Find challenge walks near me in UK in May 2025 - search by date or place, display on a map or use the advanced search to find your perfect race.
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The first half of the Isle of Wight circuit explore 52km of scenic coastal trails, enjoy spectacular coastal views along the undulating route with plenty of rest stops to keep you well fuelled.
An epic challenge, making a full 106km circuit of the Isle of Wight, starting and finishing in Chale, enjoy well stocked rest stops and superb scenery every step of the way.
The full 106km circumnavigation of the Isle of Wight, in daylight hours. Overnight at Cowes for a well-earned rest on this wonderful exploration of the coastal routes around the island.
A NEW looped route setting out from the Chale basecamp, that gives you the best of the Island’s dramatic scenery along famous southern coastline to the iconic ‘Needles’.
Take on a 25km challenge along the trails of the southern coast of the Isle of Wight, finishing by The Needles for a BBQ lunch.
Starting in Cowes, follow a clockwise route along the eastern side of the Isle of Wight, enjoying superb coastal views en route to the finish line at Chale.
Starting at our showground basecamp – you’ll follow the trails around the estuary, cross on the chain ferry – and really get a good feel for Cowes and its surrounding area.
Pass through Sandown, Shanklin and Ventnor before finishing at the basecamp in Chale for a celebratory hot meal awaits with your medal.
Take on a challenge and join Macmillan at the Norfolk Coast Mighty Hike - where you'll explore beautiful beaches and picturesque fishing villages to support people living with cancer.
Help transform the future of breast cancer one step at a time at this iconic venue where you'll walk through beautiful woods and fields on a ramble-ready route then receive your medal!
The finish line is unique to you: 24 hours after the mass start, the race shall stop and the Solo Runners and Teams furthest South on the National Trail, shall be declared winners.
Take on a challenge and join Macmillan at the Norfolk Coast Mighty Hike - where you'll explore beautiful beaches and picturesque fishing villages to support people living with cancer.
The ultimate coast path challenge! Walk 60 miles of the South West Coast Path over 3 days and take in the breathtaking sights and soak up the camaraderie for Children’s Hospice South West.
Venture to the exquisite landscapes of Loch Lomond and The Trossachs National Park, through Callander and past stunning Lochs and waterfalls to help beat cancer step by step.
A trekking challenge along the Isle of Wight Coastal Path with sea views, glades, tall ridges and wild walking in support of the brain cancer charity, brainstrust. You are in for a treat!
A trekking challenge along the Isle of Wight Coastal Path with sea views, glades, tall ridges and wild walking in support of the brain cancer charity, brainstrust. You are in for a treat!
58km of beautiful trail, with ups and downs giving over 1600m of ascent on a gorgeous coastal route which visits some of the highlights of the Jurassic Coast.
A demanding challenge, taking on 100km along the UNESCO World Heritage Jurassic Coast, starting from Corfe Castle on a fully-supported challenge visiting the highlights of the region.
Take on the full 100km challenge across two days, to enjoy the entirety of the route during daylight, with camping options at the halfway Basecamp in Weymouth.
A mid-level, circular hike over the three peaks surrounding Derwentwater Catbells, Walla Crag and Latrigg. Includes Full Weekend Festival Ticket in the price!
The route is 3/4 of the Full Challenge – so starts at the Corfe Castle main start, takes in the fantastic 2nd 1/4 Challenge route to Weymouth, and then on to West Bay & the finish line at Bridport.
Venture to the exquisite landscapes of Loch Lomond and The Trossachs National Park, through Callander and past stunning Lochs and waterfalls to help beat cancer step by step.
A classic Jurassic challenge, starting from Corfe Castle, along the Purbeck Ridge to Durdle Door, where the undulating route leads to the finish at Weymouth
A looped route which follows the Purbeck Way to Swanage, before returning along the coast, to finish at Church Knowle near Corfe Castle, for a well-deserved glass of fizz.
A marathon distance challenge departing from Weymouth, visiting Chesil Beach and the West Dorset Heritage Coast en route to the finish line at Bridport.