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Trail Running Calendar near Rolvenden 2026-2027

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Explore the top trail runs near Rolvenden for 2026-2027! We've gathered 52 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
A 7.5 km trail loop around Westfield with over 80% off road terrain, marked and marshalled course, prizes for first male and female, and post race tea and cake.
January 2027
An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.
A 10.5 mile trail run at East Dean on January 3, 2027, followed by a lucky dip that assigns extra virtual mileage to complete by March 20.
New Year running event at Bewl Water on 10 January 2027 offering 10k, 5k and a junior run on undulating multi terrain with reservoir views.
A last person standing backyard ultra on a 4.2 mile loop near Alfriston, with token checks, aid station support and a focus on sustainable event practices.
A 10‑mile and 5‑mile trail challenge at Pippingford Park with 1568 ft of climbing, hard packed forest trails, wide views and bespoke medals.
February 2027
Trail races through Bedgebury National Pinetum and Forest offering 5 and 10 mile routes, medals for all finishers, prizes for top placers and a junior 2 km race the same day.
March 2027
Trail routes from Eastbourne along the Seven Sisters cliffs offering 10K, half, marathon and ultra distances with chalk downland and coastal views.
A 50th edition circular challenge near Sevenoaks with three new routes of 14, 20 and 30 miles, indoor checkpoints and a 225 entrant limit.
A flat 10 km out and back along the river from Chartham to Canterbury with village-hall facilities, a finisher's medal and mixed feedback on mud, signage and marshals.
May 2027
Off road 10 km, 5 km and family runs at Milton Creek Country Park on 9 May 2027 supporting The Oliver Fisher Special Care Baby Trust. Varied trail terrain, route maps and event medals are provided.
Trail races through Rathfinny Wine Estate with single 10.7 km and double 21.4 km loops, marked off-road terrain and chip timing. The carbon neutral event supports the WOLO Foundation and provides aid stations, recycled medals and parking arrangements..
A multi distance trail event around Bewl Water reservoir near Lamberhurst, Kent. Races include 50km, marathon, half marathon and 10km on wooded trails and country lanes with start and finish at the Visitor Centre.
Inflatable obstacle-course event at Brands Hatch on 15 May 2027 with 2.5k to 15k lap options, music zones, family entries and finishers' medals.
A coastal relay event on 16 May 2027 based at The Valiant Sailor and Lilly Roo's in Capel Le Ferne, CT14 0AT, organised as a team relay along the coast.
A 50km point to point trail from Falmer to Eastbourne along the South Downs Way, with about 3,500 feet of ascent, four aid stations and live GPS tracking.
A single loop trail half marathon around the Seven Sisters and Beachy Head in the South Downs National Park, covering 13.5 miles with about 2,000 ft of ascent.
June 2027
A point-to-point 50 km trail race along the River Medway from Rochester to Tonbridge with a predominantly flat course, four aid stations and a 9 hour cut-off.
A point-to-point 30 km trail along the River Medway from East Farleigh to Tonbridge with three checkpoints, chip timing, bag transfer and an athletics track finish.
Community 3k and 5k runs at Dunorlan Park on mainly grass and woodland terrain with some inclines and limited general parking.
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