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South Downs Way Walking Holidays

As South Downs Way walking holiday specialists, we know the area like the back of our hands!

Thanks to our extensive knowledge of the South Downs National Park we provide a variety of walking holidays that span the length and breadth of the beautiful South Downs. Our full holiday walking routes range from six to 10 days of spectacular hikes from Winchester to Eastbourne.

We also provide shorter routes if you have limited time, ranging from two to five days of walking trails and routes, stopping at picturesque landmarks such as Bramber Castle, Seven Sisters and the historic town of Lewes.

We’ll plan everything for you down to the last detail, so all that’s left for you to do is lace up your hiking boots, get walking and enjoy your South Downs Way walking holiday.

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Enjoy a bespoke walking holiday in the South Downs National Park

Our flexible approach to South Downs Way walking holidays allows us to tailor your trip to match your interests.

We ensure that you deal with the same person, from your first point of contact until the end of your holiday, for a personalised experience. The take pride in the levels of service we offer, but don’t just take our word for it, check out our client testimonials.

For more information and advice on our South Downs Way walking holidays, call our friendly team at +44 (0)1925 914182.

Full South Downs Way Holiday routes

6 days
106 miles / 171 km

6 days Walking

(Booking code SDW6)
  • South Downs Way Winchester to Eastbourne
  • 106 miles / 171 km, averaging around 18 miles / 29 km per day
from
£830/pp
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7 days
103 miles / 166 km

7 days Walking

(Booking code SDW7)
  • South Downs Way Winchester to Eastbourne
  • 103 miles / 166 km, averaging around 15 miles / 24 km per day
from
£935/pp
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8 days
105 miles / 169 km

8 Days Walking

(Booking code SDW8)
  • South Downs Way Winchester to Eastbourne
  • 105 miles / 169 km, averaging around 13 miles / 21 km per day
from
£1065/pp
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9 days
106 miles / 170 km

9 Days Walking

(Booking code SDW9)
  • South Downs Way Winchester to Eastbourne
  • 106 miles / 170 km, averaging around 12 miles / 20 km per day
from
£1185/pp
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10 days
110 miles / 177 km

10 Days Walking

(Booking code SDW10)
  • South Downs Way Winchester to Eastbourne
  • 110 miles / 177 km, averaging around 11 miles / 18kms per day
from
£1315/pp
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Shorter South Downs Routes

2 days
22 miles / 36 kms

2 Days Walking

(Booking code EC2)
  • Eastbourne Circular via Alfriston, South Downs Way inland & coastal route
  • 22 miles / 36 kms, averaging 11 miles / 18 km per day
from
£335/pp
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3 days
39 miles / 63 kms

3 Days Walking

(Booking code PE3)
  • South Downs Way Poynings to Eastbourne
  • 39 miles / 63 kms, averaging around 13 miles / 21 km per day
from
£480/pp
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3 days
47 miles / 75 kms

3 Days Walking

(Booking code WA3)
  • South Downs Way Winchester to Amberley
  • 47 miles / 75 kms, averaging around 16 miles / 25 km per day
from
£540/pp
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4 days
48 miles / 77 kms

4 Days Walking

(Booking code WA4)
  • South Downs Way Winchester to Amberley.
  • 48 miles / 77 kms, averaging around 12 miles / 19 km per day
from
£650/pp
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4 days
56 miles / 90 kms

4 Days Walking

(Booking code AE4)
  • South Downs Way Amberley to Eastbourne
  • 56 miles / 90 kms, averaging around 14 miles / 22 km per day
from
£590/pp
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5 days
58 miles / 93 kms

5 Days Walking

(Booking code AE5)
  • South Downs Way Amberley to Eastbourne
  • 58 miles / 93 kms, around 11 miles / 18 km per day
from
£715/pp
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Why choose a South Downs Walking holiday with us?

We love everything about what we do, and we are only too happy to share our passion for the South Downs Way with you! With years of experience walking, trekking and cycling across the South Downs National Park, our first-hand experience is unmatched.

Our South Downs walks provide:
  • South Downs specialists with in-depth knowledge that can’t be rivalled!
  • A personalised service – you’ll deal with the same person from your first enquiry until the end of your holiday, ensuring continuity and great service!
  • Attention to detail – perfectly planned itineraries to explore the very best the South Downs has to offer.
  • A tour of the best places of interest – from archaeological essentials like Winchester Cathedral to natural wonders like the River Adur and quaint villages.
  • High-quality B&Bs, pubs and restaurants, all visited and tested by us first-hand
  • A reliable baggage transfer service so you can be confident your bags will arrive safely at each destination!
  • Flexible options are just for you; we can tailor your trip to suit your needs.

Our walking holidays are operated by Discovery Walking – our dedicated walking holiday company. Read more about us.

FAQs

How long is the South Downs Way?

The trail stretches for some 100 miles from historic Winchester in Hampshire to the coastal resort of Eastbourne in East Sussex

What accommodation is there in the South Downs?

There are plenty of pubs, B&Bs and hotel options along the South Downs Way that will accommodate any budget. But if you don’t fancy the hassle of organising accommodation yourself, we’ve done all the hard work for you! We understand that good quality accommodation is the key component to a successful walking holiday and often the difference between a good holiday and a great one!

We don’t like leaving anything to chance, so we personally visit all our accommodation providers, as well as constantly monitor customer feedback and online reviews. For more information on the handpicked B&Bs, hotels and country inns we use, please contact us.