The best cycling routes around Penn
4.5
(250)
3,691
riders
451
rides
Touring cycling around Penn features a landscape characterized by rolling hills, historic villages, and woodlands. The region offers varied terrain, including routes along river valleys and through scenic countryside. These features provide diverse options for touring cyclists seeking both gentle rides and more challenging paths.
Best touring cycling routes around Penn
- The most popular touring cycling route is Windsor Castle – Windsor Bridge loop from Beaconsfield, a 30.4 miles (48.9 km) trail that takes 2 hours 49 minutes to…
Last updated: May 14, 2026
4.5
(4)
82
riders
48.3km
02:47
170m
170m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.3
(3)
30
riders
41.5km
02:35
290m
290m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(1)
23
riders
58.4km
03:39
580m
580m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.0
(2)
16
riders
18.7km
01:10
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
12
riders
40.3km
02:28
300m
300m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Tips from the Community
In the summer there are tours for £3 donation from 2pm on Sunday
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Designed by famed British civil engineer Isambard Kingdom Brunel in the 1840s, Windsor Railway Bridge is a wrought iron 'bow and string' bridge crossing the River Thames between Romney Lock and Boveney Lock. It carries the branch train line between Slough and Windsor.
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Windsor Castle is the oldest and largest inhabited castle in the world, serving as an official residence of the British monarch. It's known for its beautiful architecture, historical significance, and as the venue for royal events and ceremonies.
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The Thames at Cookham Bridge is an attractive spot. It is lined with trees, and there are boats dotted about along the riverside. The bridge works on a traffic light system, but there is a pavement area to stop for photos if you feel the urge to do so. There is a good pub at the bridge too called the Ferry Inn.
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It is not so common for a Christian place of worship – which encompasses the whole of heaven – to be dedicated to “ALL SAINTS”. Usually it is one (or occasionally two) named saints who hold the patronage of a church – and thus usually also of the parish or town in which it is located. But to find the origin of such a dedication, one has to go far back in history, because the model for this practice of dedication to ALL SAINTS can be seen as a pagan custom, according to which there were already central temples in pre-Christian times that were dedicated to all deities (PANTHEON). The probably most famous Pantheon, formerly a pagan temple and now a Christian place of worship, is located in the Italian capital.
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There is an off road bridleway after Christmas Common. Fairly straightforward on a wide tyre bike. It’s probably 1.5 km long
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Frequently Asked Questions
How many touring cycling routes are available around Penn?
There are over 460 touring cycling routes available around Penn, offering a wide variety of options for different skill levels and preferences.
What are the general characteristics of touring cycling routes in Penn?
Touring cycling around Penn is characterized by rolling hills, picturesque river valleys, and charming historic villages. The routes often lead through scenic countryside and ancient woodlands, providing a diverse cycling experience.
What do other touring cyclists say about the routes in Penn?
The routes in Penn are highly rated by the komoot community, with an average score of 4.5 stars from over 240 reviews. Cyclists frequently praise the tranquil settings, historic landmarks, and varied terrain that make for enjoyable rides.
Are there touring cycling routes suitable for beginners in Penn?
Yes, Penn offers a good selection of routes suitable for beginners. There are over 110 easy touring cycling routes, such as the Boulters Lock – Cookham High Street loop from Beaconsfield, which is 17.5 miles (28.1 km) long and leads through river landscapes and charming villages.
Are there any challenging touring cycling routes in Penn?
For those seeking a challenge, Penn has over 120 difficult touring cycling routes. An example is the Marlow Suspension Bridge – Cookham High Street loop from Beaconsfield, a 58.4 miles (94 km) route with significant elevation gain, offering a more demanding ride.
What kind of natural attractions can I see along the touring cycling routes in Penn?
Along the touring cycling routes in Penn, you can discover various natural attractions. These include serene lakes like Shardeloes Lake and Penn Common Pond. You might also encounter beautiful woodlands such as the Bluebell Woodland in Chilterns National Landscape and the ancient Burnham Beeches.
Are there any historical landmarks or points of interest along the routes?
Yes, many routes pass by historical landmarks. For instance, the Windsor Castle – Windsor Bridge loop from Beaconsfield offers views of iconic historic sites. You can also find highlights like The Brick and Tile Works, which offer a glimpse into the region's past.
Are there any circular touring cycling routes in Penn?
Many touring cycling routes in Penn are designed as loops, making them convenient for day trips. Examples include the popular Burnham Beeches – The Beeches Eco Cafe loop from Beaconsfield, which takes you through ancient woodlands, and the Penn Village – Winchmore Hill loop from Hazlemere.
What is the best time of year for touring cycling in Penn?
The best time for touring cycling in Penn is generally during the spring, summer, and early autumn months. These seasons offer pleasant weather, vibrant natural scenery, and are ideal for exploring the region's woodlands and river valleys.
Are there routes that pass through charming villages or offer opportunities for refreshments?
Yes, several routes are designed to pass through charming villages, providing opportunities for breaks and refreshments. The Boulters Lock – Cookham High Street loop from Beaconsfield, for example, leads through river landscapes and villages, where you can find cafes and pubs.
Are there any long-distance touring cycling routes in Penn?
While many routes are suitable for day trips, some offer longer distances for extended touring. The Marlow Suspension Bridge – Cookham High Street loop from Beaconsfield, at 58.4 miles (94 km), is one of the longer options available, providing a substantial ride through varied terrain.
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