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Chiltern

Chenies

The best road cycling routes around Chenies

4.5

(460)

15,016

riders

636

rides

Road cycling around Chenies offers varied landscapes within the Chiltern Hills Area of Outstanding Natural Beauty. The region features rolling terrain, characterized by chalk ridgelines, dense woodlands, and lush meadows. Cyclists encounter an undulating landscape, with routes often including significant elevation gains. The Chess Valley provides tranquil stretches, contributing to the scenic views throughout a ride.

Best road cycling routes around Chenies

  • The most popular road cycling route is Chenies Climb and Village – St Leonard's Church loop from Chorleywood…

Last updated: July 1, 2026

4.8

(12)

177

riders

#1.

Chenies Climb and Village – St Leonard's Church loop from Chorleywood

45.9km

02:09

360m

360m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Tips from the Community

AliG
October 5, 2025, Wendover Village Centre

Stop at No2 Pound Street (adjacent to the mini roundabout up the hill) Their main business is a delicatessen specialising in cheese and wine ... but you can grab a tea/cofffee with cake or a toastie, Sit outside or in depending on the weather! Highly recommended. If you've room in your saddlebag, grab a bottle of wine, with some excellent cheese, having taken note of the expert advice from the staff!

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Parkrun here every Saturday 9am, get there by 8.30am or the car park gets tricky. All other times the parking is easy πŸ˜‰

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Chenies climb is a hard climb and if you like climbing you will probably do it easily

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Grace Mulligan
September 25, 2024, Slade Oak Lane

This is just a typical lovely rural lane to cycle through that is well paved and affords gorgeous views of the surrounding Colne Valley landscape. You're only a stone's throw away from busy London here so it's a great one to escape the city bustle.

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The history of the village of St Leonard's is tightly connected with the chapel of Leonard's - and this dates back to the 12th century. The present church, however, was built in the 15th century. As many such places, it has had a tumultuous history. For instance, after the Dissolution of the Monasteries, the chapel continued being used and Queen Elizabeth inquired in 1586 into why the chapel and the lands had not reverted to the Crown. The church feel into disrepair in the 17th century. What can be seen today is in the simple Queen Anne style, and was rebuilt around 1700s. The whitewashed walls are striking and give the church a unique look. In the winter, it can look brilliant after snow, and in the spring, when the snowdrops come up (plenty of them in the church grounds), it also looks terrific.

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As English villages in the Chiltern Hills go, this one is one of the most attractive. This is the kind of place I tend to think of when I read Agatha Christie's Miss Marple. The village name is Anglo-Saxon and means "a woodland clearing". Another little fun fact: Sir Arthur Lasenby Liberty (1843–1917), proprietor of the famous Regent Street (London) store, Liberty & Co., lived here and built a Manor house here in 1900. He was associated with the Art Nouveau style.

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Only a little highlight - but as you come out of Croxley towards Chorleywood there is a gentle hill which opens out to countryside and horses. Lovely around sunrise.

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Local night club that is open 9-3 on Thursday, Friday, and Saturday nights.

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Frequently Asked Questions

How many road cycling routes are available around Chenies?

There are over 640 road cycling routes around Chenies, offering a wide variety of options for different skill levels. This includes 243 easy routes, 347 moderate routes, and 54 difficult routes, ensuring there's something for everyone.

What kind of terrain can I expect when road cycling in Chenies?

Road cycling around Chenies is characterized by the rolling terrain of the Chiltern Hills Area of Outstanding Natural Beauty. You'll encounter chalk ridgelines, dense woodlands, and lush meadows, with routes often featuring undulating landscapes and significant elevation gains. The Chess Valley offers particularly tranquil stretches.

Are there any challenging road cycling routes or climbs in the Chenies area?

Yes, for cyclists seeking a challenge, the Chenies area offers routes with notable climbs. For instance, the route Chenies Climb and Village – St Leonard's Church loop from Chorleywood features the prominent Chenies Climb. Another route, Hale Lane Climb – Wendover Village Centre loop from Chalfont & Latimer, also includes a significant ascent through undulating Chilterns terrain.

What are some scenic natural features to look out for on road cycling routes near Chenies?

The Chilterns AONB provides stunning natural beauty. You can expect to see chalk ridgelines, extensive woodlands, and lush meadows. The Chess Valley is particularly scenic, offering tranquil stretches along the River Chess. In spring, areas like the Ashridge Estate are known for their carpets of bluebells, adding to the picturesque landscape.

Are there any easy road cycling routes suitable for beginners around Chenies?

Yes, Chenies offers a good selection of easy road cycling routes. With 243 routes classified as easy, beginners can find suitable options. An example of an easy route is Belsize Hamlet – Chenies Climb and Village loop from Chorleywood, which provides a pleasant ride without excessive difficulty.

What do other road cyclists say about the routes in Chenies?

The road cycling routes in Chenies are highly rated by the komoot community, holding an average score of 4.5 stars from over 300 reviews. More than 13,000 road cyclists have explored the varied terrain, often praising the scenic views, rolling hills, and charming village settings.

Are there any notable landmarks or attractions I can see along road cycling routes near Chenies?

Yes, there are several interesting landmarks and natural attractions. You might pass by the River Chess Stepping Stones and Weir, or explore areas like Ruislip Woods National Nature Reserve. Other highlights include Chipperfield Common Woodland and Ponds and the charming Chenies village itself, which features a pub with outdoor space.

Are there any long-distance road cycling routes that pass through Chenies?

Yes, Chenies is situated along significant long-distance cycling routes. The Chilterns Cycleway, a 170-mile circular route, largely follows minor roads suitable for road cyclists. Additionally, the Royal Chilterns Way, a 284km route, also passes through Chenies, taking riders through the Chess Valley and towards other notable areas like Amersham and Ashridge.

Can I find circular road cycling routes starting and ending in the Chenies area?

Many of the road cycling routes around Chenies are designed as loops, allowing you to start and finish in the same location. Examples include Burton's Lane loop from Chorleywood and Herbert's Hole Road – Ashridge Lane and Horse Hill loop from Chorleywood, which offer varied distances and terrains.

What is the best time of year to go road cycling in Chenies?

The Chilterns region around Chenies is beautiful throughout the year, but spring is particularly appealing when areas like the Ashridge Estate are covered in bluebells. The rolling terrain and woodlands offer scenic views in all seasons, though cyclists should be prepared for undulating landscapes and potential elevation gains regardless of the time of year.

Are there places to stop for refreshments along the road cycling routes?

Yes, the charming Chenies village itself has a pub with ample outdoor space, providing a pleasant stop for cyclists. The Royal Chilterns Way, which passes through the area, also offers opportunities to stop at coffee shops or country pubs in nearby villages, enhancing your cycling experience.

Are there any routes that take me past lakes or bodies of water?

Yes, some routes in the broader Chenies area will take you near beautiful bodies of water. You might encounter Shardeloes Lake or Ruislip Lido. Additionally, the Chipperfield Common Woodland and Ponds offer a serene natural setting.

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