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Trail Running Calendar South East (England) 2025-2026

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Monthly updates for South East (England)

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Explore the best trail runs in South East (England) for 2025-2026! Our updated list features 256 exciting races across the region. Find your next race in South East (England) below and join the running community at these great events!

May 2026
May
9
Sa

Magna Carta Summer

Trail Run 10 km 13 mi 26 mi
May
10
Su

Oliver Fisher 10K & 5K

Trail Run 5 km 10 km
May
10
Su

Rathfinny Run

Trail Run 11 km Half Marathon
May
10
Su

Midhurst Milers Cocking 10k Trail Race

Trail Run 5 km 10 km 20 km
May
10
Su

Hairy Legs

Trail Run 6 km
May
10
Su

Woodland Woggle 10k

Trail Run 10 km
May
14
Th

Dinton 5km & 10km Summer Series

Trail Run 5 km 10 km
May
16
Sa

Centurion North Downs Way 50

Trail Run 50 mi
May
16
Sa

Compton Marathon & 16 Mile Challenge

Trail Run 16 mi 27 mi
May
16
Sa

Phoenix Running - Westhumble

Trail Run 5 km
May
17
Su

Reigate Priory Park 10K Charity Fun Run

Trail Run 10 km
May
17
Su

Phoenix Running - Ewhurst

Trail Run 5 km 10 km Half Marathon Marathon
May
17
Su

Four Farms Challenge

Trail Run 5 km 10 km 20 km
May
22-24
Fr - Su

Canterbury City Race European Tour

Urban Trail 5 km 5 mi
May
22
Fr

Canterbury City Orienteering Race

Trail Run 5 km 5 mi
May
23
Sa

South Downs

Trail Run Half Marathon 20 mi 50 km 100 km
May
23-24
Sa - Su

London 2 Brighton Ultra Challenge

Trail Run 25 km 33 km ... 75 km 100 km
May
23
Sa

The Fox Trail

Trail Run 20 km 41 km 62 km
May
23
Sa

Seven Sisters Half Marathon

Trail Run 14 mi
May
25
Mo

Rebellion 10km

Trail Run 10 km