Hilly Trail runs
Find hilly trail runs near me in 2026/2027 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.
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MapEvent listings
Select an event for photos, video, route, location, reviews, entry fees and how to enter.
- Sat 2 - Sun 3 May
- £39-£199
Isle of Wight Ultra Challenge
Great challenges need great settings, and up to 2,000 adventurers will take on the Isle of Wight stunning coastal path – all out to push themselves further this year!
- Trail run 3
- 50K ultra run 3
- 100K ultra run 2
- Ultra run
- Sat 2 May
- £45
Greensand Way Ultra Run
Take on a guided ultra trail adventure along the historic Greensand Way and stunning North Downs Way, through the Surrey Hills with sweeping views, ancient woodland and rewarding climbs.
- 30 miles trail running
- Sat 2 May
- £40-£42
May the Fourth be with you (original) | Marathon
Take on a stunning, two-lap, trail marathon challenge across the Shropshire Hills, with epic scenery, and a rewarding finish earned mile by mile.
- 26.2 miles trail running + 4948 ft ascent
- Sun 3 May
- £19
Box Hill Vertical KM
Climb from valley to summit on a guided hill-challenge up Box Hill and surrounding area, tackling steep woodland trails and gritty elevation in one of southern England’s toughest guided trail runs.
- 12.5 miles trail running + 1000 m ascent
- Sun 3 May
- £25
Three Forts Challenge | 5 Mile Trail Run
Welcome to the best running event for miles! Run rolling South Downs trails, climb rewarding hills, and take in sweeping coastal views in a scenic, spacious event. Run with heart. Run the hills.
- 5 miles trail running + 553 ft ascent
- Sun 10 May
- £55
Something Wild Festival | Summit Wild Ultra
A stunning ultra trail race taking in the South West Coast Path on a fully-marked route with chip timing and eco medals for all, as part of the festival weekend!
- 50 km trail running
- Fri 15 - Sun 17 May
- £30
Keswick Mountain Festival
The UK's top outdoor sports festival! Incredible entertainment, sports events, speakers, live music, activities, brand expo, bars, food, drink and much more.
- 5K run 2
- 10K run
- Half marathon
- 50K ultra run
- Fell run
- + 14 more races
- Sat 16 - Sun 17 May
- £39-£199
Jurassic Coast Ultra Challenge
Walk, jog or run along the spectacular UNESCO World Heritage coastline from Corfe Castle past Lulworth Cove and Durdle Door, with full support, welcoming base camp and finish line celebration!
- Trail run 2
- 50K ultra run 2
- 100K ultra run 2
- Marathon
- Ultra run
- + 1 more race
- Sat 23 - Sun 24 May
- £89-£199
London 2 Brighton Ultra Challenge
Walk, jog or run the capital-to-coast route with 2,000 other adventurers over a range of distance options available and superb support all the way, for all abilities and experience levels.
- Trail run 3
- Ultra run 2
- Marathon
- 100K ultra run 2
- Sat 30 May
- £35
Lake District Running Festival | 17km Grasmere Gallop
A 17K trail run as part of the Lake District Running Festival in an iconic location with a grandstand finish, wooden medal, free event photos and, more importantly, cake...
- 17 km trail running + 369 m ascent
- Wed 3 Jun
- £25
Surrey Hills Half Marathon
Explore the beauty of the Surrey Hills on a guided trail half marathon through the scenic Area of Outstanding Natural Beauty, with woodland trails, hills and sweeping views.
- 13 miles trail running
- Sat 6 Jun
- £20-£88
North Leeds Skyline
Starting from Otley, trail runners will follow the distance of their choice on hilly and scenic waymarked paths through Chevin Forest Park and beyond with regular checkpoints and aid stations.
- Trail run 2
- Ultra run
- Sat 6 - Sun 7 Jun
- £39-£199
Lake District Ultra Challenge
Take on England’s finest countryside at your own pace with stunning views all the way, featuring the Garburn Pass, historic Ambleside, a halfway point by Lake Windermere, forests and nature reserves.
