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Cycle on the South Downs from Winchester

National Trails

Hire equipment

Choose a route

Book a session

Prepare for your trip

Join a group event

Plan your travel

All abilities

All abilities

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...

Mountain Biking
Off-road cycling
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

The Mason Wild South Downs Way

Saturday, 20 May 2023

7:30 am

Pay to enter

£95

Advanced only

Advanced only

The Mason Wild South Downs Way
Wild Cycles
A two day self-guided off-road adventure along one of the UK's most spectacular and iconic must-ride routes.

South Downs Way (3 days)

Thursday, 9 May 2024

1:45 pm

Pay to enter

£820 (£575 without accm)

Intermediates and above

Intermediates and above

South Downs Way (3 days)
outdoor nation
A 3 day guided ride from Winchester to Eastbourne, including accommodation. At around 48-65km each day, we find the perfect pace for combining great biking with time to enjoy our surroundings.
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
Directions
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.

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