South Downs Way

A walk along the chalk downs of Hampshire and Sussex, from Winchester to Eastbourne.

3 to 11 nights
18-100 miles
Moderate to Demanding / Strenuous

From £320 per person

About the trail

Walk the length of the chalk downs of Hampshire and Sussex on the South Downs Way, which dips into beautiful river valleys to visit Norman and Saxon churches, deserted medieval villages, and historic thatched villages bursting with flowers.

This spectacular National Trail boasts a wealth of old beacon viewpoints overlooking patchwork fields and woodland. Those inland vistas are matched only by the breath-taking views from chalk clifftop trails out over the English Channel at the adventure’s end.

We offer multiple holiday options along this trail. If you wish to walk the entire trail, simply select the first option from the list below.

Dog friendly tours available

Dogs are welcome on select routes along this trail. Look for the pawprint icon when choosing your holiday.

Trail running available

We also organise trail running holidays along this trail. Visit Contours Trail Running Holidays.

Customer reviews from the South Downs Way

“The arrangements have worked out well and we have enjoyed a splendid walk. Luggage delivery faultless.”
Ms Whittington, UK
“I do like the way that whoever answers the phone at Contours seems to know all the details and is able to deal with matters immediately.”
Mr Simmons, UK
“Fabulous holiday despite the weather - many thanks.”
Dr Langdon, UK
“This was our 5th Contours holiday and was of the excellent standard we have come to expect from Contours.”
Mr McDonough, UK
“Contours really delivered a great service.”
Mr Mahon, UK
“A well organised and wonderful trip in stunning countryside, was surprisingly empty of people save the occasional dog walker and mountain biker at the weekend.”
Dr Watson, UK
“We have had many holidays around the world traveling to 6 continents staying in 5 star hotels and resorts and both my wife and myself enjoyed our walking holiday more than any ( despite not perfect weather). Wonderful countryside and everything went to plan. Have already recommended to a golfing friend. Taxis arrived on time baggage was always waiting for us and a varied selection of B&B , Guest houses and pubs.”
Mr Styles, UK
“Excellent, would definitely recommend the walk from Amberley to Eastbourne. Couldn't really go wrong as the South Downs Way is so well marked.”
Mr Woolley, UK
“Many thanks. We are already planning our next walk for October 2019. It goes without saying that we will be looking to make use of your services again.”
Mr King, UK
"Enjoying a Rest" by Marianne Engelshove (2018)
"Approaching the Coast" by Marianne Engleshove (2018)
"Approaching Eastbourne" by Marianne Engleshove (2018)
"Walking towards the Coast" by Marianne Engleshove (2018)
"Arriving at the Coast" by Marianne Engleshove (2018)
"Meeting with the Wildlife" by Marianne Engleshove (2018)
"South Harting" by Steven McDonough (2017)
"Winchester Almshouses" by Steven McDonough (2017)
"Horse near Pyecombe" by Sam Mitchell (2017)
"Along Juggs Way" by Sam Mitchell (2017)
"Dew Pond" by Sam Mitchell (2017)
"Beachy Head" by Sam Mitchell (2017)
"Sheep Field near Kingston" by Sam Mitchell (2017)