The fast integration of Information and Communication Technologies (ICTs) is showing its deep impact onto society in every aspect. The problem of eLearning acceptance is confirmed by data about abandonment and dropouts of eLearning activities. The hypothesis of this research is that context factors surrounding eLearning experiences affect participation and motivation; they can be managed in order to enhance the level of acceptance. A blend of qualitative and quantitative methods has been chosen to achieve the goals of the research and build an eLearning Acceptance Index. A general framework of analysis for the implementation of eLearning activities in organisations is built and presented in the Map of eLearning Acceptance (MeLA). This research has made a step forward in the comprehension and solution of the problem of eLearning acceptance. Companies seem to be familiar with tools and strategies to enhance eLearning Acceptance but they lack of a farseeing approach. They are rather focused on solving short term issues than building an eLearning culture and a comprehensive environment.