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United Kingdom
England
South East England
Hampshire
Eastleigh
Fair Oak And Horton Heath

Longwood Dean Lane Tree Tunnel – Old Winchester Hill loop from Fair Oak

Routes
Road cycling routes
United Kingdom
England
South East England
Hampshire
Eastleigh
Fair Oak And Horton Heath

Longwood Dean Lane Tree Tunnel – Old Winchester Hill loop from Fair Oak

Intermediate

4.5

(2)

130

riders

Longwood Dean Lane Tree Tunnel – Old Winchester Hill loop from Fair Oak

02:27

52.8km

570m

Intermediate 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: October 23, 2025

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Waypoints

A

Start point

Bus stop

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1

8.65 km

Longwood Dean Lane Tree Tunnel

Highlight • Viewpoint

Longwood Dean Lane is a beautiful back country lane just east of Owslebury. It is a stunning tree lined lane with the glimpses of open country in places. It’s a …

Tip by

2

8.76 km

Longwood Dean Lane

Highlight (Segment) • Cycleway

This is a stunning tree-lined road where the trees arch toward each other, forming a natural canopy overhead as you cycle through.

Tip by

3

13.1 km

View of Wildflower Fields in South Downs National Park

Highlight • Viewpoint

Nice place to stop if you need a break. Very tranquil.

Tip by

4

14.6 km

Wheely Down Farm Lane

Highlight • Trail

Wheely Down Farm Lane is a fabulous road with wonderful ridge top views as far as the English Channel.

It runs parallel to the route of the South Downs Way, …

Tip by

5

21.7 km

Bullshead Copse

Forest

6

22.6 km

Mum's Coffee Van

Highlight • Cafe

Good coffee and cake, a coffee good value. Check his Facebook page for when Alan is there.

Tip by

7

22.7 km

View from Old Winchester Hill

Highlight • Historical Site

The road offers some great views over the adjacent Old Winchester Hill National Nature Reserve, Iron Age hillfort and the surrounding countryside.

Tip by

8

23.1 km

Old Winchester Hill

Highlight (Segment) • Historical Site

Recently surfaced road at the top makes cycling there much smoother. There is a coffee van across the road from the car park most days.

Tip by

9

41.3 km

View of South Downs National Park

Highlight (Segment) • Natural

B

52.8 km

End point

Bus stop

Way Types & Surfaces

Way Types

52.4 km

363 m

< 100 m

Surfaces

45.7 km

7.09 km

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Elevation

Elevation

Highest point (200 m)

Lowest point (20 m)

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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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Expert
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