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Cycle on the South Downs from Winchester

National Trails
All abilities

All abilities

Mountain Biking

Mountain Biking

Off-road cycling

Off-road cycling

Day

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Day

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Day

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Cycle a stretch of the stunning South Downs Way from the trails head in Winchester. This ancient trail runs 160km from Winchester to Eastbourne. It can be attempted either in one go (and takes from 2 to 4 days), or in stages, or you can simply enjoy a short circular or 'there-and back' ride. From Winchester you can head East across the fields towards the stunning vantage point of Cheesefoot Head and its natural amphitheatre, then circle back via Catherines Hill Fort or Twyford - or simply keep going towards Eastbourne...

Hire equipment

Hire equipment

Hire equipment

Hire equipment

Hire equipment

General Information
Free entry

Free public use.

Suitable for dogs

Dogs welcome.

No refreshments on site.

No refeshements at trail head but plenty of options in the city

No toilets available

No toilets on site

No camping options nearby

No camping options nearby.

Hire equipment or book a session

Bespoke Biking

Bike hire and guided rides

Bespoke Biking

The Cycle Company

E- bike hire

The Cycle Company
Join a Group Event
Choose a route

South Downs in 3 days

Intermediates and above

Intermediates and above

100 miles

3 days

Cycling the South Downs Way in 3 days will give you a bit more time to enjoy the scenery around you, but it still requires a decent level of fitness.

South Downs in 4 Days

Intermediates and above

Intermediates and above

100 miles

4 days

Cycling the South Downs Way in 4 days is ideal if you wish to explore the area nearby the South Downs and enjoy a more leisurely pace.

South Downs in 2 Days

Advanced only

Advanced only

100 miles

2 days

If you are a very fit and keen cyclist then you will likely be more than able to cycle the South Downs Way in just 2 days.
Prepare for your Trip
Plan your Travel
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Fivefields Rd, Winchester SO23 0QN, UK

Paid parking

 Best to park at Chesil Street Multi Storey car parkLimited roadside although there is some residential parking along Fivefields Road.

Easily accessible by public transport.

You can walk or get the bus from Winchester Train station.

Recommended places nearby