4.5
(811)
4,955
hikers
13
hikes
Family friendly hiking trails around Broadwindsor are characterized by a landscape of rolling hills, ancient woodlands, and fertile valleys in rural Dorset. The area features two prominent hills, Lewesdon Hill and Pilsdon Pen, which offer expansive views across the Marshwood Vale and towards the Jurassic Coast. These natural features provide a varied terrain for hiking, from gentle slopes to more challenging ascents, often through historic footpaths and ancient lanes.
Last updated: May 4, 2026
4.3
(21)
50
hikers
10.9km
03:15
330m
330m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.4
(20)
38
hikers
10.1km
03:02
330m
330m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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5.0
(1)
11
hikers
5.05km
01:28
140m
140m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
3.0
(5)
19
hikers
8.36km
02:26
220m
220m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
8
hikers
12.1km
03:30
290m
290m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Gemini said If you find yourself in the rolling hills of West Dorset, the Church of St John the Baptist in Broadwindsor is a classic, "slow-paced" country church that packs a surprising amount of history into its quiet stone walls. It’s perched on a high spot right in the heart of the village, looking out over the square like it’s been keeping watch forever (which, to be fair, it mostly has). Here’s why it’s worth a wander: A Royal Fugitive’s Hiding Spot The village’s biggest claim to fame involves a high-stakes game of hide-and-seek. After losing the Battle of Worcester in 1651, King Charles II fled for his life and spent a night right here in Broadwindsor. While the King was hiding in a nearby inn (now private cottages), Parliamentarian soldiers actually arrived in the village to search it. Legend says he only escaped because a local woman went into labor in the same building, causing such a chaotic distraction that the soldiers moved on without finding him. He eventually escaped to France, but the church stands as a silent witness to that tense night. The "Witty" Rector In the 1630s, the church was led by Thomas Fuller, a man described as one of the first English writers to actually make a living from his pen. He was famous for his "pregnant wit" and once said, "Charity begins at home, but should not end there." * Even today, the village is very proud of him—you’ll often find his quotes inscribed in the local community pub, The White Lion, just down the road. What to Look For Inside The "Wonky" Architecture: The church has a mix of styles because it’s been rebuilt and patched up over nearly 900 years. You’ll see heavy, rounded Norman arches on one side of the nave and more pointed "Early English" ones on the other. It gives the interior a slightly mismatched, organic feel. The Ancient Font: There is a square font made of Purbeck Marble that dates back to the early 1200s. It’s been used to baptize village children for eight centuries. The Bells: The tower holds a ring of six bells. Some of them are "pre-Reformation," meaning they’ve been swinging in that tower since before Henry VIII broke away from Rome. The "Compromise" Clock: If you’re there during the day, you’ll hear the clock chime. There was a recent local debate about whether it should chime at night; in a very "British village" move, they compromised—it now stays quiet from 9:00 PM to 6:00 AM so the neighbors can sleep!
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Good place to stop for a nice coffee and a flapjack.
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At an elevation of 915 feet (279 meters), this is the highest point in Dorset, from where you can take in the beautiful surrounding countryside through the trees. For a long time, it was believed that Pilsdon Pen was the highest point in Dorset, but relatively recently, it was discovered that Lewesdon Hill stands two meters higher.
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The summit of this hill represents the second highest point in Dorset, and from here, you'll have breathtaking panoramic views. At the top, there was an Iron Age hillfort, which was excavated in the mid-20th century.
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At the heart of the village, you'll find this lovely church, with its churchyard, of which the oldest parts are known to date back to the 12th century, in a Norman Romanesque style. During the Victorian era, it underwent significant restoration, so you can see signs of this period in its exterior appearance.
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This hill takes its name from the Old English, meaning 'wheat hill.' It has a Roman fort of the Second Legion on a narrow east-west ridge, at an elevation of 210 meters.
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There are over 10 family-friendly hiking trails around Broadwindsor, ranging from easy strolls to more moderate adventures. Many of these routes offer a wonderful way to explore the diverse landscapes of Dorset with your loved ones.
The family-friendly trails around Broadwindsor offer a mix of terrain. You'll find ancient lanes, well-trodden footpaths, and some gentle ascents to hills like Lewesdon Hill and Pilsdon Pen. While some paths are relatively flat through the Marshwood Vale, others involve moderate climbs to reach stunning viewpoints. The paths are generally well-maintained, but sturdy footwear is always recommended.
Yes, there are several easy walks perfect for families with younger children. For example, the Lewesdon Hill – Broadwindsor Post Office loop from Broadwindsor is an easy option that allows you to enjoy the natural beauty without significant climbs. While some paths may be suitable for robust strollers, many trails involve uneven surfaces, so a baby carrier might be more practical for very young children.
Broadwindsor is surrounded by incredible natural features. You can hike to the summits of Dorset's highest points, Pilsdon Pen and Lewesdon Hill, which offer panoramic views stretching across Dorset, Devon, Somerset, and even out to the Jurassic Coast. The ancient woodlands of Lewesdon Hill are particularly beautiful in spring with bluebells. You might also catch glimpses of the famous Golden Cap Summit in the distance.
Absolutely! Both Lewesdon Hill and Pilsdon Pen are home to impressive Iron Age hillforts, dating back over 2,500 years. You can still see visible ramparts and ditches, offering a fascinating glimpse into ancient history. Pilsdon Pen, in particular, has evidence of human activity dating back 10,000 years with flint tools found there.
Yes, many of the trails around Broadwindsor are dog-friendly, making them perfect for a family outing with your canine companion. Both Lewesdon Hill and Pilsdon Pen, managed by the National Trust, welcome dogs, though it's always best to keep them on a lead, especially around livestock and to protect wildlife. Always remember to clean up after your dog.
Yes, many of the family-friendly routes around Broadwindsor are circular, allowing you to start and end your hike in the same location. Popular options include the Pilsdon Pen & Lewesdon Hill loop from Broadwindsor, which takes you over both prominent hills, and the shorter Lewesdon Hill – Broadwindsor Post Office loop.
Parking is generally available in or near Broadwindsor village. For trails accessing Lewesdon Hill and Pilsdon Pen, there are often small car parks or roadside parking spots at trailheads. It's advisable to check specific route details on komoot for the most convenient parking locations for your chosen family hike.
Broadwindsor village itself has local amenities, including a shop. While specific cafes directly on trailheads might be limited, you can often find pubs in Broadwindsor or nearby villages that are welcoming to families and offer refreshments after your hike. It's a good idea to check opening times in advance.
The area is highly rated by the komoot community, with an average score of 4.45 stars. Reviewers often praise the stunning panoramic views from the hilltops, the peaceful ancient woodlands, and the sense of history found in the Iron Age hillforts. The diverse landscape and well-marked paths are frequently highlighted as ideal for family adventures.
Broadwindsor offers beautiful hiking opportunities year-round. Spring is particularly lovely with bluebells carpeting Lewesdon Hill and fresh greenery. Summer provides longer daylight hours and generally good weather for exploring. Autumn brings vibrant colours to the woodlands, and even winter hikes can be rewarding with crisp air and clear views, though paths can be muddy.


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