Trail runs in September 2025
Find trail runs in September 2025 - filter by date or location, display on a map or use the advanced search to find your perfect race.
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Event listings
Select an event for photos, video, route, location, reviews, entry fees and how to enter.
- Sat 27 Sep
- £139
Chiltern 50 Ultra Challenge | Full 50km
The full 50K route of the Chiltern 50 Ultra Challenge starts from basecamp in Henley on a loop via Greys Court, the Ridgeway, Shakespeare's Way, The Chilterns and Hambleden Village to a party finish!
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 18 & over
- 50 km trail running + 920 m ascent
- Sat 27 Sep
- £89
Chiltern 50 Ultra Challenge | Henley 25km Loop
An exciting 25km loop as part of the Chiltern 50 Ultra Challenge from Henley Showground past the River Thames, Greys Court and the pretty Hambleden Village to a celebratory finish!
- Enter online
- GPS tracking
- Undulating
- Age 14 & over
- 25 km trail running + 500 m ascent
- Sat 27 Sep
- £26-£28
Runaway Challenge | 5K
Come and join the day of running and aim to complete a 5K at your own pace on an out-and-back route along an old railway line (nice and flat) then receive a medal and goody bag at the finish!
- Enter online
- Flat
- PB
- Traffic free
- Age 12 & over
- 5 km trail running + 30 ft ascent
- Sat 27 Sep
- £26-£28
Runaway Challenge | 10K
Come and join the day of running and aim to complete a 10K at your own pace on a 2-lap out-and-back route along an old railway line (nice and flat), then receive a medal and goody bag at the finish!
- Enter online
- Flat
- PB
- Traffic free
- Age 16 & over
- 10 km trail running + 60 ft ascent
- Sat 27 Sep
- £26-£28
Runaway Challenge | Half Marathon
Welcome to a 6-hour timed running event where you can run a half marathon at your own pace on a flat, looped route, with fuel stations each lap, and a medal and goody bag at the finish.
- Enter online
- Flat
- Traffic free
- Age 17 & over
- 13.1 miles trail running + 129 ft ascent
- Sat 27 Sep
- £26-£28
Runaway Challenge | Marathon
Welcome to a 6-hour timed running event where you can run a marathon at your own pace on a flat, looped route, with fuel stations each lap, and a medal and goody bag at the finish.
- Enter online
- Flat
- Traffic free
- Age 18 & over
- 26.2 miles trail running
- Sat 27 Sep
- £26-£28
Runaway Challenge | Ultra Marathon
Welcome to a 6-hour timed running event where you can run an ultra at your own pace on a flat, looped route, with fuel stations each lap, and a medal and goody bag at the finish.
- Enter online
- Flat
- Traffic free
- Age 20 & over
- 32 miles trail running + 301 ft ascent
- Sat 27 Sep
- £26-£28
Runaway Challenge | 6 Hour Challenge
Welcome to a 6-hour timed running event where you can run as far as you can in 6-hours at your own pace on a flat, looped route, with fuel stations each lap, and a medal and goody bag at the finish.
- Enter online
- Flat
- Traffic free
- Age 18 & over
- 6 hrs trail running
- Sat 27 Sep
- £75
Fortitude Ultra | Denbies
10Hrs: 10 Laps: You-vs-You. Complete 10 laps of the ~3-mile, 4-mile or 5-mile loops in the given time through the scenic Denbies Wine Estate.
- Newcomers
- Enter online
- Hilly
- Traffic free
- Event village
- Rural
- Free venue entry
- Sustainability policy
- Age 20 & over
- 10 hrs trail running
- Sat 27 Sep
- £16-£18
Romp Run | 3K
Come and join the day of running and aim to complete a 3K at your own pace on a scenic course then receive a fantastic themed medal and goody bag at the finish!
- Enter online
- Flat
- Traffic free
- All ages
- 3 km trail running
- Sat 27 Sep
- £23-£27
Romp Run | 5K
Come and join the day of running and aim to complete a 5K at your own pace on a scenic out-and-back course then receive a fantastic themed medal and goody bag at the finish!
