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

Fair Oak And Horton Heath

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

Moderate

4.5

(4)

122

riders

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

02:25

52.8km

570m

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: October 8, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

South Downs National Park

Waypoints

Start point

Bus stop

Get Directions

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

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

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

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

21.7 km

Bullshead Copse

Forest

22.6 km

Mum's Coffee Van

Highlight • Cafe

Good coffee, artwork and views, with discounts for cyclists.

Tip by

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

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

41.3 km

View of South Downs National Park

Highlight (Segment) • Natural

52.8 km

End point

Bus stop

Way Types & Surfaces

Way Types

52.5 km

363 m

< 100 m

Surfaces

48.0 km

4.83 km

Elevation

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

Highest point (200 m)

Lowest point (20 m)

Weather

Tuesday 20 October

12°C

7°C

89 %

Additional weather tips

Max wind speed: 30.0 km/h

to get more detailed weather forecasts along your route

Comments

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

Longwood Dean Lane Tree Tunnel

Longwood Dean Lane

View of Wildflower Fields in South Downs National Park

Wheely Down Farm Lane

Mum's Coffee Van

View from Old Winchester Hill

Old Winchester Hill

View of South Downs National Park

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