4.8
(5)
19
riders
02:54
44.2km
400m
Cycling
Embark on the Chilterns Cycleway, a moderate touring bicycle route that guides you through the picturesque Chilterns countryside. You will pedal past rolling green hills, ancient beech woodlands, and serene valleys, often spotting red kites circling above. This journey covers 27.4 miles (44.2 km) with an elevation gain of 1322 feet (403 metres), taking approximately 2 hours and 53 minutes to complete.
When planning your ride, be aware that while the route mainly uses minor roads, some sections are unsurfaced and can become muddy or rutted after rain. Although the Chilterns Cycleway is generally well-signed, carrying a map or using a navigation app is always a good idea. To avoid heavy traffic, consider riding outside of peak rush hours.
This route offers a wonderful way to experience the Chilterns Area of Outstanding Natural Beauty, known for its unique landscape and rich history. You will pass through charming villages, and you might even find a pleasant spot like Emily's Tea Shop for a refreshing break along the way.
Last updated: April 23, 2026
Waypoints
Start point
Bus stop
Get Directions
7.36 km
Highlight • Cafe
Tip by
11.5 km
Highlight • Viewpoint
Tip by
17.1 km
Highlight • Pub
Tip by
33.3 km
Highlight • Cafe
Tip by
44.2 km
End point
Bus stop
Way Types & Surfaces
Way Types
37.2 km
2.93 km
1.52 km
1.44 km
1.06 km
106 m
Surfaces
28.7 km
10.1 km
5.08 km
313 m
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Elevation
Highest point (160 m)
Lowest point (70 m)
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Weather
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Thursday 7 May
17°C
6°C
0 %
Additional weather tips
Max wind speed: 15.0 km/h
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This route was planned by komoot.
The Chilterns Cycleway is considered a moderate to challenging route, primarily due to its undulating terrain with some steep climbs and descents. It's mostly on minor roads, but some unsurfaced sections can be muddy. A reasonable level of fitness and experience cycling on roads with traffic is recommended, and it's generally not suitable for novices.
The full Chilterns Cycleway is a 170-173 mile circular route. Most touring cyclists find it suitable for a leisurely one-week tour, allowing time to enjoy the scenery and explore the charming towns and villages along the way. It can also be broken down into shorter sections for day trips.
The route is predominantly on-road, with over 95% following minor roads. You'll also encounter some towpaths, surfaced cycle lanes, and bridleways. Be aware that some unsurfaced sections can be rutted and muddy, which might be challenging for slick road tires, potentially requiring you to push your bike or find an alternative.
No, there are no specific permits or entrance fees required to cycle the Chilterns Cycleway itself. The route passes through the Chilterns Area of Outstanding Natural Beauty (AONB), which is open access. However, individual attractions or National Trust properties you might visit along the way may have their own entry fees.
While the Chilterns Cycleway is primarily a cycling route, dogs are generally welcome in the Chilterns AONB, often on a leash. If your dog is accustomed to cycling in a trailer or basket, they can accompany you. Always be mindful of livestock and local regulations, especially on bridleways or near farmland.
The best time to cycle the Chilterns Cycleway is typically from late spring to early autumn (May to September) when the weather is generally milder and the days are longer. This allows you to fully appreciate the green hills and woodlands. Avoiding rush hours (7:00-9:30 am and 4:00-6:30 pm) is advisable, especially on busier road sections.
The Chilterns Cycleway is a circular route, so you can start at various points. Gateway towns like Henley-on-Thames, Wallingford, and Tring offer excellent facilities including railway stations with regular services from London, and parking options. These towns provide convenient access points to begin your journey.
You'll experience beautiful countryside with green hills, beech woodlands, gentle farmland, and tranquil valleys. The route passes through attractive historic villages and lively market towns. Keep an eye out for red kites, ancient woodlands, and chalk streams. You might also pass by charming spots like The Barn Coffee Shop, enjoy a View of the Valley, or stop at The Bright Star Pub or Emily's Tea Shop.
Yes, the route shares sections with several other paths. Notably, about 52% of the route is part of the official Chilterns Cycleway itself. You'll also find it intersects with parts of Recreational Cycle Route 16, Hicca Way, The Chiltern Way Northern Extension, and The Chiltern Way, among others.
Yes, the Chilterns Cycleway is well-equipped with amenities. There's a good range of accommodation, including B&Bs that are accredited as 'Cyclists are Welcome'. You'll also find numerous pubs and cafes in the villages and towns along the route, perfect for refreshments and meals.
Given the mix of on-road and some potentially unsurfaced sections, a touring bicycle, hybrid bike, or gravel bike with wider, more robust tires would be ideal. While most of the route is paved, the occasional muddy or rutted section means slick road tires might struggle.