Rice cultivation in Italy is usually performed by direct seeding in flooded or in dry fields. Mechanical rice transplanting is a technique that can help control weeds and improve rice competition. To test the feasibility of the technique for different rice varieties in Italy, a study was conducted in the Lombardy region (northwest Italy), from 2016 to 2018. The study also evaluated the efficacy of hoeing in transplanted rice fields. The experiment consisted of two studies, a ‘field plot experiment’ (conducted from 2017 to 2018) and an ‘on-farm transplanting trial’ (conducted from 2016 to 2018). The ‘field plot experiment’ was carried out using a split plot design to determine the optimal transplanting distances within the row (12 or 17 cm) and the most suitable rice varieties for transplanting. Hoeing was performed once in 2017 and twice in 2018. Weed infestation was assessed by counting the number of weeds within a randomly placed square frame in the interrow areas, both before and after hoeing. Rice plant density, panicle density, yield, and yield components were also assessed. The ‘on-farm transplanting trial’ tested transplanting in several farms over the years. Different rice varieties were transplanted using the same machines, and hoeing was performed according to a predetermined schedule. Transplanter performance was assessed as well as rice yield data in all fields, while four fields were selected each year to assess hoeing efficacy against weeds. ANOVAs were used to test the differences in weed control and rice parameters among varieties and transplanting distances. The ‘field plot experiment’ showed that the transplanting distance did not affect weeds or rice variety. Transplanting at 12 cm within the row resulted in a higher plant density compared to 17 cm, however tillering compensated for the difference in the number of panicles. Carnaroli consistently recorded the lowest yield, less than 2 t ha−1, while Selenio, Spillo, and Laser seemed to be better suited for transplanting achieving the highest yield in 2018 (about 7 ha−1). In the ‘on-farm transplanting experiment’ hoeing was effective in controlling weeds, although the machineries used were not always able to function properly in saturated soil. Most of the transplanted field yielded approximately 3 to 5 t ha−1. Varieties with round grain exhibited the greatest yield variability among fields. The study suggests that to achieve a high yield in organic rice, the transplanting technique should be combined with an effective interrow tillage to control weeds.