The technique of examination and complex assessment of the country’s entrepreneurship development is based on multiple criteria evaluation and modeling of selected primary indicators. The different significance of the determinants (as primary criteria in evaluation) influencing entrepreneurship and the country’s economic competitiveness was emphasized, also determinant pillars (as integrated criteria) taken into account (using the background evaluation models proposed by authors). The essential stages of complex macro surrounding assessment are the identification and expert evaluation of macro factors & their groups, establishment of their favorability on the basis of the multiple criteria evaluation. The results of performed investigation and comparative analysis of the economic competitiveness indicators in Baltic & Nordic countries (with account of WEF data), also Lithuania’s macroeconomic advancement are presented. Simple Additive Weighting is applied for determining the pillar indexes (with regard of significance of each integrated criterion). On this basis, the general development index of SMEs for newly EU countries has been established by additive proportional assessment.