Trail Running calendar near Rye 2025-2026

We have found 256 Trailruns within 80 miles of Rye. See below where and when you can find the races.

Spring Run the Seasons Cowdray on April 11 offers scenic trail races across Cowdray Estate and the South Downs, with distances for kids, juniors and adults plus dog friendly CaniRun options. Enjoy varied trails and country views for all abi..

Tackle scenic chalky trails around the South Downs and Ditchling Beacon at the Maverick East Sussex Trail in Stanmer Park. Choose from 21 km, 13 km or 5 km routes with rolling hills, great views and a lively community atmosphere.

Take on the 42 km Brighton Trail Marathon through the South Downs from Stanmer Park to Hove Lawns on 12 April 2026. Hilly chalk ridgelines, woodland and a finish on the Brighton Marathon route promise a scenic, rewarding challenge.

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Run scenic loops around Windsor Great Park and the Thames Path with views of Windsor Castle at the Windsor 50 Ultra Challenge. Options include 10 km and 25 km plus the 50 km figure of eight with support, rest stops and a finisher medal.

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Run the Spring Trail Series at Cowdray Estate where the Serpent Trail winds through greensand hills, rivers and woodland. Distances from 12 km to 110 km, with food, camping and relaxed cutoffs for a friendly, well supported day.

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Tough but rewarding 10 km fell race around Chingford with 450 m of climbing, hosting the first ever Essex County Championships. Pre entry only and open to Essex eligible runners aged 16 and over, with teams welcome.

Run the Martello Half Marathon in Seaford along seafront and South Downs trails, a scenic but undulating course with marshal support. Enjoy great views, a bespoke medal and free photos while backing local charities.

Join the Grand National 10 km trail in Findon on 19 April 2026 across the South Downs during Grand National weekend. Family friendly races include canicross, 5 miles and kids runs with bespoke medals, costumes and proceeds to local causes.

Join the Ale Trail, a 15 mile sponsored fun run through scenic countryside around Alfriston on 26 April 2026, with just 50 places for a sociable challenge. Start and finish at Ye Olde Smugglers Inne with checkpoints offering beer tokens and..

The Ham'n tes Baskets will take place in Ham-en-Artois on Sunday 26 April 2026. You can run between 10 and 30 kilometers.

Run through carpeted bluebell woods and rolling South Downs at the Angmering Bluebell Trail Run. Choose 10 km or 10 miles on scenic off road routes, enjoy countryside views, a bespoke medal and race photos.

Join Bolt Round the Holt at Alice Holt Forest for scenic trail runs from 1k junior to half marathon while supporting GUTS and early detection of bowel cancer. Enjoy forest views, bespoke medals and a family oriented race day.

Join NOT the London Marathon Run 2026 on Sunday 26 April in Walton on Thames for a flat, certified lap course along the riverside towpath. Choose marathon, half or a 7 hour timed challenge, enjoy flexible starts and a commemorative medal.

Take on the LDWA South Downs Marathon on 26 April 2026, with challenging 28 mile or 18 mile routes across the iconic Seven Sisters and Cuckmere Haven. Expect stunning coastal views, big climbs and friendly checkpoints on this Sussex classic..

May 2026

Run a scenic 7 hour timed challenge along the River Thames at Wraysbury on Friday 1 May 2026 and choose your distance from 3 km to ultra. Friendly aid, medals and goody bags make this intimate 300 runner event ideal for PBs or relaxed miles..

Take on the Thames Path 100, a scenic 100 mile point to point trail from Richmond to Oxford along mostly flat, fast riverside paths. With a 30 hour limit, aid stations and an iconic finish at Oxford University, this is a classic ultra.

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Join a guided, non competitive 30 mile ultra around Surrey's North Downs and Greensand Way, tackling iconic climbs like Leith Hill and Box Hill. Ideal for first time ultra runners seeking scenic trails with experienced group support.

Join the Mid Sussex Marathon Weekend, a three day running series through East Grinstead, Haywards Heath and Burgess Hill with undulating multi terrain routes combining into a full marathon. Family friendly races welcome all abilities.

Run the Three Forts Challenge on the scenic South Downs on 3 May 2026, following rolling chalk and flint trails with some technical sections and fantastic views. Choose marathon, half or 5 mile routes with strong marshal support and proceed..

Tackle Box Hill on a guided 12.5 mile trail run with about 1000 m of climbing through woodland, heathland and open fields. An experienced guide will lead a steady group pace for runners who can hold roughly 10 min per mile, with parking nea..