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South Downs – The Eastern Wander

2 DaysIconic LandmarkSelf-Guided


Walking Break


All Year


Self Guided


South Downs


Couples, Experienced Walkers, Family, Foodies, Group, Solo Walkers, Beginner


Coast, Downland, Forest, Rivers

Walking Days



  • Lewes to Eastbourne
  • Iconic Landmarks
  • South Downs views
  • Stunning coastline
  • Delicious local food, wines and beers.
  • Firle Beacon
  • Alfriston Village
  • The White Horse
  • Cuckmere Haven
  • Seven Sisters & Birling Gap
  • Beachy Head
  • Belle Tout Lighthouse
  • Virtual Guide
  • Adventure Pack
  • Personal service
  • Bag transfers
  • Full support

If you had just two days and wanted to experience the best of the South Downs, this short walking break would be the one to choose, with so much to see and explore - this is definitely one for the bucket list.   

Following this stunning section of the South Downs Way from Lewes to Eastbourne via Alfriston, this inspiring route will take you to; iconic landmarks, along our heritage coast line, through spectacular countryside, in the footsteps of smugglers, the front line during World War II, historic and graded buildings and so much more. 

The glorious views across Sussex, across to the North Downs and out across The Channel, are complemented by the pure natural beauty of the area, where historic tracks link with ancient woodland, tranquil river valleys, rich and diverse chalk downland, rolling farmland and picture postcard villages. The South Downs has many protected and diverse habitats which are home to unique wildlife, fauna, flora and make this place all the more special.

At the end of each day you will arrive at your accommodation with a choice of pubs and restaurants for dinner.  After breakfast, its time to head out onto the trail with your Virtual Guide on a GPS route for guidance and keeping you informed of points of interest along the way. In the meantime your bags will be transferred to your next overnight accommodation and will be ready for your arrival.  

You will be spoiled for choice for places to eat and drink along the trail. With welcoming pubs and restaurants, quaint sandwich shops, local artisan bakeries all awaiting you.  There will be numerous opportunities to sample local food, wines and beers along with our seasonal recommendations and try our special list of 'must taste delights'. 

What's Included

  •   3 nights handpicked en suite accommodation including breakfast.
  •   2 days walking
  •   Bespoke, individual service
  •   Virtual Guide & OS Maps App.
  •   Personalised itinerary
  •   Full route plan, trail notes, map, GPS
  •   Nature spotters guide
  •   Local history, heritage and geology info
  •   Treats for the walk
  •   Kids adventure pack (if required)
  •   Recommended refreshment stops
  •   Bag transfers
  •   Full support from our Sussex HQ before your trip, and during your trip 24x7

This adventure is ideal for the independent adventurer looking to escape either on their own, with a partner, family or group of friends where you all can reconnect and enjoy great walking, food, drinks and friendly accommodation.  

With excellent transport links from London, Brighton and Gatwick to both Lewes & Eastbourne, this short break is perfect . 

This adventure is flexible and available on a date to suit you (subject to availability) for a total of 2 days walking and 3 nights accommodation (additional nights are available if you would prefer to enjoy this route at a more leisurely pace). As a guide, this itinerary averages about 13 miles per day walking. We strongly advise booking your trip in advance as places are limited. The trail can be enjoyed all year round.

Prices are based on a 'from' price, depending on accommodation type and availability. Accommodation is based on two sharing an en-suite room, staying on a bed & breakfast basis (single accommodation is available at a small supplement). You will receive a fully detailed itinerary, confirmation of your accommodation and a price quote. Once you confirm your booking, your price will be guaranteed with no additional surcharges.

We are out and about in the South Downs every week guiding and instructing and we have walked the routes and trails many, many times. The area is like a second home to us, so you can be sure that you will be receiving the very best in terms of experience and expertise.

Please do not hesitate to contact us if you would like to discuss your booking in more detail and we would be delighted to share our knowledge and passion for this stunning area with you to help ensure you have the perfect trip.