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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.

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.
  • Sat 26 Apr
  • £20
  • Sat 26 Apr
  • £20
Dartmouth, Devon, UK

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 + 2000 ft ascent
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.
  • Sat 26 - Sun 27 Apr
  • £30
  • Sat 26 - Sun 27 Apr
  • £30
Dartmouth, Devon, UK

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
Epic UK endurance challenge: The Forces March is a recreation of a 138-mile WW2 training march over 5 days from Ilfracombe to Bulford with great historical significance in aid of The Veterans Charity.
  • Wed 30 Apr - Sun 4 May
  • £150
  • Wed 30 Apr - Sun 4 May
  • £150
Ilfracombe, Devon, UK

The Forces March

Epic UK endurance challenge: The Forces March is a recreation of a 138-mile WW2 training march over 5 days from Ilfracombe to Bulford with great historical significance in aid of The Veterans Charity.

  • Recycling
  • Enter online
  • GPS tracking
  • Fundraising required
  • Undulating
  • Hilly
  • Sustainability policy
  • Age 18 & over
  • 5 days trekking
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.
  • Fri 16 - Sun 18 May
  • £350
  • Fri 16 - Sun 18 May
  • £350
Westward Ho!, Devon, UK

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
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.
  • Sat 17 May
  • £139
  • 14 charities
  • Sat 17 May
  • £139
  • 14 charities
Wareham, Dorset, UK

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
  • Undulating
  • Age 18 & over
  • 58 km trail running + 1700 m ascent
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.
  • Sat 17 - Sun 18 May
  • £199
  • 14 charities
  • Sat 17 - Sun 18 May
  • £199
  • 14 charities
Wareham, Dorset, UK

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
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.
  • Sat 17 - Sun 18 May
  • £199
  • 14 charities
  • Sat 17 - Sun 18 May
  • £199
  • 14 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | Full 100km over 2 days

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.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 100 km trail running + 2300 m ascent
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.
  • Sat 17 May
  • £169
  • 14 charities
  • Sat 17 May
  • £169
  • 14 charities
Wareham, Dorset, UK

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 & the finish line at Bridport.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 76 km trail running
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
  • Sat 17 May
  • £89
  • 14 charities
  • Sat 17 May
  • £89
  • 14 charities
Wareham, Dorset, UK

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
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.
  • Sat 17 May
  • £89
  • 14 charities
  • Sat 17 May
  • £89
  • 14 charities
Wareham, Dorset, UK

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
A marathon distance challenge departing from Weymouth, visiting Chesil Beach and the West Dorset Heritage Coast en route to the finish line at Bridport.
  • Sat 17 May
  • £139
  • 14 charities
  • Sat 17 May
  • £139
  • 14 charities
Weymouth, Dorset, UK

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
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.
  • Sat 21 Jun
  • £25
  • Sat 21 Jun
  • £25
Wareham, Dorset, UK

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
The second half option of the Thames Path Challenge from Runnymede along the meandering river through Cookham to Henley-on-Thames, home of the regatta, to a celebration finish and family BBQ.
  • Sat 21 Jun
  • £139
  • 13 charities
  • Sat 21 Jun
  • £139
  • 13 charities
Cirencester, Gloucestershire, UK

Cotswold Way Ultra Challenge | 1st Half

The second half option of the Thames Path Challenge from Runnymede along the meandering river through Cookham to Henley-on-Thames, home of the regatta, to a celebration finish and family BBQ.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 53 km trail running + 1600 m ascent
Take on a 100km challenge, making a fully supported loop from Cirencester, exploring the picturesque, undulating terrain of the Cotswolds on a spectacular challenge.
  • Sat 21 - Sun 22 Jun
  • £199
  • 13 charities
  • Sat 21 - Sun 22 Jun
  • £199
  • 13 charities
Cirencester, Gloucestershire, UK

Cotswold Way Ultra Challenge | Full 100km continuous

Take on a 100km challenge, making a fully supported loop from Cirencester, exploring the picturesque, undulating terrain of the Cotswolds on a spectacular challenge.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 100 km trail running + 2250 m ascent
Walk, jog or run the full 100km challenge, split over two days, with a well deserved nights sleep at the half way basecamp, to recharge your batteries overnight.
  • Sat 21 - Sun 22 Jun
  • £199
  • 13 charities
  • Sat 21 - Sun 22 Jun
  • £199
  • 13 charities
Cirencester, Gloucestershire, UK

Cotswold Way Ultra Challenge | Full 100km over 2 days

Walk, jog or run the full 100km challenge, split over two days, with a well deserved nights sleep at the half way basecamp, to recharge your batteries overnight.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 100 km trail running + 2250 m ascent
Take on the rolling undulations of the Cotswold Way, departing from Cirencester to explore the beautiful landscapes of the first section of the 100km route.
  • Sat 21 Jun
  • £89
  • 13 charities
  • Sat 21 Jun
  • £89
  • 13 charities
Cirencester, Gloucestershire, UK

