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 £315 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

“Overall it is a good walking holiday. The walking is path is everywhere very well indicated, and the paths are well maintained. The accommodations are also of good level.”
Ms Creusot, Netherlands
“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
“Fabulous holiday despite the weather - many thanks.”
Dr Langdon, 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
“It’s a beautiful walk and not many people get to walk parts of it in snow banks.”
Mr Miller, USA
“It was delightful and very restorative. I rave about you to every cab driver and colleague that will listen. The views, particularly on the downs between Cocking and Alfriston, were spectacular. I love waking up each morning with nothing on my agenda except walking.”
Ms Turnbull, USA
“Good/excellent accommodation throughout.”
Mr Lea, UK
“This was our 5th Contours holiday and was of the excellent standard we have come to expect from Contours.”
Mr McDonough, 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
"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)