If you’re looking for an extremely photogenic city with lots of shopping and restaurants, Chester certainly fits the bill. It’s on the border with Wales, and has houses dating back to the middle ages (as well as Victorian replicas that are designed to look old!). We were in town for a wedding, but spent an extra day taking a walking tour and enjoying the sights…and doing a little shopping. The tour was through the TI in town and interesting as it covered the history of the buildings, and the guide pointed out features we never would have noticed on our own.
The Roman ruins were really interesting as well, an amphitheater and all sorts of foundations are scattered through the city.