- Trail run 2
- 50K ultra run 2
- 100K ultra run 2
- Marathon
- Sun 7 Jun
- £7-£32
Wendover Woods Half Marathon & 10K
Come and conquer the Wendover Woods this summer and enjoy a scenic forest trails half marathon or 10K challenge to delight the senses.
- Fun run
- 10K run
- Half marathon
- Sat 13 Jun
- £33-£62
Bewl Water Summer
Previously rated one of the top 10 UK marathons! Scenic mixed-terrain routes following Bewl Water around the reservoir route on undulating rural wooded trails and quiet country lanes.
- 10K run
- Half marathon
- Marathon
- 50K ultra run
- Sat 13 - Sun 14 Jun
- £39-£199
Cotswold Way Ultra Challenge
Challenge yourself in the rolling hills of the Cotswolds featuring the Cotswold Way itself, villages, footpaths and trails with fabulous views on route plus full support and hospitality.
- Trail run 2
- Ultra run 4
- 100K ultra run
- 10K run
- Sat 13 Jun
- £9-£44
Rame Head Race
Coastal paths with a satisfying mix of hills plus flatter, faster sections on a multi-lap route round the stunning Mount Edgcumbe Peninsula — a spectacular coastal challenge.
- 10K run
- CaniCross
- Half marathon
- Marathon
- Fun run 2
- Sat 20 Jun
- £60-£185
Race to the King
Take on a challenge fit for royalty in this epic ultramarathon taking in the South coast, South Downs Way, and Monarch’s Way over your choice of distance from a 30km loop up to a non-stop 100km!
- 100K ultra run
- 50K ultra run 2
- Trail run
- Charity ultra
- Sat 20 - Sun 21 Jun
- £49-£199
North Yorks Ultra Challenge
Set to be one of the greatest Ultra Challenges, venture from Scarborough’s historic seafront to wild moorland trails, and discover the dramatic Yorkshire coastline with a powerful celebration finish.
- 100K ultra run 2
- 50K ultra run 2
- Trail run
- 10 miler
- Wed 1 Jul
- £16
Devils Punchbowl 10K
Explore sweeping heathland and woodland trails on a guided 10K run through the dramatic landscapes of the Devil’s Punch Bowl, one of the most striking natural amphitheatres in Surrey.
- 10 km trail running
- Sat 4 - Sun 5 Jul
- £49-£199
Peak District Ultra Challenge
From the idyllic basecamp hub in Bakewell, charity challengers will head into the fabulous Peak District National Park on a route from 10 miles right up to the full 100km with full support!
- Ultra run 3
- 100K ultra run 2
- Trail run 2
- Sun 5 Jul
- £26-£32
Cannock Chase Forest Half Marathon & 10K
Join the early summer racing joy and race between the trees at Cannock Chase Forest! It's time to treat yourself!
- 10K run
- Half marathon
- Sat 11 Jul
- £31.99-£37.99
Snowdonia Trail Eryri 10K
A beautiful 10K with something for all runners on a mixture of road, track and trail and takes in the beautiful lower slopes of Yr Wyddfa (Snowdon), with a stunning downhill to the finish line.
- 9.8 km trail running + 1335 ft ascent
- Sat 25 Jul
- £49-£139
South West Coast 50 Ultra Challenge
Challenge yourself on the famous coastal path and Exmoor from the base camp in the shadows of Dunster Castle, with distances from 10K right up to 50km, there's something for everyone!
- 50K ultra run
- Trail run 3
- 10K run
- Sat 25 Jul
- £330
Rat Race 100 Ultramarathon
The 100-mile ultra for people who don't do 100-mile ultramarathons. Walk or run from Edinburgh Castle to Glamis within 48 hours, fully supported.
- 100 miles trail running + 4853 ft ascent