4.4
(57)
3,473
riders
85
rides
Road cycling around Middleton is characterized by an extensive network of multi-use trails that traverse prairies, wetlands, and rolling farmland. The terrain is generally flat, offering scenic views of natural features and water bodies like Lake Mendota. The region's commitment to preserving its natural environment provides a varied landscape for no traffic road cycling routes.
Last updated: July 14, 2026
5.0
(4)
277
riders
98.1km
04:42
500m
500m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(2)
1
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Explore the history of the town's giant and search for the little mice!
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Excellent veggie breakfast served until 3pm.
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The Pocklington Canal was constructed at the beginning of the 19th century to transport agricultural goods from the East Riding to the larger urban centres to the south and west. A Bill was placed before Parliament in 1814 and the canal was designed by George Leather Jnr, an experienced navigation engineer who worked on Goole Docks and the Knottingley and Goole Canal. The canal was opened in 1818, running for 9.5 miles from the River Derwent at East Cottingwith to a mile south of Pocklington. The cost was £32,695, which was actually less than the original estimate. Hagg Bridge is one of four bridges crossing the canal designed by George Leather.
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The Rudston monolith is the tallest prehistoric standing stone in Britain, measuring almost 8 metres high, nearly 2 metres wide, a metre thick and estimated to weigh somewhere in the region of a massive 26 tons. This giant block of grey sandstone or gritstone was errected here either in the late Neolithic or early Bronze Age and is thought to have been quarried more than 10 miles away in the Cayton Bay area south of Scarborough, although the glacial transportation of a large block of stone that was then shaped and utilised by the prehistoric residents of the area cannot be ruled out. The top of the stone has been weathered and eroded into a fluted peak similar to the stones of the Devil's Arrows and a lead cap was first added to try to preserve it in the 18th century. The churchyard of All Saints that it stands in is of course much younger and although the christianisation of the site took place around 1100AD the stone had already stood here for at least 3000 years. The monolith stands close to the Gypsey Race, an occasional stream that flows along the floor of the Great Wold Valley from close to the barrow of Duggleby Howe in the east, past another pair of barrows at Wold Newton and Willie Howe before turning south past the Argham Henge and Cursus down to Rudston itself where it bends sharply and heads eastwards to the sea at Bridlington. The whole of the Gypsey Race landscape was obviously important in prehistoric times and holds a rich selection of sites, most of which have been destroyed or badly damaged by ploughing, including many round barrows, several long barrows, four cursuses and at least one henge. It continued to retain its importance into the historic period - a major Roman villa was discovered to the southwest of Rudston village. In the corner of the churchyard is a much smaller stone presumably brought here from a local barrow and also the remains of a double cist that was removed from a nearby barrow on Rudston Beacon by the antiquarian Canon Greenwell in the late 19th century.
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Marker board signifying Bridlington end (or start) of the Way of the Roses route.
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From here, you get a nice view of Hagg Bridge, a humpbacked crossing that spans the Pocklington Canal. The bridge looks so picturesque surrounded by the scenery of the Wolds. The fields are vibrant green, dotted with seasonal wildflowers and trees.
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Situated in the churchyard in the village of Rudston, this monolith, which stands at over 25 feet, is the tallest megalith in the United Kingdom.
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There are over 80 traffic-free road cycling routes around Middleton, offering a wide range of options for different skill levels. You'll find 34 easy routes, 49 moderate routes, and 4 more challenging options.
Yes, for an easy and relatively short ride, consider the Lockington Wood loop from Middleton on the Wolds. It's just under 20 km and features minimal elevation gain, perfect for a relaxed outing.
The routes around Middleton on the Wolds often take you through picturesque rolling farmland and quiet country lanes. You can also find routes that explore areas near canals and natural features, offering a peaceful cycling experience away from busy roads.
For a longer and more extensive ride, the Driffield Navigation Canal – Bridlington Priory Church loop from Middleton on the Wolds covers nearly 100 km with moderate elevation, offering a rewarding journey through varied landscapes.
Yes, some routes, like the Driffield Navigation Canal – Bridlington Priory Church loop, incorporate sections along canals. Additionally, the wider area features several lakes and ponds. You might find highlights like Fridaythorpe Pond or O Reservoir, Tophill Low Nature Reserve in the vicinity, which could be incorporated into your ride planning.
The komoot community highly rates the cycling experience around Middleton, with an average score of 4.5 stars. Reviewers often praise the quiet roads, scenic countryside, and the variety of routes available for different fitness levels, making it ideal for traffic-free road cycling.
While focusing on traffic-free cycling, some routes might bring you close to interesting points. For example, the Driffield Navigation Canal – Bridlington Priory Church loop passes by Bridlington Priory Church. Other nearby attractions include Burnby Hall Gardens and various dales like Sylvan Dale, which offer scenic viewpoints.
Many of the routes around Middleton are designed as loops, allowing you to start and finish in the same location. For instance, the Market Weighton Town Centre – Giant Bradley Statue loop is a great example of a circular route, offering a substantial ride without retracing your steps.
Spring and summer generally offer the most pleasant conditions for road cycling, with warmer weather and longer daylight hours. Autumn can also be beautiful with changing foliage. Always check local weather forecasts before heading out, especially for routes in more exposed areas.
Yes, some routes connect various towns and villages, allowing you to experience the local character. The Market Weighton Town Centre – Giant Bradley Statue loop, for example, takes you through Market Weighton, offering a chance to explore the town and its unique landmarks.
While specific 'family-friendly' designations aren't always available, the 'easy' rated routes, such as the Lockington Wood loop, are generally shorter and have less elevation, making them more suitable for families or those looking for a relaxed pace on quiet roads.


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