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Hiking trails & Routes

South East England

Strand Gate, Winchelsea – Winchelsea New Gate loop from Winchelsea

Hiking trails & Routes

South East England

Strand Gate, Winchelsea – Winchelsea New Gate loop from Winchelsea

Easy

5.0

(2)

17

hikers

Strand Gate, Winchelsea – Winchelsea New Gate loop from Winchelsea

01:03

4.01km

40m

Hiking

Easy hike. Easily walkable paths. The starting point of the route is accessible with public transport.

Last updated: August 7, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

High Weald National Landscape

Waypoints

A

Start point

Bus stop

1

135 m

St Thomas the Martyr Church, Winchelsea

Highlight • Religious Site

Now partly in ruins, the 13th century St Thomas the Martyr Church is dedicated to Thomas Beckett, Archbishop of Canterbury. The church was built when the whole village of Winchelsea …

Tip by

2

363 m

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 …

Tip by

3

379 m

Strand Gate, Winchelsea

Highlight • Historical Site

Pretty doorway into Winchelsea.

Translated by Google •

Tip by

4

1.20 km

Royal Military Canal from the Foot of Winchelsea Hill

Highlight • Trail

5

2.90 km

Winchelsea New Gate

Highlight • Historical Site

Built in the 13th Century, this (and the nearby ditch) were part of Winchelsea's defences. In 1380, the French gained entry through this gate and gave the town a good, old-fashioned sacking!

Tip by

6

3.53 km

Monks Walk Ruins

Highlight • Historical Site

B

4.01 km

End point

Bus stop

Way Types & Surfaces

Way Types

2.10 km

1.42 km

342 m

159 m

Surfaces

2.09 km

1.10 km

651 m

172 m

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Elevation

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Weather

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Today

Thursday 5 November

11°C

7°C

0 %

Additional weather tips

Expect light wind and shifting conditions.

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