2 Best Sights in Winchester, The South

This 10-mile-long scenic railroad line named for the area's watercress beds is reserved for steam locomotives and takes in both the highest station in southern England and several locomotive restoration workshops. It starts at Alresford (8 miles northeast of Winchester by A31 and B3046), where you'll find some antiques shops and Georgian houses, and runs to Alton.

Located atop the last of the city's fortified medieval gateways, this atmospheric museum was a debtor's prison for 150 years and now holds a motley assortment of items relating to Tudor and Stuart times. There's a stunning painted ceiling from 1554 (created to commemorate the wedding of Mary Tudor and Phillip II of Spain in the cathedral) as well as walls inscribed with 16th- through 18th-century graffiti by former prisoners. Child-size replicas of authentic 16th-century armor that can be tried on, as well as the opportunity to make brass rubbings, make it popular with kids. You can take in a panoramic view of Winchester from the roof.