Advances built into recent sUASs (drones) offer a compelling possibility for field-based data collection in logistically challenging and GPS-denied environments. sUASs-based photogrammetry generates 3D models of features and landscapes, used extensively in archaeology as well as other field sciences. Until recently, navigation has been limited by the expertise of the pilot, as objects, like trees, and vertical or complex environments, such as cliffs, create significant risks to successful documentation. This article assesses sUASs’ capability for autonomous obstacle avoidance and 3D flight planning using data collection scenarios carried out in Black Mesa, Oklahoma. Imagery processed using commercial software confirmed that the collected data can build photogrammetric models suitable for general archaeological documentation. The results demonstrate that new capabilities in drones may open up new field environments previously considered inaccessible, too risky, or costly for fieldwork, especially for all but the most expert pilots. Emerging technologies for drone-based photogrammetry, such as the Skydio 2+ considered here, place remote, rugged terrain within reach of many archaeological research units in terms of commercial options and cost.