Trail runs in South East in May 2026
Find trail runs near me in South East in May 2026 - filter by date or location, display on a map or use the advanced search to find your perfect race.
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- Fri 1 May 2026
- £16-£18
Midweek Chasing Numbers May | 3K
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
- Enter online
- All ages
- 3 km trail running + 0 ft ascent
- Fri 1 May 2026
- £20-£27
Midweek Chasing Numbers May | 5K
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
- Enter online
- Age 12 & over
- 5 km trail running + 0 ft ascent
- Fri 1 May 2026
- £20-£27
Midweek Chasing Numbers May | 10K
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
- Enter online
- Age 16 & over
- 10 km trail running + 0 ft ascent
- Fri 1 May 2026
- £20-£27
Midweek Chasing Numbers May | Half Marathon
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
- Enter online
- Age 17 & over
- 13.1 miles trail running + 0 ft ascent
- Fri 1 May 2026
- £20-£27
Midweek Chasing Numbers May | Marathon
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
- Enter online
- Age 18 & over
- 26.2 miles trail running + 0 ft ascent
- Fri 1 May 2026
- £20-£27
Midweek Chasing Numbers May | 50K
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
- Enter online
- Age 20 & over
- 50 km trail running + 0 ft ascent
- Fri 1 May 2026
- £20-£27
Midweek Chasing Numbers May | Ultra Marathon
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
- Enter online
- Age 20 & over
- 30.6 km trail running + 0 ft ascent
- Fri 1 May 2026
- £20-£27
Midweek Chasing Numbers May | Time Challenge
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
- Enter online
- Age 17 & over
- 7 hrs trail running + 0 ft ascent

- Mon 4 May 2026
- £16-£18
Bank Holiday Madness May | 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 medal and goody bag at the finish!
- Enter online
- Flat
- All ages
- 3 km trail running + 0 ft ascent

- Mon 4 May 2026
- £20-£27
Bank Holiday Madness May | 5K
Come and join the day of running and aim to complete a 5K at your own pace on a scenic course then receive a fantastic medal and goody bag at the finish!
- Enter online
- Flat
- Age 12 & over
- 5 km trail running + 0 ft ascent

- Mon 4 May 2026
- £20-£27
Bank Holiday Madness May | 10K
Come and join the day of running and aim to complete a midweek 10K at your own pace on a scenic course then receive a fantastic medal and goody bag at the finish!
- Enter online
- Flat
- Age 16 & over
- 10 km trail running + 0 ft ascent

- Mon 4 May 2026
- £20-£27
Bank Holiday Madness May | Half Marathon
Come and join the day of running and aim to complete a midweek half marathon within the 7-hour time limit on a scenic course then receive a fantastic medal and goody bag at the finish!
- Enter online
- Flat
- Age 17 & over
- 13.1 miles trail running + 0 ft ascent

- Mon 4 May 2026
- £20-£27
Bank Holiday Madness May | Marathon
Come and join the day of running and aim to complete a midweek marathon within the 7-hour time limit on a scenic course then receive a fantastic medal and goody bag at the finish!
- Enter online
- Flat
- Traffic free
- Age 18 & over
- 26.2 miles trail running + 0 ft ascent

- Mon 4 May 2026
- £20-£27
Bank Holiday Madness May | 50K
Come and join the day of running and aim to complete a midweek 50K within the 7-hour time limit on a scenic course then receive a fantastic medal and goody bag at the finish!
- Enter online
- Flat
- Age 20 & over
- 50 km trail running + 0 ft ascent

- Mon 4 May 2026
- £20-£27
Bank Holiday Madness May | Ultra Marathon
Come and join the day of running and aim to complete a midweek ulltra within the 7-hour time limit on a scenic course then receive a fantastic medal and goody bag at the finish!
- Enter online
- Flat
- Age 20 & over
- 30.6 miles trail running + 0 ft ascent

- Mon 4 May 2026
- £20-£27
Bank Holiday Madness May | Time Challenge
Welcome to a 7-hour running event for Bank Holiday Monday 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 medal and goody bag!
- Enter online
- Flat
- Age 17 & over
- 7 hrs trail running + 0 ft ascent
- Sun 3 May 2026
Three Forts Challenge | 5 Mile Trail Run
- 5 miles trail running + 553 ft ascent
- Sat 9 May 2026
Goring Gap Trails | Run - 50 Mile Ultra
- 50 miles trail running + 422 m ascent
- Sun 10 May 2026
Goring Gap Trails | Run - 52K Ultra
- 52 km trail running + 285 m ascent
- Sun 10 May 2026
Goring Gap Trails | Run - Half Marathon
- 13.1 miles trail running + 102 m ascent
- Sat 23 May 2026
Seven Sisters Half Marathon
- 13.1 miles trail running + 2057 ft ascent