Trail Running calendar near Caldecotte 2025-2026

Chiltern Hills 100K is a scenic 100 kilometre trail ultra on 9 May, looping from Chesham through iconic Ridgeway landscapes and chalk beacons. Expect rolling climbs, superb views and a supportive small field for an unforgettable challenge.

Run to the Sea Brighton is a scenic point to point 50k from the Sussex downs to Hove seafront with a two person relay. Expect trails, rolling hills, sea views, aid stations, medical support and a bespoke finisher medal.

Join the Ridgeway 40 on May 9 2026 for a scenic 40 mile walk along the Ridgeway across chalk downland. Limited entries and checkpoint support make this a rewarding challenge for prepared walkers.

The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland trac..

Take on the Midhurst Milers Cocking 10k Trail, a scenic but challenging 10k across the South Downs with a steady climb and a fast downhill finish. Licensed and chip timed with medals, prizes and a lively race village.

Halstead & Essex Marathon offers an annual road race on scenic low traffic roads through rolling hills, woods and farmland. Run by Halstead Road Runners as they mark their 40th year, it blends competitive spirit with a friendly club vibe.

Shires and Spires at Naseby Village Hall offers five route options from 10K to a 35 mile ultra across scenic Northamptonshire lanes, trails and footpaths. Choose your distance, enjoy waymarked countryside routes with on course support and a..

The Zig Zag Marathon and Half Marathon take place at the Suffolk Running Centre in Bury St Edmunds, UK. The marathon follows the officially measured, scenic Kirtling Route, which is fully on road and mildly undulating, while the half marath..

Take on the Greenway Challenge in Letchworth Garden City: a self guided 13 mile clockwise run starting and finishing at Standalone Farm. Enjoy marshalled crossings, a wooden medal, and cake at the finish while supporting Headway Herts.

Join the Oliver Fisher 10k, 5k and junior run at Milton Creek Country Park for a scenic off road race supporting the Oliver Fisher Special Care Baby Trust. Enjoy park views, medals and fundraising for the neonatal unit.

Join the Semington Slog on 16 May 2026 at St Georges School for 10k and 2k routes through the village and along the Kennet and Avon Canal towpath. Family friendly fun with marshalls, refreshments and a Slog Dog for every finisher.

Tackle the scenic and challenging North Downs Way 50, a 50 mile trail run from Farnham to Knockholt Pound on 16 May 2026. Expect rolling hills, great trail views, well stocked aid stations and a friendly Centurion Running race atmosphere.

Tackle the Merrell Cannock Chase Challenge on 16 May 2026 at Tackeroo Campsite with 10 km, half or full marathon over scenic off road trails. Limited to 500 entries, enjoy rolling terrain, aid stations, free parking and a finisher medal.

Run the scenic Berkshire Downs at the Compton Downland Challenge on 16 May 2026, with 26.8 mile or 16 mile trail options along the ancient Ridgeway. Expect climbs, muddy paths, aid stations, chip timing and a hearty post race BBQ.

Run a scenic 50k through Nottinghamshire villages and countryside, weaving between breweries along footpaths, bridleways and minor roads. Start and finish at Milestone Brewery and collect a commemorative event pint glass when you finish.

The Reigate Priory Park 10K is a scenic charity fun run held in Priory Park, Reigate, Surrey. The course features a 250-meter start plus four laps on an accurately measured, gently undulating cross-country terrain surrounded by lush greener..

Take on the London to Brighton Ultra on 23 and 24 May 2026, a scenic 100 km trail from Richmond to Brighton with about 1500 m of climb across the North and South Downs. Shorter distances, one and two day formats and camping are available.

Farmmageddon is an endurance weekend at Hyde Hall Farm offering looped trail racing on a scenic 5.3 km course. Choose from timed challenges up to a 100 mile two day event with buckle and medal rewards for finishers.

The Fox is a scenic trail run in the Surrey countryside on Saturday 23 May 2026, offering 20K, 41K and 62K races for all abilities. All races finish at Burys Field, Godalming, with marked courses and stocked aid stations.

Grim Reaper Running Festival at Grimsthorpe Castle Estate on 23 and 24 May 2026 features races from 10 to 100 miles and a 100 mile team relay. Camp on site and run a scenic 10 mile loop through ancient woodland and lakeside trails.