60 Trail runs in South East in October 2023

Find trail runs in and around South East in October 2023 - filter events by date, display on a map or use the advanced search to find your perfect race.

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  • Sun 1 Oct
  • £40
  • Entries closed
Petersfield, West Sussex, UK

South Downs Way Ultra Run

Starting and finishing on the beautiful Harting Down, this run features some of the best parts of the South Downs Way and surrounding areas, including Beacon Hill, Cocking Down and Kingley Vale.

  • Entries closed
  • 30 miles trail running
  • Sun 1 Oct
  • £22
Tring, Buckinghamshire, UK

The Barr Ellison Hoohaah Trail & Canicross Wendover | 5K Canicross

The Barr Ellison hoohaah Wendover Trail & Canicross is based at the highest point in the Chilterns, and what better place to enjoy an amazing Trail Run through the beautiful local landscape...

  • 5 km trail running
  • Sun 1 Oct
  • £24
Tring, Buckinghamshire, UK

The Barr Ellison Hoohaah Trail & Canicross Wendover | 10K

The Barr Ellison hoohaah Wendover Trail & Canicross is based at the highest point in the Chilterns, and what better place to enjoy an amazing Trail Run through the beautiful local landscape...

  • 10 km trail running
  • Sun 1 Oct
  • £36
Tring, Buckinghamshire, UK

The Barr Ellison Hoohaah Trail & Canicross Wendover | 20K

The Barr Ellison hoohaah Wendover Trail & Canicross is based at the highest point in the Chilterns, and what better place to enjoy an amazing Trail Run through the beautiful local landscape...

  • 20 km trail running
  • Sun 1 Oct
  • £45-£80
Tring, Buckinghamshire, UK

The Barr Ellison Hoohaah Trail & Canicross Wendover | 6 Hr Enduro

The Barr Ellison hoohaah Wendover Trail & Canicross is based at the highest point in the Chilterns, and what better place to enjoy an amazing Trail Run through the beautiful local landscape...

  • 6 hrs trail running
  • Sun 1 Oct
  • £17
Tring, Buckinghamshire, UK

The Barr Ellison Hoohaah Trail & Canicross Wendover | 5K

The Barr Ellison hoohaah Wendover Trail & Canicross is based at the highest point in the Chilterns, and what better place to enjoy an amazing Trail Run through the beautiful local landscape...

  • 5 km trail running
  • Sun 1 Oct
  • £53-£55
Guildford, Surrey, UK

Downslink Ultra

The 10th Downslink Ultra will be in 2023 and is going to be an UP year..

  • 38 miles trail running
  • Sun 1 Oct
  • FREE
Hindhead, Surrey, UK

The Punchbowl Challenge | 0.75km

Join this fun filled day out on the beautiful trails of the Devils Punchbowl. With races for every age and fitness level, the Punchbowl Challenge has something for the whole family to enjoy.

  • 0.75 km trail running
  • Sun 1 Oct
  • £10
Gosport, Hampshire, UK

Pieces of Eight | Mini Mile Pirate Run

The popular Pieces of Eight (8 mile race) at it’s brand new location at Stokes Bay.

  • 1 mile trail running
  • Sun 1 Oct
  • £25
Gosport, Hampshire, UK

Pieces of Eight | 8 Mile

The popular Pieces of Eight (8 mile race) at it’s brand new location at Stokes Bay.

  • 8 miles trail running
  • Sun 1 Oct
  • £16-£25
Gosport, Hampshire, UK

GAFIRS Lifeboat 10K

The new GAFIRS 10k at it’s brand new location at Stokes Bay.

  • 10 km trail running
  • Sun 1 Oct
  • FREE
Hindhead, Surrey, UK

The Punchbowl Challenge | 3.5km

Join this fun filled day out on the beautiful trails of the Devils Punchbowl. With races for every age and fitness level, the Punchbowl Challenge has something for the whole family to enjoy.

  • 3.5 km trail running
  • Sun 1 Oct
  • £10
Hindhead, Surrey, UK

The Punchbowl Challenge | 5km

Join this fun filled day out on the beautiful trails of the Devils Punchbowl. With races for every age and fitness level, the Punchbowl Challenge has something for the whole family to enjoy.

