lambs, ducks, and swans.

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3.98 km

Charles Palmer Wines Cellar Door

Highlight • Restaurant

Beautiful winery with tasting rooms. Ring bell if closed. Super friendly & knowledgable. Good wines, restrooms & water tap.

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4.13 km

The Watcher Sculpture on the 1066 Country Walk

Highlight • Historical Site

The Watcher is one of the evocative sculptures along the long-distance 1066 Country Walk route. This sentry is beautifully carved from wood and watches for the invading army. He stands by Wickham Manor Farm.

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4.64 km

Winchelsea Southern Gate

Highlight • Monument

5.73 km

St Thomas the Martyr Church, Winchelsea

Highlight • Religious Site

In front of this historic village in East Sussex, the so-called Battle of Winchelsea or Les Espagnols sur Mer was fought during the Hundred Years' War.

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5.78 km

St Thomas' Church, Winchelsea

Highlight • Religious Site

Mark sure to pop into the church as it has some amazing stained glass windows. Outside you can see the ruins of the previous church

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6.17 km

Strand Gate and Lookout View of Rye Bay

Highlight • Monument

This gate is one of the three that once existed in the town. Built in the late 13th century, it provided access to the port.
This gate appears in Thackeray's …

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6.77 km

Site of Old Winchelsea and Sea Road

Highlight • Historical Site

The line of this road was once the location of the beach - now a few miles away.

This area is thought to be the location of old Winchelsea, which …

Tip by

12.7 km

End point

Parking

Way Types & Surfaces

Way Types

6.93 km

3.12 km

1.96 km

584 m

147 m

Surfaces

7.36 km

3.09 km

1.03 km

887 m

362 m

Elevation

Weather

Today

Wednesday 17 December

11°C

2°C

0 %

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Max wind speed: 28.0 km/h

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Royal Military Canal Walk – St Thomas' Church, Winchelsea loop from Cliff End

Royal Military Canal Walk

Charles Palmer Wines Cellar Door

The Watcher Sculpture on the 1066 Country Walk

Winchelsea Southern Gate

St Thomas the Martyr Church, Winchelsea

St Thomas' Church, Winchelsea

Strand Gate and Lookout View of Rye Bay

Site of Old Winchelsea and Sea Road

Nearby routes

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