Cotswold Way Ultra Challenge | 1st Quarter

Take on the rolling undulations of the Cotswold Way, departing from Cirencester to explore the beautiful landscapes of the first section of the 100km route.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 14 & over
  • 23 km trail running + 600 m ascent
Explore the most scenic stretch of the Cotswold way, with the challenging route making you work hard for those sublime views.
  • Sat 21 Jun
  • £89
  • 13 charities
  • Sat 21 Jun
  • £89
  • 13 charities
Stroud, Gloucestershire, UK

Cotswold Way Ultra Challenge | 2nd Quarter

Explore the most scenic stretch of the Cotswold way, with the challenging route making you work hard for those sublime views.

  • Chip timing
  • Enter online
  • GPS tracking
  • Age 14 & over
  • 30 km trail running + 1000 m ascent
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.
  • Sat 21 - Sun 22 Jun
  • £169
  • 13 charities
  • Sat 21 - Sun 22 Jun
  • £169
  • 13 charities
Cirencester, Gloucestershire, UK

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
Take on a gently undulating route, departing either on Saturday evening or Sunday morning, to explore the beautiful route between Wotton and Cirencester.
  • Sat 21 - Sun 22 Jun
  • £139
  • 13 charities
  • Sat 21 - Sun 22 Jun
  • £139
  • 13 charities
Cirencester, Gloucestershire, UK

Cotswold Way Ultra Challenge | 2nd Half

Take on a gently undulating route, departing either on Saturday evening or Sunday morning, to explore the beautiful route between Wotton and Cirencester.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 18 & over
  • 47 km trail running + 650 m ascent
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.
  • Sat 21 Jun
  • £20
  • Sat 21 Jun
  • £20
Wareham, Dorset, UK

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
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.
  • Sat 5 Jul
  • £25
  • Sat 5 Jul
  • £25
Wareham, Dorset, UK

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
Take on a challenge and join Macmillan at the Jurassic Coast Mighty Hike - where you'll see famous sights featuring Corfe Castle on your hike to the coast to support people living with cancer.
  • Sat 5 Jul
  • £20
  • Sat 5 Jul
  • £20
Wareham, Dorset, UK

Mighty Hikes | Jurassic Coast | Half Marathon

Take on a challenge and join Macmillan at the Jurassic Coast Mighty Hike - where you'll see famous sights featuring Corfe Castle on your hike to the coast to support people living with cancer.

  • Enter online
  • Fundraising required
  • Undulating
  • Traffic free
  • Age 14 & over
  • 13.5 miles hiking + 426.77 m ascent
Hike through the rolling hills and picturesque villages of the Cotswolds. Walk right past Broadway Tower and take in stunning views from Dover’s Hill to help beat cancer step by step.
  • Sat 12 Jul
  • £25
  • Sat 12 Jul
  • £25
Moreton-in-Marsh, Gloucestershire, UK

Big Hike | Cotswolds | Marathon

Hike through the rolling hills and picturesque villages of the Cotswolds. Walk right past Broadway Tower and take in stunning views from Dover’s Hill to help beat cancer step by step.

  • Chip timing
  • Enter online
  • Fundraising required
  • Hilly
  • Age 16 & over
  • 26.2 miles hiking + 1900 ft ascent
Hike through rolling hills and picturesque villages of the Cotswolds, including Aston Magna, Paxford and Ebrington, to help beat cancer step by step.
  • Sat 12 Jul
  • £20
  • Sat 12 Jul
  • £20
Moreton-in-Marsh, Gloucestershire, UK

Big Hike | Cotswolds | Half Marathon

Hike through rolling hills and picturesque villages of the Cotswolds, including Aston Magna, Paxford and Ebrington, to help beat cancer step by step.

  • Chip timing
  • Enter online
  • Fundraising required
  • Undulating
  • Age 14 & over
  • 13.1 miles hiking + 1200 ft ascent
The full distance option of the South West Coast 50 Challenge from basecamp next to Dunster Castle, along the South West Coastal Path to a picnic in Exmoor National Park, finishing back at Minehead.
  • Sat 2 Aug
  • £139
  • 12 charities
  • Sat 2 Aug
  • £139
  • 12 charities
Minehead, Somerset, UK

South West Coast 50 Ultra Challenge | Full 50km

The full distance option of the South West Coast 50 Challenge from basecamp next to Dunster Castle, along the South West Coastal Path to a picnic in Exmoor National Park, finishing back at Minehead.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 50 km trail running + 1600 m ascent

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