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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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Events near me

Click an event for full event details, location, route, sustainability, what's included and how to enter.

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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!
  • Sat 31 May
  • £35
  • Entries close soon
  • Sat 31 May
  • £35
  • Entries close soon
Bristol, Somerset, UK

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
Entries close soon
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!
  • Sat 31 May
  • £30
  • Entries close soon
  • Sat 31 May
  • £30
  • Entries close soon
Bristol, Somerset, UK

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
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!
  • Sat 21 Jun
  • £30
  • Sat 21 Jun
  • £30
Minehead, Somerset, UK

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
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
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.
  • Sat 21 - Sun 22 Jun
  • £199
  • Sat 21 - Sun 22 Jun
  • £199
Cirencester, Gloucestershire, UK

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
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.
  • Sat 21 - Sun 22 Jun
  • £199
  • Sat 21 - Sun 22 Jun
  • £199
Cirencester, Gloucestershire, UK

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
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!
  • Sat 21 Jun
  • £30
  • Sat 21 Jun
  • £30
Minehead, Somerset, UK

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
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.
  • Sat 21 Jun
  • £139
  • Sat 21 Jun
  • £139
Cirencester, Gloucestershire, UK

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
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.
  • Sat 21 Jun
  • £89
  • Sat 21 Jun
  • £89
Cirencester, Gloucestershire, UK

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
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!
  • Sat 21 Jun
  • £89
  • Sat 21 Jun
  • £89
Stroud, Gloucestershire, UK

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
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
  • Sat 21 - Sun 22 Jun
  • £169
Stroud, 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
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.
  • Sat 21 - Sun 22 Jun
  • £139
  • Sat 21 - Sun 22 Jun
  • £139
Wotton-under-Edge, Gloucestershire, UK

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
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 50km ultra option from Dunster Castle, along the South West Coastal Path to a picnic in Exmoor National Park with awesome views over the Bristol Channel to finish back at Minehead with a medal!
  • Sat 2 Aug
  • £139
  • 13 charities
  • Sat 2 Aug
  • £139
  • 13 charities
Minehead, Somerset, UK

South West Coast 50 Ultra Challenge | Full 50km

The 50km ultra option from Dunster Castle, along the South West Coastal Path to a picnic in Exmoor National Park with awesome views over the Bristol Channel to finish back at Minehead with a medal!

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 50 km trail running + 1600 m ascent
Starting from Dunster Castle it’s down to the coast to pick up the official start of the South West Coastal path in Minehead and head west with ups and downs towards Porlock, with fantastic views!
  • Sat 2 Aug
  • £89
  • 14 charities
  • Sat 2 Aug
  • £89
  • 14 charities
Minehead, Somerset, UK

South West Coast 50 Ultra Challenge | 1st Half

Starting from Dunster Castle it’s down to the coast to pick up the official start of the South West Coastal path in Minehead and head west with ups and downs towards Porlock, with fantastic views!

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 14 & over
  • 25 km trail running + 600 m ascent
From the iconic Dunster Castle to the coast, along the South West Coast path with fantastic views over the Bristol Channel, then into Exmoor National Park to the finish line for your medal!
  • Sat 2 Aug
  • £89
  • 13 charities
  • Sat 2 Aug
  • £89
  • 13 charities
Minehead, Somerset, UK

South West Coast 50 Ultra Challenge | 25km Loop

From the iconic Dunster Castle to the coast, along the South West Coast path with fantastic views over the Bristol Channel, then into Exmoor National Park to the finish line for your medal!

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 14 & over
  • 25 km trail running + 600 m ascent
Starting in Porlock, it’s a truly magnificent route into Exmoor National Park and a climb up to Dunkery Beacon, down and back towards Minehead to the welcome finish line at Dunster basecamp.
  • Sat 2 Aug
  • £89
  • 13 charities
  • Sat 2 Aug
  • £89
  • 13 charities
Minehead, Somerset, UK

South West Coast 50 Ultra Challenge | 2nd Half

Starting in Porlock, it’s a truly magnificent route into Exmoor National Park and a climb up to Dunkery Beacon, down and back towards Minehead to the welcome finish line at Dunster basecamp.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 14 & over
  • 25 km trail running + 1000 m ascent
  • Sat 5 Jul
Plymouth, Devon, UK

Devon Heli Hike | 26 Mile Trek

  • 26 miles walking
  • Sat 5 Jul
Plymouth, Devon, UK

Devon Heli Hike | 14 Mile Trek

  • 14 miles walking
  • Sat 27 Sep
Bristol, Gloucestershire, UK

Trail Escape | Bristol-to-Bath | Marathon

  • 26.2 miles trail running + 522 m ascent
  • Sat 27 Sep
Bristol, Gloucestershire, UK

Trail Escape | Bristol-to-Bath | 25km

  • 25 km trail running + 371 m ascent

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