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  • South West Coast 50 Ultra CHALLENGE®

    Somerset/Exmoor

    A fantastic ‘South West’ summer challenge – and you can join and fundraise for your favourite charity. Taking in the first Minehead section of the famous 630 mile Coastal Path, and with an extensive ‘basecamp’ in the ... Read More

  • LONDON SUMMER WALK

    Woolwich Barracks London, United Kingdom

    Historic Thames Gateway. 50km, 25km or 10 km Loop Route. Woolwich Barracks Start / Finish. Excellent Transport Connections. BBQ, bar & music at finish. As a Team or Individual. Fundraise for your favourite charity. Register ... Read More

  • South Coast Ultra Challenge®

    South Downs Eastbourne, United Kingdom

    The South Downs National Park is a superb backdrop for 2000 adventurers to take on a real challenge – and you can join and fundraise for your favourite charity. An Eastbourne start, up Beachy Head, ... Read More

  • Thames Moonlight 10 Walk

    The Oval Kennington Oval, London

    A fantastic evening walk through London, taking in famous landmarks along a great route with full support. Choose from a spirited 10km or an energetic 10 mile route, taking you past some of London’s most ... Read More

  • Thames Bridges Trek

    Putney Bridge London

    Venture across the Capital with unrivalled views of the skyline. Setting out from Putney Bridge – it’s East towards the City, zig-zagging over 16 of London’s historic bridges – each with its own fascinating story, and ... Read More

  • Thames Path Ultra Challenge

    Putney Bridge London

    England’s greatest river provides a fantastic backdrop for an unforgettable challenge. Over 3000 adventurers will join the Putney Bridge start, and the full 100km route heads upstream to Henley along the famous Towpath. It’s through ... Read More

  • Great Big Walk for Herts

    Kings Langley Hertfordshire, United Kingdom

    Join Team Playskill for the annual Great Big Walk for Herts. Covering 13 miles of beautiful Hertfordshire countryside, this is a circular guided but relaxed walk starting in Kings Langley, with lunch at the pub ... Read More

  • Chiltern 50 Ultra Challenge

    Henley on Thames Oxfordshire, United Kingdom

    A fabulous 50 km looped challenge in some of the Chilterns finest countryside – and you can join and fundraise for Playskill. With historic trails, rolling hills, nature reserves, and fantastic views – this is one ... Read More

  • Kent Downs 50 Ultra Challenge

    Maidstone Kent, United Kingdom

    The end of season Ultra Challenge®– in the ‘Garden of England’ – and you can fundraise for Playskill.  A basecamp near Maidstone, with parking & weekend camping options, the main 50km looped route heads anticlockwise around the Kent ... Read More

  • Halloween Walk Ultra Challenge

    The Oval Kennington Oval, London

    Why not risk a hair-raising hike around some of the City’s scary streets and historic haunts? Choose your distance, gather your bravest guys & ghouls to make up a team – or go it alone ... Read More

  • London Winter Walk

    Oval Cricket Ground Kennington Oval, London

    A great event to wrap up and walk off the Christmas & New Year celebrations; maybe kick start a new fitness regime – and to fundraise for Playskill! Choose from either Saturday 24th or Sunday ... Read More

  • Bath 50 Ultra Challenge

    Bath Racecourse Lansdown, Bath

    Centred on this elegant historic city, take on a 50km Ultra, a testing 25km, or a sharp 10km challenge at your paces a walk, jog or run- and fundraise for Playskill! From the Racecourse basecamp, ... Read More

  • Windsor 50 Ultra Challenge

    Windsor Racecourse Maidenhead Road, Windsor

    Get active after the Easter holidays and take on a historic 50 km Ultra, a testing 25 km, or a sharp 10 kmchallenge at your pace as a walk, jog, or run - and fundraise ... Read More

  • Isle of Wight Ultra Challenge

    Chale Isle of Wight

    Great challenges need great settings, and up to 2,000 adventurers will tackle the Isle of Wight’s stunningcoastal path over the bank holiday weekend. Take it on at your pace as a walk, jog, or run ... Read More

  • Jurassic Coast Challenge

    Corfe castle Wareham, United Kingdom

    Spectacular World Heritage coastline to take on at your pace as a walk, jog, or run – and fundraise for Playskill! A start in Corfe Castle, the route heads down to Swanage, and along through ... Read More

  • London 2 Brighton

    Richmond Upon Thames London

    2,000 or so adventurers will take on the Capital to Coast trails and test their grit & determination. You can join and take it on at your pace as a walk, jog, or run - ... Read More

  • Lake District Ultra Challenge

    Kendal Cumbria

    Take on England’s finest countryside at your pace as a walk, jog, or run – and fundraise for Playskill! Challenge basecamp is in Kendal, and it’s a 100km looped route with a few tough hills ... Read More

  • Cotswold Way Ultra Challenge

    Cirencester Cotswolds, United Kingdom

    Our Cirencester basecamp is the start of the 100 km looped route through the heart of the Cotswolds,providing a stunning setting for 2,000 or so adventurers to test themselves. Rolling hills, villages, footpaths & stunning ... Read More

  • North Yorks Challenge

    Scarborough

    A basecamp in Scarborough and a stunning coastal & moorland challenge, which you can take it on at your pace as a walk, jog, or run – and fundraise for Playskill! The route heads around ... Read More

  • South West Coast 50

    A fantastic ‘South West’ summer challenge, taking in the first Minehead section of the famous 630-mileCoastal Path, and a basecamp in the shadows of the impressive Dunster Castle. The 50km loop then heads over Exmoor ... Read More

  • London Summer Walk

    Woolwich Barracks London

    Get your walking shoes on and explore some of the Capital’s less known historic areas with a tour of the‘gateway to London’ along the Thames’s eastern section– and fundraise for Playskill. Starting alongside the grandeur ... Read More

  • Thames Moonlight 10

    Oval Cricket Ground Kennington Oval, London

    Take on either a spirited Friday evening 10km or an energetic 10-mile looped route walk through the heart of London as darkness falls, and the Moon rises –and fundraise for Playskill! The Oval Cricket Ground ... Read More

  • Thames Bridges Trek

    Putney Bridge London

    Join 2500 walkers and trek 25 km across the Capital with unrivalled views of the skyline & landmarks –and you can fundraise for your favourite charity! From a Putney Bridge start it’s East towards the ... Read More

  • Thames Path Ultra Challenge

    Putney Bridge London

    England’s greatest river provides a fantastic backdrop for an unforgettable challenge, which you can take on at your pace as a walk, jog, or run – and fundraise for Playskill! Over 3000 adventurers will join ... Read More

  • The Big September Stroll

    Leavesden Country Park, , 1 College Road, Abbots Langley, Hertfordshire, United Kingdom

    Join us at Leavesden Country Park, Abbots Langley for our brand new walking event for 2026, The Big September Stroll, raising funds for Playskill. This is a ten-mile circular walk suitable for all abilities, from ... Read More

  • Henley 10K

    Henley on Thames Oxfordshire, United Kingdom

    The Henley 10k is alongside the Thames Path Challenge’s main finish venue. It’s a fabulous 10 km loop through Remenham countryside with a start / finish near Henley Bridge on Sunday morning. Take it on ... Read More

  • Chiltern 50 Ultra Challenge

    Henley on Thames Oxfordshire, United Kingdom

    A 50km looped challenge in some of the Chilterns finest countryside, with historic trails, rolling hills, nature reserves, with fantastic views. Join up to 2,000 adventurers and take it on at your pace as a ... Read More

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