Bike rides in South West in May 2025
Find bike rides near me in South West in May 2025 - search by date or place, display on a map or use the advanced search to find your perfect race.
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Click an event for full event details, location, route, sustainability, what's included and how to enter.
- Sat 10 May
- £90-£100
- Sat 10 May
- £90-£100
Dartmoor Legend Ultra
The toughest cycling challenge in the South West! This epic route is against a pace clock. Any rider who falls behind the minimum pace will be required to retire from the event.
- Trees not tees
- Recycling
- Newcomers
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Event village
- Rural
- Plastic-free event
- Age 17 & over
- 200 miles road cycling + 18000 ft ascent
- Sat 10 May
- £37
- Sat 10 May
- £37
Moor to Sea | Inspire
Explore the quiet roads of Dartmoor and surrounding area. Finish on a tough climb and earn your gold, silver or bronze medal based on finishing times. Great choice for the family too!
- Chip timing
- Enter online
- Undulating
- Age 11 & over
- 36 miles road cycling + 2444 ft ascent
- Sat 10 May
- £41.50
- Sat 10 May
- £41.50
Moor to Sea | Challenge
Explore the quiet roads of Dartmoor and surrounding area. Finish on a tough climb & earn your gold, silver or bronze medal based on finishing time. KOM/QOM challenge and supreme views too.
- Chip timing
- Enter online
- Undulating
- Age 12 & over
- 64 miles road cycling + 5600 ft ascent
- Sat 10 May
- £43
- Sat 10 May
- £43
Moor to Sea | Extreme
Explore the quiet roads of Dartmoor and surrounding area. Finish on a tough climb & earn your gold, silver or bronze medal based on finishing time. KOM/QOM challenge and supreme views too.
- Chip timing
- Enter online
- Undulating
- Age 16 & over
- 110 miles road cycling + 9900 ft ascent
- Sun 11 May
- £30
- Sun 11 May
- £30
St Ives Brewery Sportive | Half Pint
Ride Cornwall’s stunning coastline for 62km and celebrate with a proper pint! Scenic routes along the stunning West Coast of Cornwall plus free St Ives Brewery beer at the finish line!
- Enter online
- Hilly
- Age 18 & over
- 39 miles road cycling + 868 m ascent
- Sun 11 May
- £37.50
- Sun 11 May
- £37.50
St Ives Brewery Sportive | Full Pint
Ride Cornwall’s stunning coastline for 82km and celebrate with a proper pint! Scenic routes along the stunning West Coast of Cornwall plus free St Ives Brewery beer at the finish line!
- Enter online
- Hilly
- Age 18 & over
- 51 miles road cycling + 1066 m ascent
- Wed 14 May
Pronto Bikes Castle Combe TT Series - Race 3
- 10 miles road cycling
- Sun 18 May
East Devon Spring Classic Sportive | 50K
- 50 km road cycling
- Sun 18 May
East Devon Spring Classic Sportive | 100K
- 100 km road cycling