  • 5 km trail running
  • Sun 1 Oct
  • £3.50
Horsham, West Sussex, UK

Heron Way | Children’s Fun Run

The Heron Way 10k trail run and fun run will be held in 2023.

  • 1 mile trail running
  • Sun 1 Oct
  • FREE
Hindhead, Surrey, UK

The Punchbowl Challenge | 50m Dash

Join this fun filled day out on the beautiful trails of the Devils Punchbowl. With races for every age and fitness level, the Punchbowl Challenge has something for the whole family to enjoy.

  • 50 m trail running
  • Sun 1 Oct
  • £15
Hindhead, Surrey, UK

The Punchbowl Challenge | 10km

Join this fun filled day out on the beautiful trails of the Devils Punchbowl. With races for every age and fitness level, the Punchbowl Challenge has something for the whole family to enjoy.

  • 10 km trail running
  • Sun 1 Oct
  • £8-£15
Lewes, East Sussex, UK

The Lewes Downland Trail Runs | 5 Mile

The Lewes 10-mile and 5-mile Downland Trail Runs take place on the first Sunday in October each year.

  • 5 miles trail running
  • Sun 1 Oct
  • £13-£25
Lewes, East Sussex, UK

The Lewes Downland Trail Runs | 10 Mile

The Lewes 10-mile and 5-mile Downland Trail Runs take place on the first Sunday in October each year.

  • 10 miles trail running
  • Sun 1 Oct
  • £15-£20
Horsham, West Sussex, UK

Heron Way | 10K Trail Run

The Heron Way 10k trail run and fun run will be held in 2023.

  • 10 km trail running
  • Thu 5 Oct
  • £15
Guildford, Surrey, UK

Silent Pool 10K

Join this stunning guided trail run, starting and finishing at Silent Pool, a place admired by poet, Alfred Tennyson, considered a sacred site, haunted by the ghost of a young girl forced into the...

  • 10 km trail running
  • Fri 6 Oct
  • £29.99-£31.99
Walton-on-Thames, Surrey, UK

PHOENIX Fridays - Global Friday

Continuing the 'PHOENIX Fridays'; a series of Friday running events with flexible 'rock up and run' start times to suit you, here's our 'Global Friday' - Thank Phoenix it's Friday!

  • 7 hrs trail running
  • Sun 8 Oct
  • £33-£35
Egham, Surrey, UK

The Lord of The Runs

Join Saturn Running Events for The Lord of the Rings (LOTR) style run.

  • 7 hrs trail running
  • Sun 8 Oct
  • £10
Henley-on-Thames, Oxfordshire, UK

Henley | Family Fun Run

Beautiful scenic route through Henley, over the famous bridge, and along the Thames valley

  • 2 km trail running
  • Fri 13 Oct
  • £24-£26
Egham, Surrey, UK

Teenage Mutant Ninja Runners (lucky)

Join Saturn Running Events for a Chasing Number midweek run.

  • 7 hrs trail running
  • Sat 14 Oct
  • £20-£39.95
Walton-on-Thames, Surrey, UK

Super Ran

This is one of those awesome medal designs that has been in the Phoenix medal locker for years and, finally, like all Hero's, it's time to unleash it on the running world - are you ready for Super Ran

  • 7 hrs trail running
  • Sat 14 Oct
  • £215
Reading, Oxfordshire, UK

Autumn 100

The Autumn 100 is a 100 mile continuous trail race based in the twinned villages of Goring & Streatley on the River Thames.

  • 100 miles trail running
  • Sat 14 Oct
  • £25.50
Midhurst, West Sussex, UK

Run The Seasons at Cowdray - Autumn | 10K

Cowdray and Raw Running Ltd are excited to announce “Run the Seasons at Cowdray,” a new series of races gives runners a unique opportunity to explore our country Estate in West Sussex in each season.

  • 10 km trail running
  • Sat 14 Oct
  • £27.50
Midhurst, West Sussex, UK

Run The Seasons at Cowdray - Autumn | 10K Canicross

Cowdray and Raw Running Ltd are excited to announce “Run the Seasons at Cowdray,” a new series of races gives runners a unique opportunity to explore our country Estate in West Sussex in each season.

