Tolland was named in May, 1715, and incorporated in May, 1722 from Windsor. The town was over 20 miles away from Tolland and was incorporated to grow the population out in the hill areas. According to some, the town derives its name from being a toll station on the old road between Boston and New York. Alternatively, its name could have been taken after Tolland in Somerset, England. Today Interstate 84, the main highway connecting New York City, Hartford, Connecticut and Boston, bisects Tolland, but the town retains a charming village feel. Tolland Green is the informal center of the community, and a national historic district. The Green's features include an old-fashioned penny candy and antiques store known to locals as the 'Red and White'; the town's original 19th-century town hall, now an arts center; the Old Tolland County Jail and Museum; the Tolland County Courthouse and former public library; the 'Tolland Inn' bed and breakfast; and the Hicks-Stearns Family Museum, a restored Victorian house. The architectural styles on display, including the white steeples of several churches, are reminiscent of a picture-postcard New England scene. The town is also home to the supposedly haunted Daniel Benton Homestead, built in 1720 and the oldest house in Tolland.