“Living on the Edge of Empire: Alliance, Conflict and Captivity in Colonial New England” was a National Endowment for the Humanities Landmarks Workshop held in Deerfield, Massachusetts in the summers of 2013, 2016, and 2022. Presented by the Pocumtuck Valley Memorial Association, the workshop placed the 1704 Raid on Deerfield in the broader context of the history of colonial New England. The educators from a range of K-12 grade levels who participated in the workshop produced the lessons presented here.