South Downs Way

The South Downs Way starts at the ancient and historic city of Winchester and follows the northern crest of the chalk escarpment of the South Downs, all the way to the sea. Stretching for 100 miles through England’s newest National Park, to the seaside town of Eastbourne, this walking holiday offers a fabulous taste of this lovely rural area, with spectacular views, expansive fields, beautiful woodlands, picturesque villages and huge amounts of history.

The South Downs Way is well marked and easy to follow. It is used by horses and cyclists, so is very accessible, with almost no stiles. It links many ancient and historic tracks, used by travellers and traders since the Stone Age. It is one of the easiest National Trails, with few steep sections, apart from when the route drops down into river valleys, and for the descent to overnight stays in the pretty towns, villages and farms along the way.

Although seldom exceeding 250m (820ft), this walking holiday gives a great feeling of space, and a sense of being ‘on top of the world’. Passing iron age hill forts, the spectacular chalk formations of The Devil’s Dyke and the Seven Sisters and rolling countryside with fields of grazing sheep, corn and wild flowers, the South Downs Way offers a magnificent sense of solitude, centuries of history and a cross section of one of the most beautiful parts of southern England.

Our Holidays

We have a choice of 4 holidays covering the whole route, from 6 to 10 days walking, depending how far you wish to walk each day. If you don’t have time to do the whole route, we have holidays covering each half of the route. And finally, there’s our South Downs Short Break, a round walk over Beachy Head and the Seven Sisters, between Eastbourne and Alfriston.

South Downs Way

Winchester to Eastbourne 104 miles/167 km

We offer 4 holidays covering the whole route. The 6 day holiday has 4 long days and should only be attempted if you are fit and used to walking long distances day after day. The 9 day trip is done at a more leisurely pace. Most people spend 7 days walking the whole South Downs Way. Please bear in mind that both the 7 and 8 day options include one longer day of about 21 miles.

Code Length Average per day Price range
SD7 6 days walking (7 nights) 17 miles/27 km £640 - £743 Full Info Book
SD8 7 days walking (8 nights) 15 miles/24 km £707 - £827 Full Info Book
SD9 8 days walking (9 nights) 13 miles/21 km £787 - £924 Full Info Book
SD10 9 days walking (10 nights) 12 miles/19 km £856 - £1010 Full Info Book

South Downs Way Eastern Section

Amberley to Eastbourne 53 miles/85 km

The eastern section has wide panoramic views. It finishes with a spectacular cliff walk over the Seven Sisters, where the South Downs meet the sea.

Code Length Average per day Price range
SDE5 4 days walking (5 nights) 13 miles/21 km £456 - £524 Full Info Book
SDE6 5 days walking (6 nights) 11 miles/18 km £538 - £624 Full Info Book

South Downs Way Western Section - Winchester to Amberley

Winchester to Amberley 50 miles/80 km

The section between Winchester and Amberley has many wooded areas, offering shade from the sun and a variety of views. It is steeped in history from start to finish.

Code Length Average per day Price range
SDW4 3 days walking (4 nights) 17 miles/27 km £374 - £425 Full Info Book
SDW5 4 days walking (5 nights) 13 miles/21 km £455 - £523 Full Info Book

Seven Sisters and the Long Man - South Downs Short Break

Alfriston to Alfriston 19 miles/31 km

This is a 2 day circular walk from Alfriston, passing the famous Long Man of Wilmington, Britain’s largest chalk figure. After spending the night in Eastbourne, you walk along the top of the spectacular Seven Sisters before heading inland, via the Cuckmere River, back to Alfriston.

Code Length Average per day Price range
SDS3 2 days walking (3 nights) 10 miles/16 km £285 - £319 Full Info Book

Client Feedback

It all worked like clockwork to create a perfect holiday. Even the weather was spot on!

South Downs Way, August 2018
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You helped me fulfil a dream. For many years I wanted to walk Seven Sisters! New start, before retirement. I did it! All was perfect, even the weather. Thank you.

South Downs Way, July 2018
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Using Mickledore was easy and the service was excellent. Accommodation was all to a good standard for the price and you gave the impression that you cared about my holiday. Would definitely use you again for walks in the UK.

South Downs Way, June 2018
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