The best cycling routes around Medstead

Open when I passed late morning on a Saturday in May 2026. Lovely church, which was probably the ecclesiastical highlight of my Camino Inglés. I particularly liked the 'prayer tent' set up at the back of the church. Of note that this church is also on the Winchester - Canterbury pilgrim route, so it is a kind of spiritual crossroads.

Epic village store. When I visited in May 2026, closing time on a weekday was 6pm sharp. I got a wiggle on to get there well before then, as it was a blazing hot day and I was strongly in need of some cold drinks - which were duly procured. Opens at 08:30 on Sat morning and serving tea and pastries is a great breakfast or elevenses option. Selection of food here is epic, quality is high and prices are fair. If you have access to the CSJ Accommodation list, Hector's House is just across the (busyish) road, and (subject to availability) can offer accommodation, including a brilliant camping option.

Historic waterbeds for growing watercress, on a very quiet road. There's a ford just along with a perfect cycle crossing

Light hills and lovely scenery. Lots of coffee stops in Arlesford.

Great staff and a well positioned break

St Catherine's Hill is a prominent chalk downland hill on the outskirts of Winchester, notable for its layered historical and ecological importance. Now a biological Site of Special Scientific Interest (SSSI) managed as a nature reserve, its summit is ringed by the impressive earthworks of a univallate Iron Age hillfort dating back over 2,000 years. The top is marked by a distinctive copse of beech trees, known as 'The Clump', which contains the scant ruins of the 12th-century St Catherine's Chapel, while the hillside features a turf-cut labyrinth known as the Miz-Maze; the entire site provides spectacular views over the city, the Itchen Valley, and supports a rich variety of wildflowers and butterflies, including the protected Chalkhill Blue.

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.

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.