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Walks in Maidstone

Find walks in Maidstone 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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Select an event for photos, video, route, location, reviews, entry fees and how to enter.

Join Tommy Trek, a nighttime challenge to commemorate the anniversary of D-Day. Trek 20K through Kent's countryside alongside fellow supporters and veterans, with a team breakfast on the route.
  • Sat 6 Jun
  • £40-£150
Maidstone, Kent, UK

Tommy Trek | 20K

Join Tommy Trek, a nighttime challenge to commemorate the anniversary of D-Day. Trek 20K through Kent's countryside alongside fellow supporters and veterans, with a team breakfast on the route.

  • 20 km walking
  • Enter online
  • Fundraising required
  • Hilly
  • Age 18 & over
An end-of-season ultra challenge in the Garden of England with a looped route around the Kent Downs starting on the North Downs Way with picturesque scenery and full support all the way.
  • Sat 10 Oct
  • £49-£139
Maidstone, Kent, UK

Kent Downs 50 Ultra Challenge

An end-of-season ultra challenge in the Garden of England with a looped route around the Kent Downs starting on the North Downs Way with picturesque scenery and full support all the way.

  • 50K ultra run
  • Trail run
  • 10K run
  • Families
  • Beginner-friendly
  • Entertainment
  • Music
  • Event village
  • Rural
  • Age 8 & over

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