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Trail Running Calendar near Waterlooville 2025-2026

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Explore the top trail runs near Waterlooville for 2025-2026! We've gathered 63 exciting races in the area. Check out our detailed list below to find your next local race.

May 2026
May
2-3
Sa - Su

Isle of Wight Ultra Challenge

Trail Run 10 mi 25 km ... 100 km 106 km
May
3
Sunday

Three Forts Challenge

Trail Run 5 mi Half Marathon 27 mi
May
4
Monday

BigWayRound - Winchester

Trail Run 14 mi 19 mi Marathon 50 km
May
4
Monday

Harewood Forest Trail Race

Trail Run 5 km 10 km
May
10
Sunday

Midhurst Milers Cocking 10k Trail Race

Trail Run 10 km
May
16
Saturday

Centurion North Downs Way 50

Trail Run 50 mi
May
23-24
Sa - Su

London 2 Brighton Ultra Challenge

Trail Run 25 km Marathon ... 75 km 100 km
May
31
Sunday

Southampton Running Festival

Trail Run 5 km 10 km Half Marathon
June 2026
Jun
8
Monday

The Dell 10km

Trail Run 10 km
Jun
13
Saturday

Centurion South Downs Way 100

Trail Run 100 mi
Jun
13
Saturday

Centurion South Downs Way 50km

Trail Run 50 km
Jun
20
Saturday

Race To The King

Trail Run 30 km 50 km 80 km 100 km
Jun
26
Friday

Run The Seasons at Cowdray

Trail Run 5 km 10 km
July 2026
Jul
1
Wednesday

Devils Punchbowl 10km

Trail Run 10 km
Jul
4
Saturday

Serpent Trail

Trail Run 10 km 20 km ... 75 km 100 km
Jul
19
Sunday

BigHeat Trails (FIRE)

Trail Run 16 mi Marathon
August 2026
Aug
8
Saturday

North Downs Way 100

Trail Run 103 mi
Aug
16
Sunday

Southampton Running Festival

Trail Run 5 km 10 km Half Marathon
September 2026
Sep
13
Sunday

The Farnham Pilgrim Marathon

Trail Run Half Marathon Marathon
October 2026
Oct
3
Saturday

The Maverick South Downs Trail

Trail Run
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