- Enter online
- Flat
- Traffic free
- Age 12 & over
- 5 km trail running + 0 ft ascent
- Sat 27 Sep
- £23-£27
Romp Run | 10K
Come and join the day of running and aim to complete a 10K at your own pace on a scenic out-and-back course then receive a fantastic themed medal and goody bag at the finish!
- Enter online
- Flat
- Traffic free
- Age 16 & over
- 10 km trail running + 0 ft ascent
- Sat 27 Sep
- £23-£35
Romp Run | Half Marathon
Welcome to a 7-hour timed running event where you can run a half marathon at your own pace on an out-and-back route, with fuel stations each lap, and a medal and goody bag at the finish.
- Enter online
- Flat
- Traffic free
- Age 17 & over
- 13.1 miles trail running + 0 ft ascent
- Sat 27 Sep
- £23-£35
Romp Run | Marathon
Welcome to a 7-hour timed running event where you can run a marathon at your own pace on an out-and-back route, with fuel stations each lap, and a medal and goody bag at the finish.
- Enter online
- Flat
- Traffic free
- Age 18 & over
- 26.2 miles trail running + 0 ft ascent
- Sat 27 Sep
- £23-£35
Romp Run | 50K
Welcome to a 7-hour timed running event where you can run 50K within the time limit on a scenic out-and-back route, with fuel stations each lap, and a medal and goody bag at the finish.
- Enter online
- Flat
- Traffic free
- Age 20 & over
- 50 km trail running + 0 ft ascent
- Sat 27 Sep
- £23-£35
Romp Run | Ultra Marathon
Welcome to a 7-hour timed running event where you can run an ultra at your own pace on an out-and-back route, with fuel stations each lap, and a medal and goody bag at the finish.
- Enter online
- Flat
- Traffic free
- Age 18 & over
- 30.6 miles trail running + 0 ft ascent
- Sat 27 Sep
- £23-£35
Romp Run | Time Challenge
Welcome to a 7-hour timed running event where you can run as far as you can in 7 hours at your own pace on a scenic route, with fuel stations each lap, and a themed medal and goody bag!
- Enter online
- Flat
- Traffic free
- Age 18 & over
- 7 hrs trail running + 0 ft ascent
- Sat 27 Sep
- £39
The Chiltern 10K
A beautiful 10km loop from the basecamp at Henley Showground exploring public footpaths and wonderful woodlands within the Culden Faw estate to be rewarded with a medal and glass of fizz!
- Enter online
- Undulating
- Age 15 & over
- 10 km trail running + 235 m ascent
- Sat 27 Sep
- £65
2 Valleys Trail
Celebrating the unique valleys of the Lake District which are part of the UNESCO World Heritage Site status, by linking them together with spectacular trail and ultra routes for you to enjoy!
- Enter online
- GPS tracking
- Age 17 & over
- 22.4 km trail running + 500 m ascent
- Sun 28 Sep
- £65-£80
Hever Castle | Marathon
Get active in the award-winning grounds and surrounding Kent countryside in a full marathon! Recruit your friends and celebrate completing your challenge in the festival village.
- Chip timing
- Enter online
- Relay
- Age 18 & over
- 42.2 km trail running
- Sun 28 Sep
- £25-£27
The Wensum Way Trail | 5K
Enjoy the stunning route, push your limits, and, of course, earn your race bling over 5K distance. Runners will love the fuel and encouragement with every lap!
- Enter online
- Age 18 & over
- 5 km trail running + 62 ft ascent
- Sun 28 Sep
- £25-£27
The Wensum Way Trail | 10K
Enjoy the stunning route, push your limits, and, of course, earn your race bling over 10K distance. Runners will love the fuel and encouragement with every lap!
- Enter online
- Age 18 & over
- 10 km trail running + 62 ft ascent
- Sun 28 Sep
- £30-£32
The Wensum Way Trail | 15K
Enjoy the stunning route, push your limits, and, of course, earn your race bling over 15K distance. Runners will love the fuel and encouragement with every lap!
- Enter online
- Age 18 & over
- 15 km trail running + 62 ft ascent
- Sat 27 Sep
Trail Escape | Bristol-to-Bath | Marathon
- 26.2 miles trail running + 522 m ascent
- Sat 27 Sep
Trail Escape | Bristol-to-Bath | 25km
- 25 km trail running + 371 m ascent