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2
introductory to moderate
Activities
  • self guided walk
Accommodation
  • 4 nights in Hotels or B&Bs and country inns
Meals
  • 4 Breakfasts

5 Days£760GBP

Overview

Trip Code: TDW

South Downs Walking Trip highlights


  • Walk the most scenic section of the South Downs Way
  • See the iconic coastal views of the Seven Sisters and Beachy Head
  • Sample the finest English sparkling wines at the Rathfinny Wine Estate
  • Eat an ice cream on the Victorian pier at Eastbourne
  • Enjoy a 2-night stay in the beautiful Saxon village of Alfriston
  • Easily accessible from London yet a world away from the city

Discover the beauty of the South Downs, a stunning stretch of chalk hills weaving across East and West Sussex on this English walking holiday. Between Lewes and Eastbourne lies arguably the most picturesque section, home to the iconic Seven Sisters—majestic white cliffs that stand out from both land and sea. The views from Cuckmere Haven, often captured in classic English tourism photographs, are simply unforgettable. Your hiking journey includes leisurely walks through this delightful landscape, with highlights such as a day in Alfriston, a charming village brimming with character. You’ll have the option to explore the renowned Rathfinney Wine Estate, marvel at the mysterious Long Man of Wilmington, and soak in the beauty of Berwick’s historic church adorned with exquisite artwork. Some sections follow the famed South Downs Way National Trail, while others lead you along serene local footpaths. The classic route covering all seven ‘sisters’ from Alfriston to Eastbourne, a day of unparalleled scenery, can be shortened with local bus options. Perfect for those seeking a short taste of the South Downs' magic, this walk offers an idyllic blend of rolling hills, coastal views, wine, food and comfortable accommodation.

Countries:

England

Starting Point:

Lewes

Finishing Point:

Eastbourne


Make your way to Lewes, a traditional market town on the River Ouse. Regular trains run from London Victoria to Lewes and the journey takes 1-1.5 hours. If you arrive early, drop your bags at the hotel before going for a wander. We suggest you visit the medieval castle high above the ancient streets, built soon after 1066 by William de Warenne. The steep climbs to the barbican and the adjacent keep are rewarded with spectacular views. Next door, in the Barbican House Museum, you can explore the archaeological history of Sussex. At beautiful Anne of Cleves House learn how the Tudors and Elizabethans lived. There is also Bull house which between 1768 and 1774 was the home of revolutionary writer Tom Paine, the intellectual inspiration behind the American revolution. It is also well worth visiting the famous Harveys Brewery (tours need pre-booking) and there are plenty of pubs in town if you just want to try different brews. Accommodation: An attractive and comfortable Inn or bed & breakfast in the town.

Meals:  Nil

Today After a short bus tranfer, you can choose to start your day with a visit to Rodmell, the charming village that is home to Virginia Woolf’s 17th century country retreat, Monk’s House *. From Rodmell join the South Downs Way directly at the village. Alternatively, take the train to Southease (5 min journey) to join the trail at the station. Your walk begins with a climb through the Downs offering stunning views of Mount Caburn and surrounding hills before Firle Beacon., the highest point of the walk at 217 meters. It is one of the finest viewpoints on the South Downs and a former Neolithic long barrow burial site. Descend into the scenic Cuckmere Valley to arrive in Alfriston. The Star Inn in Alfriston dates back to 1345, originally a religious hostel for monks and pilgrims travelling between Battle Abbey and Chichester. For a further history hit, visit the National Trust’s Clergy House, a 14th-century hall house with its signature thatched roof. Accommodation: 2 nights at a 19th-century colonial-style country house offering rustic-chic rooms, a garden, bar, and restaurant; or a traditional East Sussex inn dating back to the 14th century, retaining its original charm. *(pre-book via National Trust website https://www.nationaltrust.org.uk/visit/sussex/monks-house It won't be open on winter departures as it closes at the end of October and even in season can be closed on certain days of the week)

Meals:  B

From your base in Alfriston, there are 3 walking options for today. Alternatively, you can enjoy a more restful day to explore the village before continuing along the South Downs trail. A) Rathfinney Wine Estate Walk – Walk from Alfriston to visit to the Rathfinney Wine Estate, where fine modern wines have been produced since 2012 on the sun-soaked, calcareous downland soils. Specialising in sparkling wines, Rathfinney offer tastings at their Cellar Door, allowing you to sample before purchasing. You can also enjoy a glass of Sussex wine at The Hut, a walk-in bar on the estate, or indulge in tasting menus with expertly paired wines. Note that the estate has limited opening days and times for its organised tour and winetaste (Approx £30) especially in the winter although you will still be able to follow the walk through the grounds and The Tasting room is open 10.00-17.00 with indoor seating for drinks, snacks and lunch. For tours see https://rathfinnyestate.com/tour/#tour-bookings. B) Cuckmere Valley Walk - Today's longest hiking option tours round the Cuckmere Valley traversing under the chalk engravement of the Wilmington Long Man. Once thought to be neolithic, it is now believed to date from the 1500s. The walk arcs around Arlington Reservoir before returning via the village of Berwick and the beautiful St. Michael and All Angels church, famous for its decorative interior by Bloomsbury artists Duncan Grant, Vanessa Bell and Quentin Bell. C) Cuckmere Haven Walk - Follow the Cuckmere valley to its outflow at Cuckmere Haven. On the seafront here are the old Coast Guard cottages from where you get the classic view of the Seven Sisters chalk cliffs. There is no pub down here, but on your way back at Exceat, break your journey at The Cuckmere Inn (note that Especially during winter parts of this walk may be flooded).

