4.5
(81)
3,181
riders
203
rides
Road cycling routes around Chilton traverse a landscape characterized by rolling chalk hills and ancient woodlands. The region features undulating terrain with both climbs and descents, providing varied experiences for cyclists. Altitudes range from 29 to 274 meters, offering diverse views. The area provides a peaceful natural experience, with many routes winding through scenic countryside.
Last updated: July 2, 2026
29
riders
51.5km
02:09
250m
250m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
39
riders
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.
13
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult 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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A good challenging hill with some nice cottages on top to reward you for it
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Depending on which way you’re traveling: it’s either brilliant or dreadful! A long steep hill!
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Amazing stop for pizza. Bike racks, outside and inside seating and good service
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A lovely little church, didn't get a chance to go inside by was nice to take a stop at
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Campsite now open, friendly staff, great cake and bacon/sausage sandwich's. Large cycle groups should book to ensure a spot
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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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There are over 220 road cycling routes around Chilton, offering a wide range of options for different skill levels. You'll find 77 easy routes, 137 moderate routes, and 8 more challenging rides.
Road cycling routes around Chilton are characterized by rolling chalk hills, ancient woodlands, and undulating terrain. You can expect both climbs and descents, with altitudes ranging from 29 to 274 meters, providing diverse views and a rewarding experience.
Yes, Chilton offers several easy road cycling routes. A great option is the Long Crendon High Street – Chilton Village loop from Long Crendon, an easy 23.2 km path that connects charming villages and features gentle gradients.
The Chilterns region, which encompasses Chilton, is known for its undulating terrain with both steep climbs and descents. While specific named climbs aren't detailed in the routes provided, the moderate and difficult routes, such as the Dinton Church and Manor House – Bridgeway Climb to Cuddington loop from Long Crendon, will offer more significant elevation gains and challenging sections.
Many routes offer views of the picturesque countryside. The Brill Windmill – View of the Brill Countryside loop from Brill is a popular choice, offering excellent views. You can also visit Brill Windmill itself, which is a notable viewpoint in the area.
Yes, many of the road cycling routes around Chilton are circular loops. For example, the Brill Windmill – View of the Brill Countryside loop from Long Crendon is a 25.9 km circular trail through rolling hills.
The area around Chilton is rich in historical sites and natural beauty. You can cycle past Waddesdon Manor, explore Dinton Village, or visit Brill Windmill. The Phoenix Trail also offers a traffic-free path through lovely countryside views.
Yes, the Chilterns region features charming villages and market towns with amenities. For instance, the George & Dragon — Coffee Shop & Tea Room in Quainton is a highlight that cyclists can visit, offering a place to refuel.
The road cycling routes in Chilton are highly rated by the komoot community, with an average score of 4.5 stars from over 39 reviews. Cyclists often praise the varied terrain, the peaceful natural experience, and the well-maintained paths through rolling hills and ancient woodlands.
The Chilterns National Landscape, where Chilton is located, offers beautiful scenery year-round. However, for the most comfortable conditions, spring and autumn generally provide pleasant temperatures and vibrant landscapes. Summer is also popular, but routes can be busier. Always check local weather conditions before heading out.
Yes, the region offers some excellent traffic-free options. The Phoenix Trail, a 5-mile surfaced route between Thame and Princes Risborough, is entirely traffic-free. Additionally, the Waddesdon Manor Estate Car-Free Roads provide another opportunity for a peaceful ride.
While many road routes involve undulating terrain, the Phoenix Trail is a level, surfaced, and traffic-free path, making it highly suitable for families. The Ashridge Estate, within the broader Chilterns area, also features various family-friendly cycling routes starting from its Visitor Centre.


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