4.7
(290)
1,833
hikers
9
hikes
Family friendly hiking trails around Pleshey traverse open farmland, quiet country lanes, and paths alongside gentle brooks in the Essex countryside. The landscape features modest elevations, such as Pleshey Mount, offering views of the surrounding area and a local reservoir. The region is characterized by a mix of open fields, small woodlands, and historical earthworks, providing varied terrain for exploration.
Last updated: May 3, 2026
4.9
(40)
121
hikers
8.83km
02:17
50m
50m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.4
(10)
22
hikers
4.95km
01:17
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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5.0
(1)
10
hikers
11.2km
02:53
50m
50m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
5
hikers
4.73km
01:13
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4.0
(2)
4
hikers
9.42km
02:27
60m
60m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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An amazing place, not too much to see, brilliant view from the top, have a guided tour to understand why it was here and what it was like back in the day.
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The long drags at 3% can sometimes be worse than the short but steeper hills. Great riding around this area and pretty much traffic free.
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Fellow cyclists: Please be very careful here! The ford can be extremely slippery as itβs covered with algae. A number of serious bicycle accidents have unfortunately happened here which could have been avoided. Do not attempt to ride through the ford! Please use the footpath instead which is a little hidden on the side.
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Great Waltham is a pretty Essex village with a history that stretches back to Roman times. There is a decent pub, a village shop and some interesting architecture, including the Grade I-listed Church of St Mary and St Lawrence, the Elizabethan guildhall, and a Grade I-listed house called Langley's.
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The Leather Bottle is a Grade II-listed pub in the heart of Pleshey where you can get food and drink. The pub was once owned by the late Keith Flint, frontman of seminal dance music band, the Prodigy. Keith, and the band, hailed from nearby Braintree.
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Pleshey Castle was completed around the turn of the 12th century and was a motte and bailey. These days, nothing much survives, apart from the earthworks, sections of mote, and a 14th-century brick-built bridge. You still get a good sense of the fortification, though.
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Parts of Holy Trinity Church date to 1394. However, the church was almost entirely rebuilt in 1868 after it fell into disrepair and only the medieval crossing arches were saved. As such, the church is Grade II-listed. It is worth spending a moment here to admire its Victorian stained-glass windows, as well as the peaceful surroundings.
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There are over 9 family-friendly hiking trails around Pleshey, ranging from easy strolls to moderate walks. These routes are highly rated by the komoot community, with an average score of 4.7 stars from over 280 reviews.
Yes, many of the trails around Pleshey are generally flat, making them suitable for families with young children. While specific stroller accessibility can vary by route, the gentle terrain of the Essex countryside, with its open fields and country lanes, often accommodates easier walks. For a shorter, easier option, consider the Holy Trinity Church loop from Pleshey, which is rated as easy.
You can expect classic English countryside scenery, including expansive open farmland, quiet country lanes, and gentle streams like the Walthambury Brook. Many routes also offer views of a local reservoir and incorporate historical elements. The area features a mix of open fields and small woodlands, providing a varied landscape for your family adventure.
Absolutely! Many routes are designed to incorporate the rich history of Pleshey. You can explore the significant Norman motte-and-bailey earthworks of Pleshey Castle Earthworks and Brick Bridge. The historic Pleshey Village itself is enclosed by ancient earthworks, and the Holy Trinity Church loop from Pleshey often serves as a point of interest, with elements dating back to around 1400.
Yes, many of the family-friendly hiking trails around Pleshey are circular, allowing you to start and end your journey in the village. This is convenient for families, often providing the option to visit local amenities before or after your walk. Examples include the Holy Trinity Church β Bury Lane Ford loop from Pleshey and the Pleshey Rolling Hills β Holy Trinity Church loop from Pleshey.
Yes, the footpaths and country lanes around Pleshey are generally dog-friendly, making them ideal for family outings with your canine companion. Please remember to keep dogs under control, especially when walking through farmland where livestock may be present, and to clean up after them.
The area is highly rated by the komoot community, with an average score of 4.7 stars. Reviewers often praise the peaceful English countryside, the well-maintained footpaths, and the historical points of interest like Pleshey Castle Earthworks. The generally flat terrain and circular routes are also frequently highlighted as ideal for family walks.
For an easier and shorter family walk, the Holy Trinity Church loop from Pleshey is an excellent choice. It covers approximately 5 km and is rated as easy, making it perfect for little legs. Another good option is the Pleshey Rolling Hills β Holy Trinity Church loop from Pleshey, which is also easy and around 4.7 km.
Pleshey is a small village, and while specific dedicated car parks for trailheads might be limited, there is usually on-street parking available within the village, particularly near popular starting points like Holy Trinity Church. Always be mindful of local residents and signage when parking.
Yes, the village of Pleshey is home to The Leather Bottle, a local pub that is often a popular stop for refreshments after a hike. Many circular routes are designed to begin and end in the village, making it convenient to enjoy a meal or a drink with your family.
Pleshey offers enjoyable hiking experiences throughout the year. Spring brings blooming wildflowers and lush green fields, while summer provides longer daylight hours for extended walks. Autumn showcases beautiful foliage, and even winter walks can be charming, especially on crisp, clear days. The generally flat terrain makes it accessible in most conditions, though paths can be muddy after rain.
While much of the immediate Pleshey area features open farmland, the broader Essex region contains pockets of woodland. For a route that incorporates some wooded sections, consider the Holy Trinity Church β Woodland Gravel Path loop from Pleshey, which offers a mix of open countryside and more sheltered paths.


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