Ashikaga - historical home of the Ashikaga shoguns
Karuizawa - a popular winter and summer getaway with skiing and shopping - a traditional shopping street as well as a huge outlet mall with a number of Western brand stores. One stop westbound from Takasaki on the Shinkansen. For a slightly less expensive route take the Shin-etsu Line west to Yokogawa Station in Annaka and take a 30-minute bus ride through the hills to Karuizawa Station. Savings aside, the bus is worth the extra time during autumn for the colorful scenery.