Challenge walks in South West
Find challenge walks near me in South West for 2025/2026 - search by date or place, display on a map or use the advanced search to find your perfect race.
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Click an event for full event details, location, route, sustainability, what's included and how to enter.
- Sat 26 Apr
- £20
- Sat 26 Apr
- £20
Follow the Seagulls | Devon | One Day Challenge
A trekking challenge with lighthouses, tranquil estuaries, rugged cliffs, beaches, coastal views and the South West Coastal Path to support brainstrust, the brain cancer charity.
- Enter online
- Fundraising required
- Undulating
- Age 18 & over
- 26 miles walking + 3000 ft ascent
- Sat 26 - Sun 27 Apr
- £30
- Sat 26 - Sun 27 Apr
- £30
Follow the Seagulls | Devon | Two Day Challenge
A trekking challenge with lighthouses, tranquil estuaries, rugged cliffs, beaches, coastal views and the South West Coastal Path to support brainstrust, the brain cancer charity.
- Enter online
- Fundraising required
- Undulating
- Age 18 & over
- 50 miles walking + 5000 ft ascent
- Wed 30 Apr - Sun 4 May
- £25-£150
- Entries closed
- Wed 30 Apr - Sun 4 May
- £25-£150
- Entries closed
The Forces March
Epic UK endurance challenge: The Forces March is a recreation of a 138-mile WW2 training march over five days from Ilfracombe to Bulford in aid of The Veterans Charity. One-day options also.
- Recycling
- Enter online
- GPS tracking
- Fundraising required
- Undulating
- Hilly
- Sustainability policy
- Age 18 & over
- 5 days trekking
- Fri 16 - Sun 18 May
- £350
- Fri 16 - Sun 18 May
- £350
Incredible Hike
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.
- Enter online
- Fundraising required
- Undulating
- Hilly
- Traffic free
- Rural
- Coast
- Age 18 & over
- 60 miles hiking
- Sat 17 May
- £139
- Sat 17 May
- £139
Jurassic Coast Ultra Challenge | 1st Half
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.
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 58 km trail running + 1700 m ascent
- Sat 17 - Sun 18 May
- £199
- Sat 17 - Sun 18 May
- £199
Jurassic Coast Ultra Challenge | Full 100km continuous
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.
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 100 km trail running + 2300 m ascent
- Sat 17 - Sun 18 May
- £199
- Sat 17 - Sun 18 May
- £199
Jurassic Coast Ultra Challenge | Full 100km over 2 days
Walk, jog or run along the spectacular UNESCO World Heritage coastline from Corfe Castle past Lulworth Cove and Durdle Door, with full support, welcoming base camp and finish line celebration!
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 100 km trail running + 2300 m ascent
- Sat 17 May
- £169
- Sat 17 May
- £169
Jurassic Coast Ultra Challenge | 3/4 Challenge
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 and the finish line at Bridport.
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 76 km trail running + 1800 m ascent
- Sat 17 May
- £89
- Sat 17 May
- £89
Jurassic Coast Ultra Challenge | 2nd Quarter
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
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 14 & over
- 34 km trail running + 1100 m ascent
- Sat 17 May
- £89
- Sat 17 May
- £89
Jurassic Coast Ultra Challenge | 1st Quarter
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.
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 14 & over
- 25 km trail running + 600 m ascent
- Sat 17 May
- £139
- Sat 17 May
- £139
Jurassic Coast Ultra Challenge | 2nd Half
A marathon distance challenge departing from Weymouth, visiting Chesil Beach and the West Dorset Heritage Coast en route to the finish line at Bridport.
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 18 & over
- 42 km trail running + 600 m ascent
- Sat 31 May
- £35
- Sat 31 May
- £35
Walk Bristol | 20 Miles
Take in the stunning sights of Bristol and step into serene nearby nature on the city's outskirts, as part of Bristol Walkfest - the city's month-long programme of all things walking!
- Enter online
- Fundraising optional
- Age 16 & over
- 20 miles walking
- Sat 31 May
- £30
- Sat 31 May
- £30
Walk Bristol | 15 Miles
Take in the stunning sights of Bristol and step into serene nearby nature on the city's outskirts, as part of Bristol Walkfest - the city's month-long programme of all things walking!
- Enter online
- Undulating
- Fundraising optional
- Age 16 & over
- 15 miles walking
- Sat 21 Jun
- £30
- Sat 21 Jun
- £30
Exmoor Perambulation | Long Distance Walk (30 miles)
Welcome to the 65th edition of this historic event! The Perambulation is Exmoor National Park’s iconic traditional self-navigated circular long-distance walking event dating back over 725 years!
