There is an urgent need for agriculture in general, and for viticulture in particular, to reduce their impacts on the environment. Doing so requires an approach that supports transitioning to more environmentally friendly practices. Involving farmers and agricultural advisors is key to lifting technical, economic, and social barriers to this transition. Participatory methods can help to consider specific contexts and concerns, but few suitable tools are available. We developed a methodological framework to address both environmental and economic dimensions at the field and farm scales in three participatory ecodesign workshops with winegrowers. We applied our framework to the ecodesign of pathways of technical operations in the Middle Loire Valley, France. The first two workshops focused on the field scale, and group interactions were facilitated using a serious game and a “live” assessment of the environmental performance of the ecodesigned system. The third workshop focused on implementation at farm level. The aggregated environmental impact of the ecodesigned farm decreased by 4%, while the economic performance of its four pathways of technical operations improved. We showed that combining environmental and economic assessment tools, suitable for use in participatory workshops, addresses most mechanisms for and barriers to changing practices at the farm scale. The typology of activities at the farm scale allows farm characteristics and the diversity of production systems to be represented in the ecodesign without over-complicating the process. The use of farm maps takes advantage of the collective expertise of the group and increases participant involvement. This process highlighted the need to continue to extend the scope and criteria of ecodesign to decrease environmental impacts even more. Here, we show for the first time the need to quantify the influence of a farm’s environmental practices on its economic performance to reduce the perception of risk and facilitate adoption of these practices.