• South Downs Way National Trail
    South Downs Way National Trail
    Footprints are the local South Downs Way Specialists. Over 25 years of experience and local knowledge.
  • Short Break Walking Holidays
    Short Break Walking Holidays
    Short Breaks on South Downs Way, Lewes to Eastbourne in the South Downs National Park
  • Walking Holidays on South Downs Way
    Walking Holidays on South Downs Way
    Devils Dyke to Chanctonbury Ring, what better place to holiday than the South Downs Way
  • Poppies on South Downs Way
    Poppies on South Downs Way
    Poppies bathing in a setting sun in South Downs National Park near Brighton
  • Oxbow Lakes at Cuckmere Haven
    Oxbow Lakes at Cuckmere Haven
    Stunning oxbow lakes at Cuckmere Haven within South Downs National Park
  • Arun Valley Amberley
    Arun Valley Amberley
    Sunset over Arun Valley and South Downs Way at Amberley
  • Birling Gap Sunrise
    Birling Gap Sunrise
    Last day of walking the South Downs Way. One of many highlights during our Annual Walk every June

South Downs Way – Short Break Walking Holidays

If you don’t have time to walk the South Downs Way in its entirety on one of our self-guided walking holidays you can also do it in small chunks with our self-guided weekend / short break walking holidays.

When you make an enquiry with us, we check that the rooms are actually available (unlike some other companies) and that when you place your booking with us you do get what was offered and what you expected!

Because of our local knowledge we routinely use B&Bs that are close to the trail. An exception to this is Lewes (offering excellent accommodation and choices for an evening meal), where uniquely we provide a taxi to get you safely off the trail and save having to walk the 2 miles into town.

We can of course tailor all, or part of your holiday. Take a rest day midway and enjoy Steyning, Amberley or Lewes? We also have some of the Worlds finest Champagne Style Vineyards here now, Tinwood, Ridgeview & Rathfinny to name just three. We can add a rest day for you to visit these and of course taste their produce… Or if you think you have earned a day of luxury. why not stay at Amberley Castle (we run their history tours) or The Grand Hotel in Eastbourne? We will do everything we can to make your trip bespoke and tailored to your needs and wishes.

As the leading organiser of short walking break holidays on The South Downs Way, Footprints of Sussex can organise a tailored and bespoke walking trip for a weekend or a few days away enjoying part of the South Downs Way. You can even complete the whole South Downs way trail by doing it in bite-sized chunks…

Typical Itinerary – A Taste of The Downs…

Day 1: We give you an option on arrival day – We suggest arriving in the town of Lewes by train at about 10am, from here drop your bags at your hotel and we will have you collected and taken out to Pyecombe, from where you can walk the 9 miles back to Lewes, passing the Jack & Jill windmills, before climbing Ditchling Beacon and Black Cap along the way. Alternatively you can arrive at leisure and explore the wealth of historic sites in this very popular county town.

Day 2: Follow our very own route notes along the South Downs Way National Trail from Lewes to Alfriston. Once past Rodmell its across the Ouse Valley and back on to the escarpment, passing the Long Man at Firle then a slow descent – you’ll enjoy views of Cuckmere Haven and maybe the recently established Rathfinny Vineyard – into the picture postcard village of Alfriston.
That evening enjoy dinner at one of the many pubs and restaurants in this beautiful, medieval Sussex town.

Day 3: Once again following our notes you’ll head off through Cuckmere Haven, onto Birling Gap (you can swim in the sea), up and across The Seven Sisters cliffs before reaching Beachy Head and the final drop into Eastbourne where a well placed tea shop serves well earned cream teas and or ice creams… We can either meet you at the end of your day and reunite with your bags for your journey home or book you an extra night at a good local hotel, we do also get some great options at The Grand Hotel if you fancy a treat.

The schedule above is just an idea… We are here to tailor a bespoke short break walking holiday in The South Downs for you – the itinerary above is one of our favourite sections of downland and know you will enjoy it or you could spend 3 days on a completely different part of the South Downs Way?

Call us today or submit our Enquiry Form and let us know as much as possible about your planned trip and we will create you a bespoke, memorable walking holiday.


Depending on the route of your short break, the highly rated B&B’s we use are in the following locations – Winchester, Corhampton/Meonstoke, Clanfield/Buriton, Cocking, Amberley, Steyning/Bramber, Pyecombe, Lewes, Alfriston and Eastbourne.

We regularly inspect these B&Bs to ensure they provide suitable accommodation and refreshments and meals.

What is Included?

  • Accommodation on a high quality Bed & Breakfast basis
  • All rooms have ensuite / private bathrooms
  • Daily baggage transfers along the trail to your next B&B
  • The “Cicero” route guide
  • Baggage labels
  • Our very own route notes and guides
  • A to Z South Downs Way map
  • Peace of mind, knowing we are here on the trail, just a phone call away

What Makes us Different?

  • The B&B’s we use along the South Downs Way have all been personally inspected by us
  • We check that rooms exist before sending you holiday offers or taking bookings
  • All the rooms are either ensuite or have private bathrooms for your sole use
  • We regularly review our customer feedback and react quickly to it
  • If your accommodation is more than a short stroll from the trail we provide transport. We don’t like road walking
  • We are based on the South Downs Way
  • We like to personally meet all our guests during their holiday
  • We actually walk the South Downs Way ourselves every June

What Will it Cost?

  • Price Guide: 2 nights South Downs Way walking holidays begin from £295 per person
  • Price Guide: 3 nights South Downs Way walking holidays begin from £355 per person

Price is per person and based on two people sharing a twin or double room. Prices are subject to confirmation at the time of booking. Solo traveller supplements apply.

Our self-guided walking holidays are offered under our trading name ‘Pear Tree Tours‘.