- Enter online
- Age 8 & over
- 30 miles walking
- Sat 21 Jun
- £25
- Sat 21 Jun
- £25
Big Hike | Jurassic Coast | Marathon
Explore England's only natural UNESCO World Heritage Site, famous for the outstanding beauty of its cliffs, fossils and landforms, to help beat cancer step by step.
- Chip timing
- Enter online
- Fundraising required
- Hilly
- Age 16 & over
- 26.2 miles hiking + 2400 ft ascent
- Sat 21 Jun
- £30
- Sat 21 Jun
- £30
Exmoor Perambulation | Long Distance Walk (15 miles)
Welcome to the 65th edition of this historic event! The Perambulation is Exmoor National Park’s iconic traditional self-navigated circular long-distance walking event dating back over 725 years!
- Enter online
- Hilly
- Age 8 & over
- 15 miles walking
- Sat 21 Jun
- £139
- 16 charities
- Sat 21 Jun
- £139
- 16 charities
Cotswold Way Ultra Challenge | 1st Half
The first half of the challenge is tough with steep ascents and descents taking you into the heart of this beautiful landscape with magnificent views out to the West.
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 53 km trail running + 1600 m ascent
- Sat 21 - Sun 22 Jun
- £199
- 16 charities
- Sat 21 - Sun 22 Jun
- £199
- 16 charities
Cotswold Way Ultra Challenge | Full 100km continuous
Head into the rolling green hills of the Cotswolds with leg-testing climbs and breathtaking views on your 100km mission, with stops every 12-13km and a halfway break in Wotton, you're fully supported.
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 100 km trail running + 2250 m ascent
- Sat 21 - Sun 22 Jun
- £199
- 16 charities
- Sat 21 - Sun 22 Jun
- £199
- 16 charities
Cotswold Way Ultra Challenge | Full 100km over 2 days
Head into the rolling green hills of the Cotswolds with leg-testing climbs and breathtaking views on your 100km mission in daylight only with the benefit of a mid-way break and good night's sleep.
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 100 km trail running + 2250 m ascent
- Sat 21 Jun
- £89
- 16 charities
- Sat 21 Jun
- £89
- 16 charities
Cotswold Way Ultra Challenge | 1st Quarter
The 1st Quarter of the Cotswold Way Challenge will start from Cirencester basecamp. It's tough with some steep ascents and descents taking you into the heart of this beautiful landscape.
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 14 & over
- 23 km trail running + 600 m ascent
- Sat 21 Jun
- £89
- 16 charities
- Sat 21 Jun
- £89
- 16 charities
Cotswold Way Ultra Challenge | 2nd Quarter
Arguably the most scenic stretch of the whole Cotswold Way route. Head towards Coaley Peak with its breathtaking views over the Severne Valley, to Wotton-Under-Edge for a celebration and hot meal!
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 14 & over
- 30 km trail running + 1000 m ascent
- Sat 21 - Sun 22 Jun
- £169
- 16 charities
- Sat 21 - Sun 22 Jun
- £169
- 16 charities
Cotswold Way Ultra Challenge | 3/4 Challenge
The route is 3/4 of the full challenge – so starts at Painswick, takes in the fantastic 2nd 1/4 Challenge route to Wotton, and then on through the Cotswolds to the finish line at Cirencester basecamp.
- Chip timing
- Enter online
- GPS tracking
- Age 18 & over
- 76 km trail running + 1650 m ascent
- Sat 21 - Sun 22 Jun
- £139
- 16 charities
- Sat 21 - Sun 22 Jun
- £139
- 16 charities
Cotswold Way Ultra Challenge | 2nd Half
A start at Wotton and then some fantastic Cotswold scenery in the heart of this beautiful landscape, on the way back to the very welcome finish line celebration back at Cirencester basecamp.
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 18 & over
- 47 km trail running + 650 m ascent
- Sat 21 Jun
- £20
- Sat 21 Jun
- £20
Big Hike | Jurassic Coast | Half Marathon
Explore England's only natural UNESCO World Heritage Site, famous for the outstanding beauty of its cliffs, fossils and landforms, to help beat cancer step by step.
- Chip timing
- Enter online
- Fundraising required
- Hilly
- Age 14 & over
- 13.1 miles hiking + 1500 ft ascent
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- Sat 5 Jul
- £25
- Sat 5 Jul
- £25
Mighty Hikes | Jurassic Coast | Marathon
Take on a challenge and join Macmillan at the Jurassic Coast Mighty Hike - where you'll see famous sights including Corfe Castle and Old Harry Rocks to support people living with cancer.
- Enter online
- Fundraising required
- Undulating
- Traffic free
- Age 14 & over
- 26 miles hiking + 700.95 m ascent