Route Book › Kent

Kent Cycling Routes

Cycling routes into Kent from London, built and ridden by London Dynamo members for club rides and race training. Expect steep little climbs, deep woods and quiet lanes, with distances to suit a long training ride.

These routes leave London to the south-east for Shoreham, Bayley’s Hill, Hever, Chartwell, Biggin Hill and the North Downs, and on towards Rochester and Ashdown Forest. Ride leaders can use them to plan a club ride. We recommend that every rider loads the route onto their Garmin or Wahoo bike computer.

Each route has a GPX file, an interactive map, an elevation profile, distance and climbing figures, a Terrain label from flat to challenging, and cafe stops where we have them, so you can match a route to the group and the day.

Ride at your own risk

The routes in this Route Book have been researched with the intention that they are suitable for cycling, but not all routes have been physically road-tested. Even routes that have been ridden may contain hazards, including potholes, loose chippings, poor road surfaces, steep descents and unforeseen dangers. Road and traffic conditions can change at any time. Anyone choosing to ride a route from this Route Book does so entirely at their own risk and is responsible for assessing whether the route and conditions are suitable for them.

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  • Kent

Biggin Hill Loop

  • 68.5km
  • 829m
A quick blast out of South London to the top of the first ridge of the Downs, with a café stop in Tatsfield.
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Map of The Pilgrim's Loop cycling route, a 72 km hilly loop from Clapham through Kent
  • Kent

The Pilgrim’s Loop

  • 72km
  • 926m
A hilly South London and Kent ride that climbs The Beddlestead to the Velo Barn on the Pilgrims Way near Westerham, then loops back through Sundridge and Downe.
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  • Kent

Chartwell Loop

  • 74.9km
  • 1092m
Loops around Churchill's home at Chartwell and back over Toys Hill, with Brasted Hill adding some spice on the return.
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  • Kent

Knatts Valley

  • 90.5km
  • 1109m
Follows the Pilgrim's Way east, climbs through Rowdow Wood and drops into the picturesque Knatt's Valley.
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  • Kent

Bayley’s Hill Loop

  • 93.4km
  • 1331m
An alternative way out of London via Beulah Hill, down to Chiddingstone by Hosey Hill and a long, picturesque climb of Bayley's Hill.
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  • Kent

The Kent Ramp Hunter

  • 94.8km
  • 1,481m
A relatively short but very challenging ride that takes on some of the steepest climbs in the area, including Downe Road and Toys Hill.
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  • Kent

Bough Beech Loop

  • 94.8km
  • 1332m
Crosses two ridges of the Downs to Chiddingstone, then returns past Bough Beech reservoir and up Ide Hill for the views.
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  • Kent

Hever Loop

  • 99.5km
  • 1402m
A tougher alternative to the Bough Beech route, taking Ide Hill south, looping round Hever Castle and climbing Toys Hill from the north.
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  • Kent

Kingdom Loop

  • 100.8km
  • 1435m
Heads south beyond Chiddingstone to Kingdom Café at Penshurst, then returns over Ide Hill and Brasted Hill.
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  • Kent

Shoreham Loop

  • 101.6km
  • 1347m
Follows the Chartwell route, loops round Hever and Chiddingstone, then climbs Hubbards Hill and the wooded Chelsfield Lane near Shoreham.
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  • Kent

Bayley’s Hill & Shoreham

  • 101.9km
  • 1391m
Takes the alternative way out of London via Beulah Hill, then goes on to Shoreham for a wider circuit of Kent.
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  • Kent

North Kent Woods & Downs

  • 113km
  • 1481m
Out into Dickens country across the Downs and woods of North Kent, with the climbing early and a café stop in Trosley Country Park.
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  • Kent

The Kentish Kraken

  • 126km
  • 1,761m
A ride that winds across two ridges of the Downs, crossing the southern ridge four times, with Crockham Hill, Brasted Chart and Ide Hill on the way.
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  • Kent

The Rochester Rouleur

  • 130.3km
  • 1652m
A scenic hilly ride east along the Pilgrims' Way to Rochester and the Medway, returning through Eynsford and its viaduct.
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  • Kent

Deep Kent Woods

  • 134km
  • 2007m
A long loop deeper into Kent, to the edge of East Sussex, on quiet, rolling, heavily wooded roads south of Tunbridge Wells.
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  • Kent

Ashdown Forest Loop

  • 151.3km
  • 2350m
A long day based on the Hell of the Ashdown sportive, with deep forest riding through Ashdown Forest and Five Hundred Acre Wood, plus legs to and from London.
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