Begin with the short climb up St Giles Hill for an overview of the city's heritage - from the top you can trace the sweep of medieval and Georgian buildings, laid out according to the original Saxon street plan.
A place of worship for over 900 years, Winchester's world-famous cathedral is as remarkable for its hidden treasures as it is for its spectacular architecture. Here, in the longest medieval nave in Europe, you will find outstanding works of art alongside the tombs of Jane Austen, Izaak Walton and the early English kings. The Winchester Bible is widely recognised as the finest of all the great 12th century bibles due to its size and sumptuous illumination, while the equally impressive Sound II statue by Antony Gormley stands in the evocative setting of the crypt.
The Great Hall and Round Table
Winchester is also famous for the legendary Arthurian Round Table. A striking sight, the table has been housed for over 700 years in The Great Hall - the only remaining part of Winchester Castle, once the centre of court and government life.
Founded by William of Wykeham in 1382, Winchester College is believed to be the oldest continuously running school in the country. Join a guided tour to see the medieval buildings, including the 14th century gothic chapel and the redbrick schoolroom designed by Sir Christopher Wren.
The Hospital of St Cross
The Hospital of St Cross is a medieval almshouse that has provided sheltered accommodation for older gentlemen since its foundation in 1136. It still offers the Wayfarer's Dole - a morsel of bread and beaker of ale - to travellers as it has done for more than eight centuries.
Winchester City Mill
Rebuilt in 1744, Winchester City Mill - a watermill which began grinding corn again in early 2004 following major restoration - is a compact National Trust property perched over the fast-flowing River Itchen at the bottom of the High Street.
Wolvesey Castle is one of the greatest medieval buildings in England. This palace was the chief residence of the bishops of Winchester and its extensive ruins still reflect their importance and wealth. The last great occasion at Wolvesey was on 25 July 1554, when Queen Mary and Philip II of Spain held their wedding breakfast in the East Hall.
Winchester City Museum
City Museum - Hampshire's oldest museum celebrated its centenary in 2003 and tells the story of Winchester, an important Roman town and, later, principal city of King Alfred, through to modern times. Admission is free and the museum is located in Winchester's Square.
The Westgate at the top of Winchester's High Street is a fortified medieval gateway and was a debtors' prison for 150 years. You can still see the prisoners' graffiti on the walls. There is also a Tudor painted ceiling. Climb to the top for a scenic view over the city. Admission is free.