A three-mile long parade was held in honor of Middletown’s 250th anniversary on October 11, 1900. Civic, military, and education organizations participated in the parade, as well as 56 Native Americans from Durham’s Coginchaug tribe, the GAR Mansfield Post of Civil War veterans, and fire companies. Over 25,000 people visited Middletown with visitors coming from Hartford, New Haven, and Waterbury.