4.5
(471)
16,158
riders
572
rides
Road cycling around Chilworth offers diverse terrain within the Surrey Hills National Landscape, characterized by rolling hills, woodlands, and quiet country lanes. The area provides a blend of challenging climbs and gentle pathways, with mostly paved surfaces suitable for road biking. Notable features include the Tillingbourne River Valley and various hills, contributing to varied elevation profiles. This region is well-suited for road cyclists seeking both invigorating rides and scenic beauty.
Last updated: April 21, 2026
4.5
(4)
107
riders
37.2km
01:40
360m
360m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
84
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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4.0
(2)
63
riders
36.3km
01:42
380m
380m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
44
riders
97.3km
04:09
500m
500m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
29
riders
36.8km
01:32
200m
200m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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The striking bronze statue of King Alfred the Great is one of Winchester's most recognizable landmarks, dominating The Broadway at the eastern end of the High Street near the River Itchen. Sculpted by Sir Hamo Thornycroft, the colossal, 15-foot-tall figure was erected in 1901 to commemorate the millennium of the king's death—a pivotal figure who made Winchester his capital and is credited with being "The Founder of the Kingdom and Nation," as inscribed on its granite base. Depicting a heroic, bearded Alfred in a regal stance with a downward-pointing sword hilt forming a cross, the statue celebrates his dual role as a military champion against the Vikings and an early Christian leader, all while standing proudly in the city he helped define.
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The Royal Oak is a famously historic pub in Winchester, often claiming to be one of the oldest in England, with its origins reputedly tracing back to 1002 AD when the building served as the residence of the Anglo-Saxon Queen Emma. Tucked away in a narrow passage off the High Street, it exudes a traditional charm with its low ceiling beams and wood-panelled walls, and patrons can even venture into a cellar area said to contain remnants of the ancient structure. The pub's current name, which appeared in the 17th century, is believed to reference the Civil War and the Royalist support shown by its patrons, and today it remains a popular spot for enjoying classic pub food, cask ales, a weekly quiz, and a hearty Sunday roast.
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The Sword: Alfred is shown grasping a large, cross-hilted sword with the point facing downwards. This posture is symbolic, representing not just his prowess as a warrior who defended his kingdom against the Vikings, but also his role as a Christian leader, with the hilt forming the shape of a cross. The Pedestal: The statue rests on a large pedestal of Cornish granite, which is inscribed with just one word: AELFRED. Historical Portrayal: Thornycroft's depiction is a romanticized, heroic one—showing Alfred with a long, flowing beard—even though contemporary coins suggest the King was clean-shaven. The monument represents the Victorian-era idea of Alfred as a perfect warrior, statesman, and philosopher king.
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The statue depicts Alfred the Great (847–899 AD), who was the King of the West Saxons and is traditionally regarded as the first King of the Anglo-Saxons and the founder of the Kingdom of England. Winchester was his capital. Sculptor: Sir Hamo Thornycroft, a highly-regarded Royal Academician. Completion: It was completed in 1901, although it was commissioned to mark the millennium of King Alfred's death (which was in 899 AD). Size: The bronze statue is monumental, standing at 15 feet (4.57 m) high and weighing about five tons. The total height with its granite pedestal is around 40 feet. Location: It stands prominently at the eastern end of The Broadway, near the junction with Bridge Street and Eastgate Street, with the High Street extending behind it toward the city centre.
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Lovely road down towards Brockenhurst but was quite a bit of traffic on the summer midweek I rode it. Tarmac pretty good. Cattle grids as to be expected to rattle the fillings loose.
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More information about King Alfred: https://www.cityofwinchester.co.uk/history/html/king_alfred.html
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Winchester Cathedral in southern England is an impressive building steeped in history. Its Gothic architecture and intricate details make a visit a fascinating experience. Particularly impressive are the high vaults and the historic artworks that adorn the church. The interior exudes a serene and dignified atmosphere, inviting you to linger. The cathedral is a significant cultural and religious center, reflecting both history and spirituality. Overall, it is a worthwhile destination for visitors interested in architecture, history, and art.
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a little slippery when wet - take care
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There are over 570 road cycling routes around Chilworth, offering a wide variety of options for different skill levels and preferences. The komoot community has explored these routes extensively, with over 16,000 road cyclists using komoot in the area.
Road cycling in Chilworth, situated within the Surrey Hills National Landscape, offers diverse terrain. You'll find a mix of rolling hills, woodlands, and quiet country lanes, with mostly paved surfaces. The area is known for both challenging climbs, such as those found on routes like Merdon Castle Lane – Merdon Castle Lane Climb loop from Swaythling, and more gentle pathways, catering to various abilities.
Yes, Chilworth offers a good selection of easier routes. Out of the over 570 routes, 237 are rated as easy. These routes often follow gentler pathways and quiet lanes, providing a pleasant experience for beginners or families. For example, the Pound Lane – Cyclist Mosaic Mural loop from Swaythling is an easy option.
The Chilworth area is rich in natural beauty and historical points of interest. You can enjoy views from St Catherine's Hill, or explore the historic The Bargate. The region also features the picturesque Tillingbourne River Valley and areas like St Martha's Hill, known for its impressive vistas. The Hatt Lane Cycle Path – River Test at Mottisfont loop from Emer Bog & Baddesley Common Nature Reserve offers scenic views along the River Test.
Absolutely. The broader Surrey Hills region is renowned for challenging climbs like Box Hill and Leith Hill. For longer distances, routes such as the Eling Harbour – Eling Marina loop from Swaythling cover nearly 100 km. The area features 16 difficult routes and 324 moderate routes, providing ample challenge for experienced riders.
The road cycling routes around Chilworth are highly rated by the komoot community, with an average score of 4.5 stars from over 400 reviews. Cyclists often praise the diverse terrain, the blend of challenging climbs and quiet country lanes, and the scenic beauty of the Surrey Hills National Landscape. The well-maintained, mostly paved surfaces are also a significant draw.
Yes, many road cycling routes around Chilworth are designed as loops, allowing you to start and finish in the same location. The region's network of quiet lanes and scenic roads lends itself well to circular tours, often incorporating local landmarks or villages. For example, the Winchester City Gate – Winchester Cathedral loop from Swaythling is a popular circular route.
Yes, many routes in and around Chilworth pass through or near villages like Albury and Shere, which offer pubs and cafes. Chilworth itself also has refreshment options. These establishments provide convenient stops for cyclists to refuel and relax during their rides.
The Surrey Hills, including Chilworth, are beautiful year-round. Spring and autumn offer pleasant temperatures and stunning scenery, with Chantry Woods being particularly spectacular during bluebell season in spring. Summer provides longer daylight hours, while winter rides can be invigorating, though some routes might be affected by weather conditions. Always check local forecasts before heading out.
Chilworth Railway Station serves as a potential access point for some routes, including sections of the Downs Link, a shared-use trail that connects to the North Downs Way. For specific route access via public transport, it's advisable to check local bus and train schedules to plan your journey effectively.
While many road cycling routes utilize quiet country lanes, the broader area also features the Downs Link. This 37-mile (59km) shared-use, largely traffic-free off-road trail follows disused railway lines, linking the North Downs Way with the South Downs Way. Although primarily off-road, it offers a relatively flat route suitable for various bikes and can be accessed from the Chilworth area. More information can be found at visitsurrey.com.


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