Trail Running calendar near Cranleigh 2025-2026

The Thames Meander Autumn will take place in Richmond on Sunday 4 October 2026. You can run between 10 and 42 kilometers.

Explore the Surrey Hills on a 30 mile guided group trail run from St Martha's Hill, taking in Denbies, Box Hill and scenic villages. Run together with an experienced coach in a supported, non competitive pace with a cake stop and great view..

Run scenic looped trails around the Kent Downs from basecamp at the Kent Showground near Maidstone, with 10 km, 25 km and 50 km options. Weekend camping, full support on route and a finisher medal, t shirt and fizz await.

Tackle rolling climbs and sweeping Chiltern views at the Frieth Hilly 10 km and 5 km Run, set on mixed woodland paths and country roads. Expect a scenic but challenging route between Frieth and neighbouring villages.

Explore Jurassic Coast trails around the Isle of Purbeck from 6 km to 100 km, with a Half Marathon option. Technical, scenic routes with campsite and free parking at Burnbake Forest Lodges promise a memorable challenge.

Tackle the Autumn 100 on 17 October 2026, a scenic but demanding 100 mile trail race from Goring & Streatley along the Thames Path and Ridgeway. Expect long hours on trail with full aid and medical support to back you every step.

Tackle a scenic 12K (ish) off road course along bridle paths and the Imber Range with views of the Westbury White Horse on 18 October 2026. Limited to 200 runners, Redfish Events awards bespoke medals and prizes across age categories.

Beachy Head Marathon Weekend offers stunning coastal scenery and a variety of distances across two days, from 10k to ultra. Expect challenging hills, great support from marshals and aid stations, and a memorable autumn race near Eastbourne.

Take on the Thames Trail Ultra, a scenic 47 mile point to point run from Iffley to Henley in October. Enjoy riverside paths, village charms and live tracking as you tackle a mostly trail course with aid stations along the way.

Stort30 is a scenic 30 mile ultra along the River Stort and Lee navigation, starting from Bishop's Stortford Running Club. Enjoy grassy trails, checkpoints with refreshments and a friendly club vibe with trophies for top finishers.

Chiltern Ridge Winter 50K on 31 Oct 2026 is a scenic single loop with 800 m of climbing along the Ridgeway. Limited to 325 runners, this autumn course mixes fast ridgeline running with technical sections and stocked aid stations.

Run across the sands of West Wittering at the Witterings Beach Run this November, with 5 km, 10 km and 15 km options and canicross entries. Enjoy coastal views, chip timing and a finisher medal on a plastic free, dog friendly course.

Enjoy an autumn trail challenge at Wendover Woods with marathon, half, 10k and junior 1k options across scenic, hilly and varied terrain. Expect bespoke medals, free photos and family friendly facilities including a cafe, adventure playgrou..

Enigma Fireworks lights up Caldecotte Lake on 6 and 7 November 2026 with marathon and half marathon races around the scenic waters. Enjoy multiple laps, on course support and a bespoke finisher medal in a friendly festival atmosphere.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Run the rolling South Downs from Goodwood Racecourse this November, with 12km, 19km or 21km trail options. Tackle chalk tracks, forest trails and big views, enjoy on course support, chip timing and a finisher medal, and dogs are welcome.

Run under the stars through the rolling Chiltern Hills at Stonor Park in November with three waymarked trail options from 7 to 17 km. Expect a fully marked, timed night race; bring a headtorch and enjoy a finishers medal and event atmospher..

Run the Maverick Oxfordshire Trail at historic Stonor Park in the Chilterns AONB with 7 km, 13 km or 22 km routes through deer filled woods and under soaring red kites. Expect steep climbs, wild views and fully marked, timed trails.

Run from Alexandra Gardens in Windsor along flat, fast off road trails through parkland and woodland. Choose 10K or half marathon with chip timing, free photos and an event village serving food and giveaways.

The Saturn Running - Egham will take place in Egham on Saturday 7 November 2026. You can run between 7 and 50 kilometers.