Built in 1825, the Ashford Academy school building is the last remnant of what was Ashford, Connecticut’s once thriving town center. The taverns, church and businesses which were once located here have almost entirely been razed, leaving just this school building as the remaining structure. Ashford Academy was founded about 1825 when a group of citizens raised funds toward adding a second story to a schoolhouse then under construction in the town center. Only one teacher was hired per term, and some years there were no academy classes at all. The last academy session was held in 1875, though the building continued in use as a district school until 1949. The building is significant, not only for its siting and connections with the town’s early days, but also architecturally as a high-style school building for a more rural setting.