South Downs Walks – Self-Guided Holidays

South Downs Way CounrysideSouth Downs Discovery specialises in high quality, self-guided South Downs Way walking holidays and baggage transfers.

Using our expert, first-hand knowledge, we’ll take the hassle out of planning your South Downs walks. Whether you’re walking or cycling the whole 100 miles of the South Downs Way or are just looking for a short break, you’ve come to the right place.

We pride ourselves on our outstanding service levels but don’t take our word for it, see what our clients say about us.

If you prefer to walk the South Downs Way independently without being weighed down by a heavy pack, we also provide a reliable and excellent value baggage transfer service along the entire length of the route.

Most Popular South Downs Walking Itineraries

The South Downs Way is perfect for a walking holiday as it generally only takes 6-9 days to complete. It’s well maintained, clearly marked and appeals to walkers of all levels. We offer a range of South Downs walks varying in length from 2-days to 9-days, depending on how far you want to walk each day. Browse our most popular routes:

Winchester to Eastbourne – 7-days from £675
Winchester to Eastbourne – 8-days from £765
Winchester to Eastbourne – 9-days from £850
Amberley to Eastbourne – 4-days from £420
Amberley to Eastbourne – 5-days from £495

Browse Walking Holidays


The South Downs Way

The South Downs Way is situated within the UK’s newest national park and was Britain’s first long distance bridleway. It stretches for 100 miles, from the historical splendour of Winchester to the coastal town of Eastbourne, just beyond the dazzling white cliffs of the Seven Sisters and Beachy Head.

Walking the South Downs way, you’ll follow an ancient trail which follows droveways and old paths along the chalk escarpment of the South Downs, dividing the beautiful Hampshire and Sussex Weald from the south coast of England.

South Downs National Park

The South Downs gained National Park status in April 2011, being officially recognised as an area of outstanding natural beauty and cultural heritage. Stretching from Hampshire through West and East Sussex, it is England’s third biggest National Park and incorporates over 600 square miles of some of the most beautiful countryside England has to offer. The South Downs Way is the only national trail in the UK to be entirely situated within a national park.