Meals:  B

Leave Alfriston via the eastern bank of the Cuckmere River, before embarking on the exhilarating roller-coaster-like walk along the Seven Sisters cliffs, one of the most spectacular highlights of the South Downs Way. After the Sisters, descend into the Birling Gap chalk valley, where a lively pub-café awaits. The coastal undulations continue, leading you to a stunning viewpoint overlooking the iconic Beachy Head Lighthouse. Nearby, you’ll find a visitor centre—an ideal spot for a refreshing drink before descending toward the outskirts of Eastbourne, a sprawling Victorian seaside resort that was at its peak in the early 1900s. To conclude your South Downs Way walking break, you might indulge in a classic seaside treat, an ice cream on the pier. If you prefer a shorter day, you can easily shortcut the route by taking the hourly bus to Eastbourne from either Birling Gap or the Beachy Head Visitor Centre. If you are on a winter departure, (November to February) we strongly suggest that due to shorter days, you take the bus on the last walking day from Birling Gap to Eastbourne (2 an hour up to 18.05) Accommodation: A charming Victorian hotel right on the seafront, where we will always try to secure sea-view rooms for your stay.

Meals:  B

Tour arrangements end after breakfast. You can spend further time exploring the area (ask our team about adding an extra night) or you can return to London by train – there are 2 trains per hour throughout the day with a journey time of approximately 1.5 hours.

Meals:  B


Map

Elevation

The map and elevation chart are for illustrative purposes only and meant to provide general guidelines.
On self guided trips, actual route information provided before departure will be more detailed.


Inclusions

  • 4 breakfasts
  • 4 nights accommodation in guesthouses and country inns on a twin share basis with ensuite facilities
  • Digital information pack including Navigational App, maps and route notes
  • Emergency Hotline
  • One piece of luggage per person transferred from Inn to Inn, not exceeding 20kg
  • GPX files on request

  • Lunch, Dinner and drinks
  • Entrance fees
  • Travel insurance
  • Travel to the start and from the end point of the trip
  • Personal expenses such as laundry and phone calls
  • Unscheduled transfers required during the trip
  • Excess Luggage
  • A supplement will apply if you are travelling solo or book a single room
  • Guide - this is a self guided holiday

Accommodation


Trail Surface


Suitability

introductory to moderate

2

This tour is graded Introductory to Moderate. The walking is generally on good footpaths and although the terrain is undulating, there are no big ascents or descents with the maximum around 150m/500 feet. There are options to shorten the walks on some days, and the walking on day 3 in Alfriston is entirely optional. The hike on day 4 is longer but spectacular as you traverse the Seven Sisters - this can be shortened by using the local bus. We recommend that you do this especially on winter departures when days are short.


Departure dates

Daily

Notes

DN1
This is part of a range of "Taste" trips that offer shorter experiences of classic routes & destinations with extra time to explore.
DN2
High Season is from 1 Jun - 30 Sep & 20 Dec - 2 Jan. A supplement applies for high season departures.
DN3
Compulsary dinners may apply for stays during Christmas and New Years Eve.

Priceper person from

£760GBP

Options & Supplements*
  • Single SupplementGBP£460
  • Solo Traveller SupplementGBP£490
  • Single Supplement - High SeasonGBP£560
  • Solo Traveller Supplement - High SeasonGBP£610
*Prices listed are per person

Frequently Asked Questions

The full South Downs Way is 100 miles, and we appreciate that some people won't have the time or inclination to walk the entire distance of the national trail. The walks on this shorter break provide not just a couple of the highlights from the South Downs Way, but some interesting additional options that are not accessible from the main trail. For example a visit to the wine estate at Rathfinny or to Virgina Woolf's house at Rodmell.

You will be walking on part of the South Downs Way, and will enjoy the best section as you traverse the Seven Sisters chalk cliffs. On other days you will be following local footpaths and walking trails as you explore some of the most interesting places in the area.

Alfriston has three pubs with restaurants as well as a Brasserie at Wingrove House and two tea rooms, Lewes and Eastbourne boast a wide range of eating establishments. You may need to prebook especially in high summer and at weekends.

This is a pretty little village in the folds of the downs, it has Saxon roots and a lot of smuggling history. It is an access point to some very pretty walks.

Of course, this gives you more chance to enjoy the places you are in and / or take another walking option!

The South Downs are very easy to get to as the area is relatively close to London. From London, there are many trains a day to Lewes and back from Eastbourne.

Generally chalk and grassland. Chalk is a soft limestone and can be loose and slippery in places and after rain. The trail is generally undulating with some fairly long ascents and descents as you cross the various river valleys on this walk. There is some road and woodland walking, but the trails take you off busy roads.


South Downs Walking Trip reviews


Why travel with us

Personal Experience

We've been exploring the world on foot for over five decades, and our passion for walking runs deep. Having hiked nearly every corner of Europe, we take pride in sharing the joy, freedom and perspective that only travelling on foot can bring, all with the exceptional service and care our travellers know us for.

Great Value & Quality

Our trips offer excellent value for money, with everything you need for a seamless walking holiday. Each package includes detailed route notes, maps and navigation app, luggage transfers, and comfortable locally run accommodation. We take care of the planning, so you can simply enjoy the walk.

Self-Guided Specialists

We've been operating self-guided active holidays since 1973, taking care of every detail so you can relax and explore at your own pace. With many walking and hiking tours departing daily, you'll enjoy the freedom and flexibility to travel when it suits you.