4.5
(72)
4,444
riders
8
rides
Road cycling around Long Crendon offers diverse terrain within the picturesque Aylesbury Vale, bordering the Chiltern Hills. The region features rolling hills and open fields, providing varied landscapes for cyclists. While the Chilterns present undulating terrain with some climbs, many routes utilize minor roads and former railway lines for traffic-free sections. The area is characterized by its rural setting, with routes often passing through charming villages and offering views of the surrounding countryside.
Last updated: May 19, 2026
5.0
(1)
33
riders
22.9km
00:59
200m
200m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
37
riders
25.9km
01:12
310m
310m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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3.0
(1)
16
riders
49.1km
02:04
290m
290m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
10
riders
28.4km
01:25
370m
360m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
8
riders
12.4km
00:33
110m
110m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Long Crendon
A good challenging hill with some nice cottages on top to reward you for it
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J. R . R. Tolkien often visited Brill when he lived in Oxford, and used it as his basis of Bree where beloved character Frodo Baggins meets Aragorn for the first time.
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This is the last pub on the "About Thame!! route for 9 miles until the Three Horseshoes, Towersey.
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Great spot for a coffee, cake or bacon sandwich with scandinavian twist. Character inside and with wooden seating in the back yard. The quality of the food is excellent
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The ascent towards Brill is very manageable from this side as well
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There are 8 dedicated no-traffic road cycling routes around Long Crendon featured in this guide. These routes offer a variety of distances and difficulty levels, ensuring there's something for every road cyclist.
The region around Long Crendon, particularly bordering the Chiltern Hills Area of Outstanding Natural Beauty, offers diverse terrain. You'll encounter rolling hills with some undulating sections and gentle climbs, as well as flatter stretches through the picturesque Aylesbury Vale. Many routes utilize minor roads, providing a smooth surface for road bikes.
Yes, there are 3 easy routes suitable for beginners or those looking for a relaxed ride. An excellent option is the Long Crendon High Street β Chilton Village loop from Long Crendon, which covers just over 23 km with manageable elevation, offering a pleasant introduction to the area's quiet roads.
Absolutely. For those seeking a moderate challenge, there are 5 routes available. The Chilton Village β Stanton St John Village loop from Long Crendon is a good example, stretching nearly 50 km with over 280 meters of elevation gain, providing a more extensive ride through the countryside.
Yes, the area is rich in scenic beauty. Many routes offer views of the Chiltern Hills and the Vale of Aylesbury. You might pass by points of interest such as the dramatic Old Kiln Lakes (Former Chinnor Chalk Pit) or enjoy panoramic vistas from View of the Vale of Aylesbury from Chinnor Hill. The Brill Windmill β View of the Brill Countryside loop from Long Crendon specifically highlights the iconic Brill Windmill.
Many of the routes in this guide are designed as loops, allowing you to start and finish in the same location without retracing your steps. For instance, the View of the Brill Countryside β Brill Windmill loop from Long Crendon offers a circular journey of over 28 km.
Cycling around Long Crendon allows you to explore charming villages like Haddenham and Waddesdon, known for their historic buildings. You can also spot the historic Long Crendon Courthouse or the 12th-century Notley Abbey. The Brill Windmill is a prominent historical landmark often included in routes.
While this guide focuses on road cycling, the wider region offers excellent family-friendly, traffic-free options. The Phoenix Trail, a 5-mile paved path between Thame and Princes Risborough, is ideal for all skill levels. For more information on family cycling routes in Buckinghamshire, you can visit buckinghamshire.gov.uk.
The area is highly rated by the komoot community, with an average score of 4.49 stars. Reviewers often praise the quiet, well-maintained minor roads, the picturesque countryside views, and the charming villages that make for enjoyable and peaceful road cycling experiences away from heavy traffic.
Yes, many of the routes pass through or near villages that offer opportunities for refreshments. Long Crendon itself has local establishments, and other villages like Haddenham and Waddesdon feature country pubs and cafes where you can take a break during your ride.
Long Crendon is accessible by local bus services, which may connect to larger towns with train stations. It's advisable to check local bus schedules and routes in advance to plan your journey to the starting points of these cycling routes.


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