Challenge walks in UK in May 2025
Find challenge walks near me in UK 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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Events near me
Click an event for full event details, location, route, sustainability, what's included and how to enter.
- Sat 17 May
- £89
- Sat 17 May
- £89
Jurassic Coast Ultra Challenge | 1st Quarter
A looped route which follows the Purbeck Way to Swanage, before returning along the coast, to finish at Church Knowle near Corfe Castle, for a well-deserved glass of fizz.
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 14 & over
- 25 km trail running + 600 m ascent
- Sun 18 May
- £65
- Sun 18 May
- £65
Keswick Mountain Festival 8 Peaks
A high-level horseshoe walk on varied terrain around the stunning fells surrounding Derwentwater and the Borrowdale Valley for experienced hikers. Includes Full Weekend Festival Ticket in the price!
- Newcomers
- Music
- Chip timing
- Enter online
- Mountainous
- Event village
- Age 18 & over
- 18 miles hiking + 1350 m ascent
- Sun 18 May
- £25
- Sun 18 May
- £25
Poppy Hike | Medium
Challenge yourself to a hike in the beautiful Surrey Hills and support the Armed Forces community, featuring Centenary Wood which commemorates the sacrifices made in WW1.
- Enter online
- Fundraising required
- Age 18 & over
- 15 miles walking
- Sun 18 May
- £25
- Sun 18 May
- £25
Poppy Hike | Long
Challenge yourself to a hike in the beautiful Surrey Hills and support the Armed Forces community, featuring Centenary Wood which commemorates the sacrifices made in WW1.
- Enter online
- Fundraising required
- Age 18 & over
- 21 miles walking
- Sat 24 May
- £139
- Entries close today
- Sat 24 May
- £139
- Entries close today
London 2 Brighton Ultra Challenge | 1st Half
A varied 56km challenge, initially following the path of the River Thames, before exploring the North Downs en route to the finish at Turners Hill and a huge celebration!
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Hilly
- Age 18 & over
- 56 km trail running + 800 m ascent
- Sat 24 May
- £199
- Entries close today
- Sat 24 May
- £199
- Entries close today
London 2 Brighton Ultra Challenge | Full 100km Continuous
Leafy Richmond to sunny Brighton – over the North Downs and the South Downs, with some wonderful Surrey and Sussex countryside in between, fully supported all the way with a huge celebratory finish!
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 100 km trail running + 1500 m ascent
- Sat 24 - Sun 25 May
- £199
- Entries close today
- Sat 24 - Sun 25 May
- £199
- Entries close today
London 2 Brighton Ultra Challenge | Full 100km over 2 days
Leafy Richmond to sunny Brighton, over the North and South Downs, with some wonderful Surrey and Sussex countryside - all in daylight hours and with a good nights' sleep mid-way!
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Hilly
- Age 18 & over
- 100 km trail running + 1500 m ascent
- Sat 24 May
- £89
- Entries close today
- Sat 24 May
- £89
- Entries close today
London 2 Brighton Ultra Challenge | 1st Quarter
Starting in leafy Richmond, follow the River Thames past Kingston along a scenic route, which arrives at the finish in Oaks Park for a BBQ lunch and celebration.
- Chip timing
- Enter online
- GPS tracking
- Flat
- Age 14 & over
- 25 km trail running + 200 m ascent
- Sat 24 - Sun 25 May
- £169
- Entries close today
- Sat 24 - Sun 25 May
- £169
- Entries close today
London 2 Brighton Ultra Challenge | 3/4 Challenge
Starting at Oaks Park then following the fantastic 2nd 1/4 Challenge route to Tulley’s Farm in Turners Hill, and then over the South Downs to the finish line at Brighton Racecourse to a celebration!
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Hilly
- Age 18 & over
- 75 km trail running + 1300 m ascent
- Sat 24 - Sun 25 May
- £89
- Entries close today
- Sat 24 - Sun 25 May
- £89
- Entries close today
London 2 Brighton Ultra Challenge | 2nd Quarter
A great challenge through the Surrey and Sussex countryside with a Sutton start and Turners Hill finish with full support and a great finish line celebration!
- Enter online
- Undulating
- Hilly
- Age 14 & over
- 33 km trail running + 600 m ascent
- Sun 25 May
- £89
- Entries close today
- Sun 25 May
- £89
- Entries close today
Brighton Challenge
A new 25km option – ideal if you want to explore the surrounding countryside around Brighton and sections of the South Downs Way with its fabulous views back over the Sussex countryside.
- Enter online
- Undulating
- Hilly
- Age 14 & over
- 25 km trail running + 400 m ascent
- Sat 31 May
- £35
- Sat 31 May
- £35
Walk Bristol | 20 Miles
Take in the stunning sights of Bristol and step into serene nearby nature on the city's outskirts, as part of Bristol Walkfest - the city's month-long programme of all things walking!
- Enter online
- Fundraising optional
- Age 16 & over
- 20 miles walking
- Sat 31 May
- £30
- Sat 31 May
- £30
Walk Bristol | 15 Miles
Take in the stunning sights of Bristol and step into serene nearby nature on the city's outskirts, as part of Bristol Walkfest - the city's month-long programme of all things walking!
- Enter online
- Undulating
- Fundraising optional
- Age 16 & over
- 15 miles walking
- Sat 31 May
- £25
- Sat 31 May
- £25
Pink Ribbon Walk Scotland | Crieff Hydro | 20 Mile
Get ready to explore one of Scotland's oldest and most iconic resorts, nestled in the heart of Perthshire, experiencing breathtaking countryside, with rolling hills, lush woodlands and scenic trails.
- Enter online
- Fundraising required
- Undulating
- Age 13 & over
- 20 miles walking
- Sat 31 May
- £45-£120
- Entries closed
- Sat 31 May
- £45-£120
- Entries closed
Defeat the Peak | Scafell Pike by Day Challenge
Make a mountain of difference to people living with cancer. Beginning in the beautiful Greater Langdale valley in the Lake District, you will hike to the top of England's highest mountain - Scafell.
- Enter online
- Fundraising required
- Mountainous
- Traffic free
- Rural
- Mountains
- Sustainability policy
- Age 14 & over
- 12 hrs hiking + 1500 m ascent
- Sat 31 May
- £30
- Sat 31 May
- £30
Lake District Running Festival | Grasmere Gallop Nordic Walking Challenge
The 10km Nordic Walk takes a scenic route through some classic Lake District Landscapes, including the shores of Grasmere and Rydal, as you propel yourself along with your poles.
- Enter online
- Undulating
- Age 15 & over
- 10 km walking + 160 m ascent
- Sun 4 May
Moy Park Belfast City Marathon Events | 8 Mile Walk
- 8 miles walking
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