2
Challenge walks in South East in May 2026
Find challenge walks 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.
Filter by month
Filter by place
MapEvent listings
Select an event for photos, video, route, location, reviews, entry fees and how to enter.
- Sat 16 - Sun 17 May 2026
- £20
Cowes, Isle of Wight, UK
Follow the Seagulls | Isle of Wight | One Day Challenge
A trekking challenge on Saturday OR Sunday along the Isle of Wight Coastal Path with sea views, glades, tall ridges and wild walking in support of the brain cancer charity, brainstrust.
- Enter online
- Fundraising required
- Undulating
- Age 18 & over
- 25 miles walking
- Sat 16 - Sun 17 May 2026
- £30
Cowes, Isle of Wight, UK
Follow the Seagulls | Isle of Wight | Two Day Challenge
A trekking challenge along the Isle of Wight Coastal Path with sea views, glades, tall ridges and wild walking in support of the brain cancer charity, brainstrust. You are in for a treat!
- Enter online
- Fundraising required
- Undulating
- Age 18 & over
- 50 miles walking