4.3
(181)
1,822
hikers
207
hikes
Easy hiking trails around Upper Winchendon are characterized by elevated terrain offering views over the surrounding Buckinghamshire countryside. The landscape primarily consists of arable land and permanent grass, resting on limestone and clay soil. Hikers can expect varied elevations, with some areas reaching 400 feet above ordnance datum. The region provides access to picturesque valleys and historical surroundings, including ancient churches and fragments of 17th-century manor houses.
Last updated: May 3, 2026
4.5
(4)
26
hikers
3.28km
00:52
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
20
hikers
5.75km
01:34
90m
90m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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5.0
(2)
14
hikers
5.14km
01:23
60m
60m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(2)
84
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
6
hikers
5.23km
01:21
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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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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This was a great round loop, thereโs a number of stiles to get over and not all are dog friendly, and require a lift, but great walking
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Waddesdon Manor is a magnificent 18th-century French Renaissance-style country manor house situated in the town of Waddesdon in Buckinghamshire. As you're running by, look down the avenue and enjoy the sheer beauty and magnitude of this sensational building.
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The powerhouse for the Manor. With the original lift inside
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For the light festival the Parterre was changed into a light spectacular in keeping with the illuminated house. Waddesdon is famous for its Carpet Bedding and every spring and summer we change the design of the beds on the Parterre and on either side of the South Fountain. A French-inspired formal garden, a parterre is made up of a symmetrical pattern of beds set off by mown grass and contained by neat pathways and low clipped hedges. Usually designed to be seen from above, in our case from the raised terrace and the main reception rooms and bedrooms on the south side of the Manor. In the centre sits a magnificent fountain, originally made for an Italian palace in Colorno. The parterre was restored in 1994 to designs by Beth Rothschild. In 2000 Waddesdon won the Europa Nostra award for โthe extraordinary re-creation with modern techniques of a major Victorian gardenโ.
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There are over 120 easy hiking trails around Upper Winchendon, offering a wide variety of options for all skill levels. In total, the area features more than 200 hiking routes.
Easy hikes in Upper Winchendon offer charming views of the Buckinghamshire countryside. You'll experience elevated terrain with vistas over valleys where sheep and cattle graze, arable land, and permanent grass. The landscape is characterized by its historical surroundings and picturesque rural charm.
The easy trails in Upper Winchendon are highly regarded by the komoot community, with an average rating of 4.3 stars from nearly 180 reviews. Hikers often praise the varied elevations, open countryside, and the peaceful, scenic environment.
Yes, many of the easy trails around Upper Winchendon are circular, allowing you to start and end at the same point. For example, the Windmillhill Plantation loop from Buckinghamshire is an easy 3.5-mile (5.6 km) circular path, and The Five Arrows loop from Buckinghamshire is another popular 3.2-mile (5.1 km) option.
Absolutely. The easy trails around Upper Winchendon are generally suitable for families. Many routes feature gentle terrain and manageable distances. The Grassy Field Path โ River Crossing loop from Cuddington, at 2.0 miles (3.2 km), is a great option for a shorter family outing.
Most public footpaths and trails in the Buckinghamshire countryside, including those around Upper Winchendon, are dog-friendly. However, it's always recommended to keep dogs on a lead, especially when passing through fields with livestock or near roads, and to clean up after them.
The area around Upper Winchendon is rich in history. You can encounter the ancient St. Mary Magdalene Church, dating back to the 12th century, which offers fine views from its elevated position. The Wilderness, a fragment of a 17th-century manor house, also adds historical interest. Additionally, the magnificent Waddesdon Manor is just 1.5 miles south of Upper Winchendon.
Yes, there is an easy route that takes you through the estate. The Waddesdon Manor Collections โ Waddesdon Manor loop from Buckinghamshire is a 3.5-mile (5.6 km) trail that allows you to explore the lavish grounds and car-free roads of the estate.
Given Upper Winchendon's elevated position, many easy trails offer scenic viewpoints over the surrounding countryside. The local church itself provides fine views. For a distinct landmark viewpoint, consider visiting Brill Windmill, which is a notable feature in the wider area.
Upper Winchendon offers pleasant hiking conditions throughout much of the year. Spring and summer bring lush green landscapes and wildflowers, while autumn provides beautiful foliage. Even in winter, the trails can be enjoyed, though some paths might be muddy due to the limestone and clay soil.
While Upper Winchendon itself is a small village, the wider area of Buckinghamshire offers options. For example, the George & Dragon in Quainton is a coffee shop and tea room that can be a convenient stop before or after your hike.
Parking in Upper Winchendon is typically available in designated areas within the village or at trailheads. As it's a rural area, specific car parks might be limited, so it's advisable to check local signage and be considerate of residents when parking.


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