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 £285 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

“My first experience of this sort of holiday – I was very impressed with how efficiently everything worked.”
Mr Thexton, 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
“Contours really delivered a great service.”
Mr Mahon, 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
“My wife and I returned from our South Downs Way walk earlier this week. This is the second holiday we have had with you and, like the first, it was first class. Wish we had started with you a few years ago when we were a bit (lot) younger and could have tackled some of the more strenuous ones. The scenery on the South Downs was not as dramatic or spectacular as North Cornwall but it was very pleasant walking. The accommodation ranging from good to very good and the hosts were always welcoming and helpful.”
Mr Cowell, UK
“Good/excellent accommodation throughout.”
Mr Lea, UK
“We enjoyed our holiday very much, an excellent walk and really good accommodation at every stage.”
Mr Carrier, UK
“The walking was very enjoyable, particularly the latter section, plus the excellent weather.”
Mr Summers, 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