Windsor, located in Berkshire County in western Massachusetts, is home to many great B&B’s. Windsor is not that far from Albany, New York, where there is an Irish Festival in September that includes live entertainment and food. If you stay in a Windsor B&B or Windsor inn, you will be close to Berkshire Adventures, in nearby Pittsfield. It’s a fun place to spend an afternoon rope climbing, kayaking and hiking. Historic Deerfield, located in nearby Deerfield, is the perfect place to learn about local history.. After a day of activities, rest up at a Windsor bed and breakfast. Then you may want to eat at Ozzie's Steak and Eggs in nearby Hinsdale. Ninety Nine Restaurant & Pub is located in nearby Pittsfield and offers great seafood and steaks. Less