Integration of perennial grass species into the current food production systems, especially in the agropastoral regions worldwide, may produce multiple benefits including, among others, a more stable productivity and a smaller eco-environmental footprint. However, one of the fundamental challenges facing the large-scale adoption of such grass species is their ability to withstand the vagaries of winter in these regions. Here, we present a comprehensive evaluation of the winter hardiness of 50 indigenous Chinese cultivars of alfalfa, a high-quality leguminous perennial grass, in comparison with six introduced U.S. cultivars in a multi-site field experiment in northern China. Our results reveal that indigenous cultivars have stronger winter hardiness than introduced cultivars. Cultivars native in the north performed better than southern cultivars, suggesting that suitability evaluation is an unavoidable step proceeding any regional implementations. Our results also show that the metric we used to assess alfalfa’s winter hardiness, the average score index (ASI), produced more consistent results than another more-widely used metric of winter survival rate (WSR). These findings offer a systematic field evidence that supports regional cropping system adjustment and production system betterment to ensure food security under climate change in the region and beyond.