The best cycling routes around Medstead
4.5
(54)
658
riders
15
rides
Touring cycling routes around Medstead, Hampshire, traverse a landscape characterized by rolling hills and chalk landscapes. The area offers a mix of mostly paved surfaces and some unpaved segments, providing varied terrain for cyclists. This region is part of the scenic Hampshire countryside, featuring accessible routes suitable for different skill levels.
Best touring cycling routes around Medstead
- The most popular touring cycling route is Chawton Woods Gravel Trail – The Green, Alton loop from Medstead, a 25.1 miles (40.3…
Last updated: May 4, 2026
4.3
(3)
40
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
17
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(2)
11
riders
40.4km
02:35
400m
400m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
11
riders
77.5km
04:53
850m
850m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
10
riders
53.0km
03:10
420m
420m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Tips from the Community
Light hills and lovely scenery. Lots of coffee stops in Arlesford.
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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 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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Ancient Origins: The earliest surviving structure of the gate is of Anglo-Saxon character, though it was rebuilt in the 12th century and later modified in the 13th and 14th centuries. Military Features: The 14th-century modifications included a portcullis in the western façade and two inverted-keyhole gunports (for hand-held cannon), which are considered some of the earliest in the country. Today, the structure houses the Westgate Museum, which is operated by the Hampshire Cultural Trust.
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The Westgate in Winchester is one of the city's most significant and iconic historical landmarks. It is a fortified medieval gateway that stands prominently at the upper end of the High Street, close to the Great Hall of Winchester Castle. Key Facts and History Surviving Gate: It is one of only two fortified medieval gateways that survive in Winchester (the other being Kingsgate), the rest having been demolished in the 18th century.
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More information about King Alfred: https://www.cityofwinchester.co.uk/history/html/king_alfred.html
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Frequently Asked Questions
How many touring cycling routes are available in Medstead?
There are over 15 touring cycling routes around Medstead, offering a variety of experiences for different skill levels. These routes are highly rated by the komoot community, with an average score of 4.5 stars.
What kind of terrain can I expect on Medstead's cycling routes?
The routes around Medstead traverse a landscape of rolling hills and scenic chalk landscapes. You'll find a mix of mostly paved surfaces, making many routes accessible, alongside some unpaved segments for those seeking a more adventurous experience.
Are there routes suitable for beginners or families?
Yes, Medstead offers routes suitable for varying abilities. While many routes are moderate to difficult, there is at least one easy route available. For a moderate option, consider the Watercress Beds – The Flower Pots Inn & Brewery loop from Medstead, which winds through scenic areas.
Are there any challenging routes for experienced touring cyclists?
Absolutely. Medstead features several challenging routes with significant elevation gains. For instance, the The Flower Pots Inn & Brewery – The Old Forge Tearoom loop from Medstead is a difficult 48.2-mile trail with over 840 meters of ascent, leading through the Hampshire countryside.
Can I find circular touring cycling routes around Medstead?
Many of the touring cycling routes in Medstead are designed as loops, allowing you to start and finish in the same location. Examples include the popular Chawton Woods Gravel Trail – The Green, Alton loop from Medstead and the Watercress Beds – The Flower Pots Inn & Brewery loop from Medstead.
What are some scenic viewpoints or natural features to look out for?
The region is known for its rolling hills and chalk landscapes, offering picturesque views. You can explore natural highlights like Joan's Acre Wood or the Source of the River Itchen. The Abbotstone Iron Age Fort and Nature Reserve also offers a viewpoint.
Are there any historical sites or attractions along the routes?
Yes, the area around Medstead is rich in history. You can find attractions such as Jane Austen's House Museum, various historical churches like St John the Baptist Church, New Alresford, and Alton Abbey. The Ancient Yew Tree at St. Mary’s Church is another notable historical site.
Where can I find places to eat or stay near the cycling routes?
Medstead and the surrounding villages offer various options for refreshments and accommodation. The region research mentions The Flower Pots Inn & Brewery and The Old Forge Tearoom, which are featured in some route names, indicating popular stops for cyclists.
Is public transport available to access the cycling routes in Medstead?
While specific public transport links directly to route starting points are not detailed, Medstead is located in Hampshire, a well-connected region. The Mid Hants Railway Watercress Line is also nearby, which might offer connections to the broader area, though direct access to cycling routes would require further investigation.
Are there parking facilities near the starting points of the routes?
Given that many routes start and end in Medstead or nearby villages, it's generally possible to find parking. However, specific parking information for each route's starting point would need to be checked on the individual route pages or local council websites.
What is the best time of year to go touring cycling in Medstead?
The Hampshire countryside is beautiful throughout the warmer months. Spring and autumn offer pleasant temperatures and vibrant scenery, while summer provides longer daylight hours. Be mindful of potential unpaved segments, which might be affected by wet weather.
Are the touring cycling routes in Medstead dog-friendly?
While many outdoor areas in Hampshire are dog-friendly, specific regulations for cycling routes can vary. It's advisable to check the details of individual routes and local signage regarding dogs, especially on shared paths or through nature reserves, to ensure a pleasant experience for everyone.
What do other cyclists enjoy the most about touring cycling in Medstead?
The area is highly rated by the komoot community, with an average score of 4.5 stars from over 50 reviews. Cyclists often praise the diverse terrain, from paved roads to gravel sections through woodlands, and the accessible nature of the Hampshire countryside.
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