Breathtaking countryside peppered with thatched roof villages, winding river valleys and ancient sites, the South Downs Way from Winchester to the Eastbourne coast offers 100 miles of quintessential English beauty.

As South Downs Way walking holiday specialists we know the area inside out and back to front! We will use our knowledge and experience of this beautiful part of the country to help you find your perfect walking holiday. Our friendly and flexible approach means that we can tailor your trip to suit your interests. We pride ourselves our our outstanding service but don’t take our word for it, check out our client testimonials!

South Downs Discovery offers a range of self-guided walking holidays for you to experience the very best of this outstanding area of natural beauty.

Why choose a walking holiday with us?

  • South Downs specialists with in-depth knowledge and experience of the area
  • Detailed itineraries to explore the very best the South Downs has to offer
  • High quality B&Bs, pubs and restaurants, all visited and hand selected by us
  • A flexible approach; we can tailor your trip to suit your interests

We have a fantastic selection of self-guided walking holidays for you to choose from. Each detailed itinerary has been carefully planned to ensure that you get the very most out of your walking holiday. The walking routes are a combination of easy to moderate terrain with plenty of steeper climbs which offer a bit more of a challenge.

We offer a range of South Downs Way walking holidays, with durations of 6-10 days walking. We also have several shorter walks of 2-5 days if you’re limited for time or just want a taste of what the South Downs has to offer. We’ll plan your trip down to the last detail so all you’ll need to do is lace up your best hiking boots and enjoy your holiday!

For more information and advice on our South Downs Way walking holidays, call our friendly team on +44 (0)1925 564475.

Our walking holidays are operated by Discovery Walking, our dedicated walking holiday company.

Full South Downs Way routes
6 Days South Downs Way Walking Holiday

Distance
106 miles / 171 kms, averaging around 18 miles / 29 kms per day

Itinerary
South Downs Way Winchester to Eastbourne (Booking code SDW6)

Price
from £595

7 Days South Downs Way Walking Holiday

Distance
103 miles / 166 kms, averaging around 15 miles / 24 kms per day

Itinerary
South Downs Way Winchester to Eastbourne (Booking code SDW7)

Price
from £675

8 Days South Downs Way Walking Holiday

Distance
105 miles / 169 kms, averaging around 13 miles / 21 kms per day

Itinerary
South Downs Way Winchester to Eastbourne (Booking code SDW8)

Price
from £765

9 Days South Downs Way Walking Holiday

Distance
106 miles / 170 kms, averaging around 12 miles / 20 kms per day

Itinerary
South Downs Way Winchester to Eastbourne (Booking code SDW9)

Price
from £850

10 Days South Downs Way Walking Holiday

Distance
110 miles / 177 kms, averaging around 11 miles / 18kms per day

Itinerary
South Downs Way Winchester to Eastbourne (Booking code SDW10)

Price
from £935

Shorter routes

Distance
22 miles / 36 kms, averaging 11 miles / 18 kms per day

Itinerary
Eastbourne Circular via Alfriston, South Downs Way inland & coastal route (Booking code EC2)

Price
from £240

South Downs Way

Distance
39 miles / 63 kms, averaging around 13 miles / 21 kms per day

Itinerary
South Downs Way Poynings to Eastbourne (booking code PE3)

Price
from £370

South Downs Way

Distance
47 miles / 75 kms, averaging around 16 miles / 25 kms per day

Itinerary
South Downs Way Winchester to Amberley (Booking code WA3)

Price
from £335

South Downs Way

Distance
48 miles / 77 kms, averaging around 16 miles / 25 kms per day

Itinerary
South Downs Way Winchester to Amberley (Booking code WA4)

Price
from £425

Distance
56 miles / 90 kms, averaging around 14 miles / 22 kms per day

Itinerary
South Downs Way Amberley to Eastbourne (Booking code AE4)

Price
from £420

10 Days South Downs Way Walking Holiday

Distance
58 miles / 93 kms, around 11 miles / 18 kms per day

Itinerary
South Downs Way Amberley to Eastbourne (Booking code AE5)

Price
from £495