Short Walking Breaks - South of England

Contours Walking Holidays

Short Walking Breaks - South of England

https://www.contours.co.uk/short-walking-breaks-south-of-england

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    • Our Holidays

      By Location

      • South of England
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      • Holiday Location Map

      Discover More

      • Be Inspired
      • New for 2026
      • England Coast Path
      • Great Value Tours

      By Type

      • Classic Trails
      • Short Walking Breaks
      • Dog Friendly
      • Stile-Free Walks
      • Low Daily Mileage Walks
      • Two Night Breaks

      Useful Information

      • Beginner's Guide
      • Discounts & Special Offers
      • Trail Archive
    • Gift Vouchers
    • About Us
      • About Our Holidays
      • Our Blog
      • Contact Us
      • How to Book
      • Meet the Team
      • Terms & Conditions
      • What's Included?
      • Enter our Photo Competition
      • Privacy Policy
      • Our 30th Anniversary
    • FAQs
    Tor Bay and Babbacombe Bay

    Tor Bay and Babbacombe Bay

    3 to 5 nights
    28 miles
    Easy to Demanding
    Dog friendly
    From £382 per person
    Brixham to Exmouth along the beautiful coastline of the English Riviera. Find Out More
    South Downs Way - West Section

    South Downs Way - West Section

    4 to 6 nights
    48 miles
    Moderate+
    From £605 per person
    A self-guided walking holiday from Winchester to Amberley along the chalk downs escarpment. Find Out More
    South Downs Way - East Section

    South Downs Way - East Section

    5 to 6 nights
    54 miles
    Moderate+
    From £745 per person
    A walking holiday from Amberley to Eastbourne along the chalk South Downs escarpment to the coastal clifftops. Find Out More
    East Devon

    East Devon

    4 to 5 nights
    30 miles
    Easy / Moderate+
    Dog friendly
    From £557 per person
    Exmouth to Lyme Regis along the Jurassic Coastline of the South West Coast Path. Find Out More
    Far West of Cornwall

    Far West of Cornwall

    4 to 7 nights
    42 miles
    Easy / Moderate+
    From £530 per person
    A walking holiday from St Ives to Penzance around the most western point of England. Find Out More
    South Downs Way Short Break - East Section

    South Downs Way Short Break - East Section

    3 nights
    24 miles
    Moderate
    From £460 per person
    A taster break along the most southerly stretch of the trail from Kingston-near-Lewes to Eastbourne. Find Out More
    The Ridgeway - East Section

    The Ridgeway - East Section

    4 to 7 nights
    48 miles
    Easy / Moderate+
    Dog friendly
    From £565 per person
    A walk from Goring to Ivinghoe Beacon through the pretty villages and woodland of the Chiltern Hills. Find Out More
    The Ridgeway - West Section

    The Ridgeway - West Section

    4 to 6 nights
    45 miles
    Easy / Moderate+
    Dog friendly
    From £541 per person
    A walk along the historically rich landscape of the Wessex Downs, from East Kennet to Goring. Find Out More
    Two Moors Way - Exmoor Section

    Two Moors Way - Exmoor Section

    4 to 6 nights
    45 miles
    Moderate+
    From £525 per person
    Morchard Bishop to Lynmouth through the enchanting Exmoor National Park. Find Out More
    Two Moors Way - Dartmoor Section

    Two Moors Way - Dartmoor Section

    5 to 8 nights
    69 miles
    Moderate+
    From £656 per person
    Wembury to Morchard Bishop through the heart of the wild Dartmoor National Park. Find Out More
    Coleridge Way

    Coleridge Way

    4 to 7 nights
    51 miles
    Moderate+
    Dog friendly
    From £510 per person
    A walking holiday through the Quantock Hills, Brendon Hills and Exmoor, once beloved by Samuel Taylor Coleridge. Find Out More
    North Downs Short Break

    North Downs Short Break

    3 nights
    20 miles
    Moderate
    From £447 per person
    A short walking holiday from Canterbury to Dover through the culturally rich landscape of Kent. Find Out More
    Cotswold Short Break

    Cotswold Short Break

    3 nights
    27 miles
    Moderate
    Dog friendly
    From £419 per person
    A lovely two-day walk from Bourton-on-the-Water via Winchcombe and the Windrush Valley. Find Out More
    Cotswold Way Short Break

    Cotswold Way Short Break

    4 nights
    26 miles
    Moderate
    From £538 per person
    A short walking holiday from Dowdeswell to Kings Stanley, providing a taste of the Cotswold Way. Find Out More
    Isle of Wight Short Break

    Isle of Wight Short Break

    3 to 4 nights
    33 miles
    Moderate+
    From £383 per person
    A short walking holiday from Yarmouth to Shanklin along the Isle of Wight Coast Path. Find Out More
    Norfolk Coast Path Short Break - North Section

    Norfolk Coast Path Short Break - North Section

    3 nights
    21 miles
    Moderate
    Dog friendly
    From £463 per person
    A short, single-centre walking holiday from Brancaster to Blakeney along the wonderful Norfolk coastline. Find Out More
    Cotswold Highlights Trail

    Cotswold Highlights Trail

    4 to 7 nights
    45 miles
    Easy to Demanding
    Dog friendly
    From £600 per person
    A fantastic walk from Chipping Campden through the quintessentially English countryside of the Cotswolds. Find Out More
    Peddars Way

    Peddars Way

    4 to 7 nights
    49 miles
    Easy / Moderate+
    From £555 per person
    A walking holiday from Knettishall Heath to Hunstanton along the ancient Peddars Way Roman road. Find Out More
    Severn Way Short Break - North Section

    Severn Way Short Break - North Section

    4 nights
    29 miles
    Moderate
    From £495 per person
    A short walking holiday from Shrewsbury to Bridgnorth through the landscapes of Shropshire. Find Out More
    Severn Way Short Break - South Section

    Severn Way Short Break - South Section

    4 nights
    33 miles
    Moderate
    From £520 per person
    A short self-guided walking holiday exploring the southern section of the beautiful Severn Way trail. Find Out More
    South Downs Way Short Break - Circular

    South Downs Way Short Break - Circular

    3 nights
    22 miles
    Moderate
    Dog friendly
    From £471 per person
    A circular walking holiday from Alfriston via the Seven Sisters Cliffs, Beachy Head, and Eastbourne. Find Out More
    South Downs Way Short Break - Central Section

    South Downs Way Short Break - Central Section

    3 nights
    23 miles
    Moderate
    From £460 per person
    A short walking holiday from Buriton to Amberley on a central snippet of the South Downs Way. Find Out More

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