Sitting at the northernmost corner of Virginia in the Shenandoah Valley, Winchester offers visitors the chance to explore historical sites, museums, vineyards, farmers' markets, and tree-lined Old Town streets once wandered by the likes of George Washington and Stonewall Jackson. The fruitful fields of the surrounding Frederick County have earned the area the title "apple capital of the world," with the city hosting the Shenandoah Apple Blossom Festival annually for almost a century.

An early English settlement, Norfolk is filled with historic sites and monuments. Norfolk is also home to the oldest U.S. naval port, as well as the Battleship Wisconsin, which was in service from World War II through the Persian Gulf War. Locals and visitors head to Town Point Park for outdoor concerts and annual events such as the Bayou Boogaloo and Cajun Food Festival. Families enjoy relaxing in Norfolk Botanical Garden and touring the harbor on a 19th-century Mississippi riverboat.

Most famous for hosting the annual New Year's Tournament of Roses Parade and Rose Bowl, Pasadena is more than just a football town. Its extravagant City Hall boasts a beautiful Baroque dome, a courtyard garden and relaxing fountain. On South Orange Boulevard, known as Millionaires' Row, there are landmarked mansions to rival the most opulent homes of Beverly Hills. That chattering in the air is probably the local population of naturalized Red-crowned Amazon parrots.