The Kent Castles Loop

Tudor villages, moated fortresses, and hill climbs

Distance: 45 km (28 miles) | Estimated Duration: 2.5 hours | Difficulty: Moderate

Starting Point: Sevenoaks Station | Finishing Point: Sevenoaks Station (Loop)

📥 Download Free GPX Route File (Garmin, Wahoo, Strava, Komoot)

Ride Overview & Terrain

Starting in Sevenoaks, this loop winds down quiet countryside lanes, past the medieval moated Hever Castle (childhood home of Anne Boleyn), crosses the Tudor village of Chiddingstone, climbs up Toy's Hill, and returns to Sevenoaks.

A hilly loop through Kent's Garden of England, passing historic castles like Hever Castle and Chiddingstone.

Travel & Getting There with Your Bike

By Train: Take a direct Southeastern train to Sevenoaks. Off-peak trains allow bikes without booking. (Nearest station: Sevenoaks Station (Start / End), travel time: 35 mins from London Bridge / Charing Cross).

By Car & Parking: Cycle-friendly parking available near the start point.

Cyclist Coffee Stops, Cafes & Pubs

Recommended cyclist-friendly cafes and refreshment stops along The Kent Castles Loop:

Cycling Tips & Route Advice

Frequently Asked Questions

What is the distance, duration, and difficulty of The Kent Castles Loop?

The Kent Castles Loop is a 45 km (28 miles) taking approximately 2.5 hours, graded Moderate. Starts at Sevenoaks Station and finishes at Sevenoaks Station (Loop).

How do I get to The Kent Castles Loop by train?

Take a direct Southeastern train to Sevenoaks. Off-peak trains allow bikes without booking. (Nearest station: Sevenoaks Station (Start / End), travel time: 35 mins from London Bridge / Charing Cross).

Where can I park near the start of The Kent Castles Loop?

Cycle-friendly parking available near the start point.

More Scenic UK Cycle Rides

Olympic Box Hill Loop • The Crab and Winkle Way • The Windsor Castle Ride • Brighton Loop to Shoreham