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Road cycling routes

South East England

Winchester City Gate – Winchester Cathedral loop from Swaythling

Road cycling routes

South East England

Winchester City Gate – Winchester Cathedral loop from Swaythling

Moderate

3.7

(3)

62

riders

Winchester City Gate – Winchester Cathedral loop from Swaythling

01:42

36.5km

380m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: August 7, 2026

Tips

Includes a segment in which cycling is not permitted

After 18.8 km for 152 m

Waypoints

A

Start point

Train Station

1

16.9 km

Winchester City Gate

Highlight • Monument

Winchester is a popular destination for rides in the Hampshire/Surrey/West Sussex area. It has plenty of resupply options and has many road riding routes leading out of the city in each direction.

Tip by

2

17.0 km

Westgate and King Alfred Statue, Winchester

Highlight • Monument

3

17.8 km

Winchester Cathedral

Highlight • Monument

Winchester Cathedral is the longest medieval cathedral in Europe and has a history stretching back more than 1,000 years. Inside, you find 12th-century wall paintings, medieval carvings, contemporary art, and …

Tip by

4

18.5 km

Statue of King Alfred the Great, Winchester

Highlight • Historical Site

Winchester’s statue of Alfred the Great is one of the city’s most iconic sights. He stands at the bottom of The Broadway next to the River Itchen and the Guildhall, …

Tip by

5

18.7 km

South Downs Social Bike Cafe

Highlight • Cycleway

A must for any cyclist (or anyone else!) who wants to enjoy tasty cakes and great coffee. All within a bicycle-themed cafe.

Tip by

6

18.9 km

Royal Oak, Oldest Pub in England

Highlight • Pub

Royal Oak is the oldest bar in England and leads to the time Karl II. back at 1652

Translated by Google •

Tip by

B

36.5 km

End point

Train Station

Way Types & Surfaces

Way Types

25.5 km

6.41 km

3.55 km

617 m

409 m

< 100 m

Surfaces

35.5 km

803 m

177 m

< 100 m

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Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (80 m)

Lowest point (10 m)

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Weather

Powered by Foreca

Wednesday 21 October

16°C

8°C

52 %

Additional weather tips

Max wind speed: 17.0 km/h

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