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United Kingdom
England
South East England
Kent
Maidstone

Hollingbourne

The best cycling routes around Hollingbourne

4.6

(140)

1,404

riders

187

rides

Touring cycling around Hollingbourne offers routes through the North Downs, characterized by rolling hills and varied terrain. The area features a mix of open countryside, woodlands, and historic pathways like the Pilgrims Way. Elevations are generally moderate, with some routes including climbs such as Hollingbourne Hill. The landscape provides a diverse setting for cycling, from gentle paths to more challenging ascents.

Best touring cycling routes around Hollingbourne

  • The most popular touring cycling route is Bearsted Woodland Trust – Cavendish Cafe loop from Bearsted, a 17.6 miles (28.4 km) trail that takes 1 hour 48 minutes to complete. This route explores local woodlands and rural paths.
  • Another top favourite among local touring cyclists is The Black Horse Inn – Pilgrims Way loop from Bearsted, a moderate 15.7 miles (25.2 km) path. This route incorporates sections of the historic Pilgrims Way, offering scenic views.
  • Local touring cyclists also love the The Bowl Inn – Chilham Village loop from Harrietsham, a 48.3 miles (77.7 km) trail leading through varied Kentish countryside, often completed in about 4 hours 51 minutes.
  • Touring cycling around Hollingbourne is defined by rolling hills, ancient woodlands, and sections of the Pilgrims Way. The network offers options for easy, moderate, and challenging routes, catering to different ability levels.
  • The routes in Hollingbourne are highly rated by the komoot community with an average score of 4.6 stars from more than 140 reviews. More than 1,400 touring cyclists have used komoot to explore Hollingbourne's varied terrain.

Last updated: April 26, 2026

5.0

(2)

10

riders

#1.

Bearsted Woodland Trust – Cavendish Cafe loop from Bearsted

28.4km

01:48

230m

230m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Hollingbourne

The best of Surrey and Kent off-road – North Downs Way

Hiking around Hollingbourne

Road Cycling Routes around Hollingbourne

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The best of Surrey and Kent off-road – North Downs Way

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Cycling UK

Tips from the Community

Cathrin
December 30, 2025, Canterbury City Centre

Canterbury city centre is a historic, compact medieval city with its famous cathedral, surrounded by ancient city walls, offering many pedestrian zones and historic landmarks such as the Westgate Towers; it is a vibrant mix of well-known shopping brands, independent boutiques, pubs, restaurants and historic sites such as St. Augustine's Abbey and the oldest church in the world, St. Martin's Church.

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3

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open 9 to 5?

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A very beautiful historic place that invites you to linger. ...

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A relatively modern chalk symbol sculpted in the hillside

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Nice bridge to help you to easily transition from one bank to the next.

1

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Beautiful cycle way that heads out of Canterbury and through the walls o the old town.

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The Pilgrims way is an excellent long distance off road route, however due to it being a bronze age track way over a couple of thousand years some parts of it have become hollow ways and are essentially impassible or very heavy going in wet conditions, at worst it's only traversable by mountain bike in wet periods.

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The Dirty habbit at the foot of the climb provides refreshing hill accompaniments

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Frequently Asked Questions

How many touring cycling routes are available around Hollingbourne?

There are nearly 200 touring cycling routes in the Hollingbourne area, offering a wide range of options for different skill levels and preferences. This includes 38 easy routes, 121 moderate routes, and 32 challenging routes.

What is the general terrain like for touring cycling in Hollingbourne?

Touring cycling around Hollingbourne is characterized by the rolling hills of the North Downs, offering varied terrain. You'll encounter a mix of open countryside, ancient woodlands, and historic pathways like the Pilgrims Way. While there are moderate elevations, some routes include more significant climbs such as Hollingbourne Hill.

Are there easy touring cycling routes suitable for beginners in Hollingbourne?

Yes, Hollingbourne offers 38 easy touring cycling routes perfect for beginners or those looking for a relaxed ride. These routes typically feature gentler gradients and shorter distances, allowing you to enjoy the Kentish countryside at a comfortable pace.

Are there any challenging touring cycling routes in the Hollingbourne area?

For experienced touring cyclists seeking a challenge, Hollingbourne has 32 difficult routes. One such route is The Bowl Inn – Chilham Village loop from Harrietsham, which covers 48.3 miles (77.7 km) with significant elevation gain, leading through varied Kentish countryside.

What are some popular circular touring cycling routes near Hollingbourne?

Many routes in the Hollingbourne area are circular, allowing you to start and finish at the same point. A popular moderate option is The Black Horse Inn – Pilgrims Way loop from Bearsted, which incorporates sections of the historic Pilgrims Way. Another is the Pilgrims Way – Hollingbourne Hill (Climb) loop from Hollingbourne, offering a good workout.

What do other touring cyclists enjoy most about cycling in Hollingbourne?

The touring cycling routes in Hollingbourne are highly rated by the komoot community, with an average score of 4.6 stars from over 140 reviews. Cyclists often praise the diverse landscape, the mix of woodlands and open countryside, and the historical elements found along paths like the Pilgrims Way.

Are there any scenic viewpoints or landmarks along the touring cycling routes?

Yes, the Hollingbourne area is rich in scenic viewpoints and historical landmarks. You can find highlights such as the Hollingbourne Hill Climb offering expansive views, the historic Pilgrims' Way, and the ancient Kit's Coty House Megalithic Tomb. Many routes also offer glimpses of Leeds Castle.

What is the best season for touring cycling in Hollingbourne?

The Hollingbourne area is enjoyable for touring cycling throughout much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery with changing foliage. Summer provides longer daylight hours, while milder winter days can also be suitable, though some paths might be muddier.

Are there touring cycling routes that pass by cafes or places to stop for refreshments?

Many touring cycling routes in the Hollingbourne area are designed to pass through villages or near establishments where you can find cafes and pubs. For example, the Bearsted Woodland Trust – Cavendish Cafe loop from Bearsted explicitly mentions a cafe, making it convenient for a refreshment stop.

What are some nearby attractions to explore in addition to cycling?

Beyond cycling, the Hollingbourne region boasts several notable attractions. You can visit historic sites like Leeds Castle, explore the ruins of Thurnham Castle, or see the unique Lenham Cross. These can often be incorporated into a cycling day or visited separately.

Are there any touring cycling routes suitable for families with children?

While specific 'family-friendly' routes are not explicitly categorized, many of the 38 easy routes around Hollingbourne would be suitable for families. These routes typically have less traffic and gentler gradients, making them safer and more enjoyable for younger riders. Look for routes that stick to quieter country lanes or dedicated paths.

Most popular routes around Hollingbourne

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