4.6
(42)
1,499
riders
157
rides
Road cycling around Chedington features a landscape characterized by rolling hills and varied terrain, offering routes that traverse both open countryside and more sheltered areas. The region includes moderate elevation changes, providing engaging rides for different skill levels. Road cyclists can expect a mix of rural roads and scenic stretches, with some routes extending towards coastal areas.
Last updated: July 1, 2026
5
riders
90.0km
05:12
1,470m
1,470m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
3.0
(1)
57
riders
54.7km
02:35
500m
500m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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5.0
(3)
61
riders
55.3km
02:47
570m
570m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
48
riders
124km
05:44
1,120m
1,120m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
42
riders
44.3km
02:11
420m
420m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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If you think your homeowner’s association is strict, try the Almshouse of St. John the Baptist. Established in 1437, it was basically a 15th-century "assisted living" facility for the "brave and the broke." The rules? Absolutely medieval. You had to be "of good character," which in 1437 mostly meant "doesn’t throw mud at the Abbot." The jewel inside is the Sherborne Missal, a book so fancy it makes your iPad look like a rock. Today, it stands as a gorgeous Hamstone time capsule where history is thick, the chapel is tiny, and the vibes are strictly "pious chic."
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Originally a Saxon cathedral, Sherborne Abbey is a golden-stoned masterpiece of Perpendicular Gothic architecture. Its claim to fame is the fan vaulting—arguably the earliest and most spectacular in England—which spreads across the ceiling like delicate stone lace. The Abbey has survived fires (started by a bickering abbot and townspeople in 1437), the Dissolution of the Monasteries, and the test of time. Inside, you’ll find the tombs of West Saxon kings and the stunning Great West Window. It remains a living "lantern" of Dorset, glowing with honey-colored Hamstone and a quiet, ancient majesty that defines the town.
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A song that – originally from the American gospel tradition – has begun its journey around the world, fits wonderfully with this house of God, which the parish community has entrusted to the patronage of „All Saints“. „Oh when the Saints go marching in, oh when the Saints go marching in, oh Lord, I want to be in that number, oh when the Saints go marching in.“ Over the decades, new versions of the lyrics have emerged again and again; an original text cannot be proven due to early oral tradition. Many artists have taken up the gospel song and released it in their own interpretation, such as Bruce Springsteen with the Session Band at a concert in Dublin: https://www.youtube.com/watch?v=i6eKkirEcgE
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If you’re looking for a breakfast that feels like a big, warm hug, The Town Mill Bakery is your spiritual home in Lyme Regis. This isn't your average "grab-and-go" spot; it’s a rustic, communal experience where you sit at long wooden trestle tables and pass the jam like one big happy family. The Vibe: It’s all about the open-plan theater of baking—watch the bakers work their magic while the scent of fresh sourdough fills the air. The Food: Reviewers rave about the "build-your-own" toast style and their legendary almond croissants. Self-Service Fun: Grab your own coffee and settle in for a slow, cozy morning by the mill stream.
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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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Beautiful views are always guaranteed, regardless of the what the weather holds.
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I always make time to pop in on my walks in this area as it is wonderfully calming and peaceful. I like to just sit and marvel at the talent of the architecture.
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There are over 160 road cycling routes available around Chedington, offering a wide range of options for different skill levels and preferences.
Road cycling around Chedington features a landscape characterized by rolling hills and varied terrain. You'll find routes traversing both open countryside and more sheltered areas, with moderate elevation changes and a mix of rural roads, some extending towards coastal areas.
Yes, Chedington offers a good selection of routes suitable for beginners. There are 25 easy road cycling routes, perfect for those looking for a more relaxed ride through the scenic countryside.
Absolutely. For cyclists seeking a challenge, Chedington has 23 difficult road cycling routes. These often feature significant climbs and descents, such as the demanding Bridport & Lyme Regis loop from Crewkerne, which includes over 1,400 meters of elevation gain.
The region's rolling hills and varied terrain are enjoyable throughout much of the year. Spring and autumn generally offer pleasant temperatures and beautiful scenery. While winter cycling is possible, be prepared for cooler temperatures and potentially wet conditions on rural roads.
Many of the road cycling routes around Chedington are designed as loops, allowing you to start and finish at the same point. Examples include the popular The Potting Shed – Little Bakery loop from Crewkerne and the West Bay Coastal View – Hive Beach Café loop from Beaminster.
Many routes offer scenic views and pass by interesting landmarks. You might encounter natural features like Pilsdon Pen Summit and Trig Point, or historical sites such as St John the Baptist Church, Broadwindsor. Some routes also pass by tranquil spots like Sutton Bingham Reservoir.
Yes, several routes in the Chedington area extend towards the coast, providing stunning coastal vistas. The West Bay Coastal View – West Bay Harbour loop from Crewkerne is a great option for experiencing the dramatic coastline.
The komoot community highly rates road cycling in Chedington, with an average score of 4.5 stars from over 30 reviews. Cyclists often praise the varied terrain, the charming rural roads, and the beautiful coastal views offered on many routes.
Yes, for those looking for iconic climbs, the Cheddar Gorge Climb – Cheddar Gorge loop from Crewkerne offers a significant challenge, taking you through one of the UK's most famous gorges.
Certainly. For longer rides, routes like the Bridport & Lyme Regis loop from Crewkerne cover nearly 90 km, offering an extensive tour through the region's diverse landscapes.


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