  • 10 km trail running
  • Sat 14 Oct
  • £28.50
Midhurst, West Sussex, UK

Run The Seasons at Cowdray - Autumn | 10 Mile

Cowdray and Raw Running Ltd are excited to announce “Run the Seasons at Cowdray,” a new series of races gives runners a unique opportunity to explore our country Estate in West Sussex in each season.

  • 10 miles trail running
  • Sat 14 Oct
  • £30.50
Midhurst, West Sussex, UK

Run The Seasons at Cowdray - Autumn | 10 Mile Canicross

Cowdray and Raw Running Ltd are excited to announce “Run the Seasons at Cowdray,” a new series of races gives runners a unique opportunity to explore our country Estate in West Sussex in each season.

  • 10 miles trail running
  • Sat 14 Oct
  • £12.50
Liss, Hampshire, UK

10K Trail Run - Liss

An autumn trail run taking in some of the best trails around Liss in Hampshire.

  • 10 km trail running
  • Sun 15 Oct
  • £20-£39.95
Walton-on-Thames, Surrey, UK

Bat Ran

This is one of those awesome medal designs that has been in the Phoenix medal locker for years and, finally, like all Hero's, it's time to unleash it on the running world - are you ready for Bat Ran!

  • 7 hrs trail running
  • Sun 15 Oct
  • £33-£35
Staines, Surrey, UK

Stranger Runs (George's Birthday)

Come join Saturn Running Events for our Stranger Things run which also happens to be the RD's Birthday run. Better known as Chuckle brother #1 or George McDonough)

  • 7 hrs trail running
  • Sun 15 Oct
  • £18-£25
Oxted, Surrey, UK

Titsey Trail 10K

Breeze through this mostly flat course beneath the beautiful forest canopy of Oxted Woodlands.

  • 10 km trail running
  • Thu 19 Oct
  • £33-£35
Slough, Berkshire, UK

RM - Jubilee River Races 5

Running Miles is inviting you to join us for our Jubilee River Race 5, one of our Thursday series of runs at our lovely Jubilee River route.

  • 6 hrs trail running
  • Sat 21 Oct
  • £46
Eastbourne, East Sussex, UK

Beachy Head Marathon | Marathon

The Beachy Head Marathon is one the biggest off-road marathons in the UK.

  • 26.2 miles trail running
  • Sat 21 Oct
  • £66
Eastbourne, East Sussex, UK

Beachy Head Marathon | Ultramarathon

The Beachy Head Marathon is one the biggest off-road marathons in the UK.

  • 52.6 km trail running
  • Sat 21 Oct
  • £27
Eastbourne, East Sussex, UK

Beachy Head Marathon | 10K

The Beachy Head Marathon is one the biggest off-road marathons in the UK.

  • 10 km trail running
  • Sat 21 Oct
  • £65
  • Entries close soon
Oxford, Oxfordshire, UK

Thames Trot Ultra

The UK’s classic tough 47-mile ultra along England’s largest river with ever-changing scenery, beautiful houses and traditional rowing clubs.

  • Entries close soon
  • 47 miles trail running
  • Sat 21 Oct
  • £20
Aylesbury, Buckinghamshire, UK

12 Miles - Wendover - Train to Trails - The Chilterns

Distance and Elevation: 12 miles with 1,400ft of elevation (Optional bonus loop of Wendover Woods – 6.5 miles with 670ft of elevation)

  • 12 miles trail running
  • Sat 21 Oct
  • £70
Petworth, West Sussex, UK

Five Trails Ultra & Three Trails Half | Five Trails 50K Ultra

The Five Trails 50k Ultra & Three Trails Half Marathon are stunning routes starting at the foot of the South Downs, in the lovely wooded village of Graffham

  • 50 km trail running
  • Sat 21 Oct
  • £35
Petworth, West Sussex, UK

Five Trails Ultra & Three Trails Half | Three Trails Half Marathon

The Five Trails 50k Ultra & Three Trails Half Marathon are stunning routes starting at the foot of the South Downs, in the lovely wooded village of Graffham

  • 13 miles trail running
  • Sun 22 Oct
  • £40
Eastbourne, East Sussex, UK

Beachy Head Marathon | Half Marathon

The Beachy Head Marathon is one the biggest off-road marathons in the UK.

