The Portland Fair Association is a nonprofit civic organization based in Portland, Connecticut. Since 1942, it has produced the annual Portland Agricultural Fair, an autumn event celebrating local farming, education, and community spirit. Through its support of 4-H and youth involvement, the Association promotes hands-on agricultural learning while preserving regional traditions. The fairgrounds host exhibits in livestock, produce, home arts, and crafts, alongside live entertainment and local food vendors. The Portland Fair Association is powered entirely by volunteers and remains committed to enriching the cultural and agricultural fabric of Middlesex County.