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Road cycling routes
United Kingdom
England
South East England
Buckinghamshire

Chilterns Aonb

The best road cycling routes in Chilterns Aonb

4.6

(188)

9,821

riders

509

rides

Road cycling in Chilterns AONB offers diverse terrain characterized by its hilly nature, featuring undulating routes with both steep climbs and descents. The region is known for its dramatic chalk escarpment, extensive woodlands, and rolling hills and valleys. Cyclists can explore a network of minor roads that traverse historic villages and market towns across Buckinghamshire, Oxfordshire, Bedfordshire, and Hertfordshire.

Best road cycling routes in Chilterns Aonb

  • The most popular road cycling route is Temperance Hall, Chesham – A Little Street Kitchen loop from Chesham, an easy 24.0 miles (38.7 km) trail that takes 1 hour 38 minutes to complete. This route explores the Chesham area with varied gradients.
  • Another top favourite among local road cyclists is Winchmore Hill – Marlow Suspension Bridge loop from Great Missenden, a moderate 40.4 miles (65.0 km) path. This route features varied terrain and includes views towards the River Thames.
  • Local road cyclists also love the Aldbury Village Pond – Ivinghoe Beacon Climb loop from Chesham, a 56.5 miles (90.9 km) trail leading through the scenic landscape towards Ivinghoe Beacon, often completed in about 4 hours 8 minutes.
  • Road cycling in Chilterns Aonb is defined by hilly terrain, chalk escarpments, and extensive woodlands. The network offers options for different ability levels, from easy rides to those requiring very good fitness.
  • The routes in Chilterns Aonb are highly rated by the komoot community with an average score of 4.6 stars from more than 180 reviews. More than 9,900 road cyclists have used komoot to explore Chilterns Aonb's varied terrain.

Last updated: May 23, 2026

4.5

(11)

193

riders

#1.

Temperance Hall, Chesham – The Lee Village Green loop from Chesham

38.8km

01:39

210m

210m

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

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Easy

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

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
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Popular around Chilterns Aonb

Ride six counties and the M25 – London Revolution loop

Hertfordshire Way β€” A grand loop through a historic home county

The Old Chalk Way

Hiking the Greater Ridgeway β€” Following Roman roads across England

Midshires Way β€” An epic hike through England's rural heart

Oxfordshire Way β€” An idyllic walk in the heart of rural England

Hiking the Orange Way β€” Southern England in the footsteps of a king

Chiltern Way β€” Hike some of the prettiest scenery in England

Cycle the Greater Ridgeway Trail β€” English Channel to North Sea

Icknield Way Path β€” Hike seven counties on Britain's oldest road

Other adventures in Chilterns Aonb

Ride six counties and the M25 – London Revolution loop

Road Cycling Collection by

David Bavin-Hobbs

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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Nice view from the bridge

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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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Lovely quite country road with amazing views - was initially concerned that it was very narrow but only encountered one car in the whole segment on a weekday afternoon - well worth seeking out

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Fabulous morning weekday ride.

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Great Incline to the top

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This is must go over bridge

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Frequently Asked Questions

What kind of terrain can I expect when road cycling in the Chilterns National Landscape?

The Chilterns National Landscape is characterized by its hilly nature, offering undulating routes with both steep climbs and descents. You'll encounter dramatic chalk escarpments, extensive woodlands, and rolling hills and valleys. The region is known for its 'short but brutal climbs' like The Hale (up to 23% gradient) and the Mur de Missenden (up to 30% gradient), alongside more gentle sections.

How many road cycling routes are available in the Chilterns National Landscape?

There are over 500 road cycling routes available in the Chilterns National Landscape, catering to various fitness levels. These range from easy rides to those requiring very good fitness, with options for both short loops and longer excursions.

Are there any circular road cycling routes in the Chilterns National Landscape?

Yes, the region is well-suited for circular routes. A prominent example is the 170-mile Chilterns Cycleway, which is over 95% on-road and allows cyclists to explore the breadth of the National Landscape. Many other loops are also available, such as the Aldbury Village Pond – Ivinghoe Beacon Climb loop from Chesham.

What are some notable landmarks or viewpoints I can see along road cycling routes?

The Chilterns offers numerous scenic viewpoints and historic landmarks. You can cycle past the highest viewpoint at Coombe Hill Viewpoint and Boer War Memorial, or visit Ivinghoe Beacon, which provides expansive panoramas. Other attractions include historic villages, market towns, and National Trust properties like Ashridge House.

What is the best time of year for road cycling in the Chilterns National Landscape?

The Chilterns National Landscape is enjoyable for road cycling throughout much of the year. Spring is particularly beautiful when bluebells carpet the extensive beechwoods. The undulating terrain and varied landscapes make it a great destination from spring through autumn. While mostly paved, be aware that a few unsurfaced sections on routes like the Chilterns Cycleway might be rutted or muddy, especially after rain.

Are there road cycling routes suitable for beginners or families?

Yes, the Chilterns National Landscape offers routes for various abilities. While many routes feature challenging climbs, there are also easier options. For example, the Temperance Hall, Chesham – A Little Street Kitchen loop from Chesham is an easy 24-mile route with varied gradients, suitable for those looking for a less strenuous ride.

Can I find routes with pub or cafe stops in the Chilterns National Landscape?

Absolutely. The region is dotted with historic villages and lively market towns, many of which feature country pubs and cafes perfect for a refreshment stop during your ride. The Chilterns Cycleway, for instance, passes through numerous such establishments, making it easy to plan a route with breaks.

What do other road cyclists enjoy most about road cycling in the Chilterns National Landscape?

The Chilterns National Landscape is highly rated by the komoot community, with an average score of 4.6 stars from over 180 reviews. Cyclists frequently praise the diverse terrain, the challenging climbs, and the stunning natural beauty, including the dramatic chalk escarpment and extensive woodlands. The network of minor roads passing through charming villages is also a highlight.

Are there options for advanced road cyclists seeking a challenge?

Definitely. The Chilterns National Landscape is renowned for its challenging climbs, often described as 'short but brutal.' Routes like the Winchmore Hill – Marlow Suspension Bridge loop from Great Missenden offer significant elevation gain over 40 miles, while ascents like The Hale and Mur de Missenden provide steep gradients for those looking to test their limits.

How accessible are the road cycling routes by public transport?

The Chilterns National Landscape is well-connected by public transport, particularly by train, with lines running from London into towns like Amersham, Berkhamsted, and Wendover. Many routes can be started from or near these towns, allowing for easy access without a car. It's advisable to check specific train operator policies regarding bikes during peak hours.

Where can I find parking for road cycling routes in the Chilterns National Landscape?

Parking is generally available in the various market towns and villages throughout the Chilterns National Landscape, such as Chesham, Great Missenden, and Henley-on-Thames. Many routes start from locations with public car parks, making it convenient to begin your ride. Always check local signage for parking restrictions and fees.

Most popular routes in Chilterns Aonb

Hiking in Chilterns Aonb

Most popular attractions in Chilterns Aonb

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