  • 13.1 miles trail running
  • Sun 22 Oct
  • £20
Brighton, West Sussex, UK

Devil's Dyke 18 Miles of Ups & Downs

The artist John Constable declared this spot ‘the grandest view in the world’. Vast views over the Sussex Weald ensure Devil’s Dyke is a popular place to walk, rest and play.

  • 18 miles trail running
  • Sun 22 Oct
  • FREE
Dorking, Surrey, UK

Trust 10K Run

Join the fourth Sunday of the month for free 10k trail run.

  • 10 km trail running
  • Fri 27 Oct
  • £24-£26
Staines, Surrey, UK

Chasing Numbers - Spooky

Join Saturn Running Events for a Chasing Number midweek run.

  • 7 hrs trail running
  • Sat 28 Oct
  • £39.95
Deal, Kent, UK

Werewolf Run Challenge

This one's gonna be a howler! Beware! Werewolves at Betteshanger in 2023!

  • 6 hrs trail running
  • Sat 28 Oct
  • £18-£25
Goudhurst, Kent, UK

Bedgebury Autumn Canicross Challenge | 5K

Get involved in this another great event on the South East Canicross Calendar.

  • 5 km trail running
  • Sat 28 Oct
  • £20-£25
Goudhurst, Kent, UK

Bedgebury Autumn Canicross Challenge | 10K

Get involved in this another great event on the South East Canicross Calendar.

  • 10 km trail running
  • Sat 28 Oct
  • £9-£15
Bordon, Hampshire, UK

Brutal - Halloween Hogmoor | Kids Race 3.3K

BRUTAL Run returns to Hogmoor for its annual evening halloween run.

  • 3.3 km trail running
  • Sat 28 Oct
  • £15.50-£22.50
Bordon, Hampshire, UK

Brutal - Halloween Hogmoor | 6.6K

BRUTAL Run returns to Hogmoor for its annual evening halloween run.

  • 6.6 km trail running
  • Sat 28 Oct
  • £26.50
Bordon, Hampshire, UK

Brutal - Halloween Hogmoor | 10K

BRUTAL Run returns to Hogmoor for its annual evening halloween run.

  • 10 km trail running
  • Sun 29 Oct
  • £40
Haslemere, Surrey, UK

Serpent Trail Ultra Run

Starting and finishing in Haslemere, this run features some of the best parts of the Serpent Trail and the Sussex Border Path.

  • 30 miles trail running
  • Sun 29 Oct
  • £39.95
Deal, Kent, UK

Halloween 6 Hour Challenge

Run scared at our Halloween Challenge event

  • 6 hrs trail running
  • Sun 29 Oct
  • £33-£35
Egham, Surrey, UK

Scare Bear Run

Join Saturn Running Events for The Scare Bear Run, our spooky halloween event.

  • 7 hrs trail running
  • Sun 29 Oct
  • £22-£30
Goudhurst, Kent, UK

Bedgebury Forest | 10K

Get involved in this unforgettable race between the pines and beneath the majestic canopy of Bedgebury Forest.

  • 10 km trail running
  • Sun 29 Oct
  • £27-£35
Goudhurst, Kent, UK

Bedgebury Forest | Half Marathon

Get involved in this unforgettable race between the pines and beneath the majestic canopy of Bedgebury Forest.

  • 13.1 miles trail running
  • Sun 29 Oct
  • £10
Aylesbury, Buckinghamshire, UK

Trail Days - Wendover (October) | Coombe Hill Time Trial

Welcome to October's edition of Trail Days from Wendover in the Chiltern Hills

  • 10 km trail running
  • Sun 29 Oct
  • £10
Aylesbury, Buckinghamshire, UK

Trail Days - Wendover (October) | Group Trail Run

Welcome to October's edition of Trail Days from Wendover in the Chiltern Hills

  • 13.5 km trail running
  • Sun 29 Oct
  • £15
Petersfield, West Sussex, UK

She Runs Outdoors Rogate, Tullecombe Woods & Fyning Hill 12K Women's Trail Run

Join She Runs Outdoors for this gorgeous route exploring the heath and woodland of Rogate, Tullecombe woods & Fyning Hill in the South Downs National Park

  • 12 km trail running