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United Kingdom
England
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Chiltern

Chartridge

The best road cycling routes around Chartridge

4.5

(329)

14,298

riders

501

rides

Road cycling routes around Chartridge are situated within the Chiltern Hills, an Area of Outstanding Natural Beauty. The terrain is characterized by rolling hills, woodlands, and valleys, offering varied landscapes for cyclists. This region provides a mix of challenging climbs and scenic routes, making it suitable for different levels of road cycling experience.

Best road cycling routes around Chartridge

  • The most popular road cycling route is Wending around Wendover - Chiltern Hills loop, a 48.9 miles (78.7 km) trail…

Last updated: July 1, 2026

4.7

(9)

56

riders

#1.

Wending around Wendover - Chiltern Hills loop

78.7km

04:00

1,070m

1,070m

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Hard

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

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

Easy

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

Moderate

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

Moderate
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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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Best cycling cafe in the area. Great views and coffee.

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Pace yourself and keep something back for the near 15% gradient section. Gentle finish.

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The walk starts out from Amersham town centre. Highly recommended for breakfast before starting the hike is Sycamore, my personal favourite place for breakfast in Amersham with a variety of food options and excellent coffee (make sure to try the Figgy Anzac cookies!). Other good options are Nena Craft Bakery and A Little Street Kitchen which are both nearby.

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Fabulous morning weekday ride.

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Great Incline to the top

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Amazing pub, with an amazing history and even more beautiful walks around like Coleshill and Penn.

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In the summer there are tours for Β£3 donation from 2pm on Sunday

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Frequently Asked Questions

How many road cycling routes are available around Chartridge?

There are over 500 road cycling routes around Chartridge, catering to various skill levels. You'll find a diverse selection, from easier loops to challenging climbs, all set within the beautiful Chiltern Hills.

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

Road cycling in Chartridge, located within the Chiltern Hills, is characterized by rolling hills, dense woodlands, and picturesque valleys. You can expect a mix of challenging climbs and scenic descents, offering varied landscapes throughout your ride.

Are there easy road cycling routes suitable for beginners in Chartridge?

Yes, Chartridge offers a good selection of easier routes. For instance, the Temperance Hall, Chesham – A Little Street Kitchen loop from Chesham is an easy 24-mile (38.7 km) trail that takes about 1 hour 38 minutes to complete, leading through local countryside.

What are some challenging road cycling routes around Chartridge?

For experienced cyclists seeking a challenge, the Wending around Wendover - Chiltern Hills loop is a difficult 48.9-mile (78.7 km) route featuring significant elevation gain through the Chiltern Hills. It typically takes around 4 hours to complete.

Are there any long-distance road cycling options in the Chartridge area?

Yes, for longer rides, consider routes like the Aldbury Village Pond – Ivinghoe Beacon Climb loop from Chesham. This moderate route spans over 56 miles (90.9 km) and includes notable climbs, offering a substantial day out on the bike.

What do other road cyclists enjoy most about cycling in Chartridge?

The area is highly rated by the komoot community, with an average score of 4.5 stars from over 200 reviews. Cyclists often praise the stunning views, challenging climbs, and the diverse, picturesque landscapes of the Chiltern Hills that define the routes around Chartridge.

What kind of scenic attractions can I see along the road cycling routes?

Many routes offer scenic views and pass by interesting landmarks. You might encounter highlights such as the Coombe Hill Viewpoint and Boer War Memorial, the Bridgewater Monument, or the picturesque Aldbury Village. These offer great spots for a break or to enjoy the scenery.

Are there any road cycling events in Chartridge?

Chartridge is known for hosting road cycling events, notably the 'Ride Chartridge' event, which caters to various abilities. These events often feature multiple routes of varying lengths and difficulty, showcasing the best of the Chiltern Hills. For specific event dates and details, you can check resources like visitchesham.org.uk.

Are there routes that include pub or cafe stops?

Yes, many routes are designed with refreshment stops in mind. For example, the The Royal Standard pub loop - Chesham to Winchmore Hill is a popular moderate route that offers a mix of rolling hills and scenic countryside, likely with opportunities for a break at a local establishment.

What is the best season for road biking in Chartridge?

The Chiltern Hills offer beautiful cycling conditions throughout much of the year. Spring and autumn provide pleasant temperatures and vibrant scenery, while summer is ideal for longer rides. Always check local weather conditions before heading out.

Are there circular road cycling routes available?

Many of the road cycling routes around Chartridge are designed as loops, allowing you to start and finish at the same point. This includes popular options like the Wending around Wendover - Chiltern Hills loop and the The Royal Standard pub loop - Chesham to Winchmore Hill.

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