4.2
(189)
1,630
hikers
165
hikes
Hiking around Chilton offers routes through the rolling hills and open countryside of Buckinghamshire. The area features a mix of agricultural fields, scattered woodlands, and traditional village landscapes. The terrain is generally gentle, with moderate elevation changes, making it accessible for various fitness levels.
Last updated: May 9, 2026
4.3
(3)
29
hikers
7.84km
02:07
100m
100m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.0
(8)
32
hikers
5.89km
01:37
100m
100m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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22
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4.0
(1)
7
hikers
9.98km
02:45
170m
170m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
6
hikers
8.26km
02:17
150m
150m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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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.
0
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The roads on the west of the Mill are the easiest to ascent, the steepest is for descending is to the south towards Oakley
1
1
Great spot to stop, lovely views and quite a few benches to have a rest.
2
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The nearest building 60 yards away is a nice pub - The Pheasant.
3
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The beautiful view makes you forget the pain to get to the top.
2
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There are over 160 hiking routes around Chilton, offering a wide variety of options for different preferences and fitness levels. These trails explore the rolling hills, open countryside, and traditional village landscapes of Buckinghamshire.
Hiking around Chilton features generally gentle terrain, characterized by rolling hills, open countryside, and paths through agricultural fields and scattered woodlands. You'll find a mix of well-trodden paths and quieter routes, with moderate elevation changes making them accessible for various fitness levels.
Yes, Chilton offers many easy routes. For example, the Long Crendon Motte β Long Crendon High Street loop from Long Crendon is an easy 3.9-mile (6.3 km) trail that takes you through village surroundings and open fields. Overall, 93 of the routes in the area are rated as easy.
The trails around Chilton are highly rated by the komoot community, with an average score of 4.2 stars from over 180 reviews. Hikers often praise the peaceful rural landscapes, the charm of the traditional villages, and the well-maintained paths that make for an enjoyable outdoor experience.
Many of the routes around Chilton are circular, allowing you to start and end in the same location. An example is the Village Shop β Brill Windmill loop from Brill, a moderate 6.2-mile (9.9 km) trail that offers varied scenery.
While hiking around Chilton, you can encounter several interesting landmarks. The iconic Brill Windmill is a prominent feature on many routes. Other nearby attractions include historical sites like Waddesdon Manor and Thame Park House, offering a glimpse into the region's heritage.
Yes, there are 66 moderate routes around Chilton. The Brill Windmill β Brill Windmill loop from Brill is a moderate 5.3-mile (8.6 km) hike that offers a good workout with more significant elevation changes compared to the easy trails, while still providing beautiful views of the countryside.
Yes, the traditional village settings around Chilton often mean you'll find local amenities. For example, the George & Dragon β Coffee Shop & Tea Room, Quainton is a highlight that could be a stop on a longer route, offering refreshments after your walk.
The rolling hills and open countryside of Chilton are enjoyable throughout the year. Spring brings blooming wildflowers, summer offers long daylight hours, autumn showcases beautiful foliage, and even winter can be picturesque, especially on the generally gentle terrain. Always check local weather conditions before heading out.
Many trails around Chilton provide scenic views, particularly those that traverse the open countryside and higher ground. Routes that pass by the Brill Windmill often offer expansive vistas of the surrounding Buckinghamshire landscape, characterized by rolling hills and patchwork fields.
While specific dog-friendly designations for every trail are not listed, the general nature of the open countryside and public footpaths in Buckinghamshire often allows for well-behaved dogs on leads. Always be mindful of livestock in fields and local signage regarding dog access, especially in agricultural areas.


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