Middleboro, located in Plymouth County in eastern Massachusetts, is home to a number of fine B&Bs. Plan to attend annual events like Cirelli's Marketplace Cruise Night, featuring classic cars from June until October, or the mid-December Festival of Lights that celebrates Hanukkah. Pick out a quaint Middleboro B&B or Middlesboro inn for your stay, and visit the Middleboro Historical Museum and the Middleboro Art Gallery. Once you find a favorite Middleboro bed and breakfast, you can search for the perfect restaurant. That could be Lorenzo's Homemade Italian Specialties. But if you eat there, be sure to save room for the fudge at Farrar's Flatiron Cafe. Less