The Woodstock Fair

Every year, on Labor Day Weekend (the long weekend including the first Monday in September) the fairgrounds in rural Woodstock, Connecticut transform from empty field to all-American celebration of agriculture, country music, carnival rides, junk food, and all-around wholesome entertainment.

The fair, which has its roots in the early 19th century, is one of many that pop up across the state as summer turns to fall. Crowds converge on the small town of Woodstock in Connecticut’s peaceful “Quiet Corner” to take in displays of prize-winning livestock and antique farming equipment, to watch live music on two stages, and to consume fried dough and lemonade.