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South Downs Way Walking Holidays

South Downs Discovery 2 to 10 day walking holidays.

Browse holidays - from £335pp

Self-guided walking holidays in the UK

Here at South Downs Discovery we specialise in high-quality, self-guided walking holidays along the South Downs Way. Using our expert, first-hand knowledge, we’ll take the hassle out of planning your trip.  So whether you’re looking to walk the whole 100 miles of the trail from Winchester to Eastbourne or are just looking for a short break, you’ve come to the right place!

Walking Packages

To suit all requirements

Group Discounts

Save on larger bookings

Sightseeing

Discover the best spots

Local Pubs & Restaurants

Best places for lunch & dinner

Most Popular South Downs Walking Routes

We have built our reputation by providing a friendly and high-quality service that leaves nothing to chance. Everything is planned and organised to the last detail and we only work with the best accommodation providers. Your walking holiday will include good quality accommodation on a B&B basis, reliable luggage transfers and a pre-departure pack including personalised trip notes with insider tips, OS map booklet, guide book and luggage labels.

We pride ourselves on our outstanding service levels but don’t just take our word for it! Check out our online reviews and see what our clients say about us.

4 days
56 miles / 90 kms

4 Days Walking

Amberley to Eastbourne
  • 56 miles / 90 kms
  • Averaging 14 miles / 22 km per day
  • Booking code AE4
from
£590/pp
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5 days
56 miles / 90 kms

5 Days Walking

Amberley to Eastbourne
  • 58 miles / 93 kms
  • Averaging 11 miles / 18 km per day
  • Booking code AE5
from
£715/pp
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7 days
56 miles / 90 kms

7 Days Walking

Winchester to Eastbourne
  • 103 miles / 166 km
  • Averaging 15 miles / 24 km per day
  • Booking code SDW7
from
£935/pp
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8 days
56 miles / 90 kms

8 Days Walking

Winchester to Eastbourne
  • 105 miles / 169 km
  • Averaging 13 miles / 21 km per day
  • Booking code SDW8
from
£1065/pp
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9 days
56 miles / 90 kms

9 Days Walking

Winchester to Eastbourne
  • 106 miles / 170 km
  • Averaging 12 miles / 20 km per day
  • Booking code SDW9
from
£1185/pp
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9 days
56 miles / 90 kms

10 Days Walking

Winchester to Eastbourne
  • 110 miles / 177 km
  • Averaging 11 miles / 18kms per day
  • Booking code SDW10
from
£1315/pp
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The South Downs Way

The South Downs Way is situated within the UK’s newest national park and was Britain’s first long-distance bridleway. It stretches for 100 miles, from the historical splendour of Winchester to the coastal town of Eastbourne, just beyond the dazzling white cliffs of the Seven Sisters and Beachy Head.

Walking the South Downs way, you’ll follow an ancient trail which follows driveways and old paths along the chalk escarpment of the South Downs, dividing the beautiful Hampshire and Sussex Weald from the south coast of England.

View route map

South Downs National Park

The South Downs gained National Park status in April 2011, officially recognised as an area of outstanding natural beauty and cultural heritage. Stretching from Hampshire through West and East Sussex, England’s third biggest National Park incorporates over 600 square miles of some of the most beautiful countryside England has to offer.

The South Downs Way is the only national trail in the UK to be entirely situated within a national park.

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Testimonials

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