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South Downs Way Walking Holidays

SDW2

Winchester to Eastbourne

Itinerary Information

Difficulty
Moderate
Distance
101.5 miles
Walking
9 Days
Bed & Breakfast
10 Nights
Grade
Classic
Dog Friendly
No

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From £1520 per person
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Itinerary Details

Day 1Arrival Day
  1. AccommodationWinchester
Day 212 miles (19.3 km)

  1. Winchester to Exton
    plus 0.5 mile to accom

  2. AccommodationExton
Day 312.5 miles (20.1 km)

  1. Exton to Buriton exit
    plus 0.5 mile to Buriton

  2. transfer
  3. AccommodationPetersfield
Day 410.5 miles (16.9 km)
  1. transfer

  2. Buriton exit to Cocking exit
    plus 0.5 mile to Cocking

  3. AccommodationCocking
Day 511.5 miles (18.5 km)

  1. Cocking exit to Amberley exit
    plus 1.6 miles to Amberley

  2. AccommodationAmberley
Day 612.5 miles (20.1 km)

  1. Amberley exit to Bramber exit
    plus 1 mile to Bramber

  2. AccommodationBramber
Day 78 miles (12.9 km)
  1. transfer

  2. Bramber exit to Pyecombe

  3. AccommodationPoynings
Day 810.5 miles (16.9 km)
  1. transfer

  2. Pyecombe to Kingston near Lewes exit
    plus 1 mile to Kingston near Lewes

  3. transfer
  4. AccommodationLewes
Day 912 miles (19.3 km)
  1. transfer

  2. Kingston near Lewes exit to Alfriston

  3. AccommodationAlfriston
Day 1012 miles (19.3 km)

  1. Alfriston to Eastbourne Pier

  2. AccommodationEastbourne
Day 11Departure Day

    Overnight locations and transfer arrangements may differ slightly from those shown, depending on availability.

    What's Included

    • Good standard accommodation at a mixture of guesthouses, farmhouses, local inns and B&Bs with en-suite or private facilities wherever possible
    • Breakfast
    • Luggage transfers
    • Personal transfer between accommodation and path that form a part of our standard package
    • Route planning
    • Walk pack including Trail Guide and mapping, itinerary, accommodation directions and route notes, lunch and dinner information, restaurant recommendations and holiday planning details

    Extras

    Rest days/additional nights:

    • Prices from £150 per room per night

    Upgrade options:

    Supplements:

    • Short notice bookings and Bank Holidays may incur additional charges

    Walk Pack postage:

    • to UK: included in price
    • to Europe: £25 per pack
    • to Rest of World: £30 per pack

    Extra Walk Packs:

    • Please see here for full details and supplements

    Pricing From

    Jan 1, 2026 – Dec 31, 2026

    £1520

    Per Person (Based on 2 people sharing)

    £2350 Solo Traveller

    £2095 Single Occupancy

    Rest Days

    £150 Per room per day