Outdoor production of floricane-fruiting (FF) blackberry (Rubus subgenus Rubus) is problematic in the Northern Great Plains region of the United States because cane injury and plant death will occur from exposure to temperatures −15 °C and colder. An annual FF blackberry production system using hardwood floricane cuttings would overcome some of the existing limitations of traditional production methods. Several experiments were performed to induce adventitious root formation from one-node hardwood floricane blackberry cuttings taken in winter for the purpose of subsequent growth of a floral shoot. One-node hardwood cuttings of multiple blackberry cultivars (Apache, Arapaho, Kiowa, Osage, Ouachita, Siskiyou, and Triple Crown) were evaluated for rooting potential with and without auxin treatments. Root formation was virtually nonexistent for ‘Apache’, ‘Kiowa’, and ‘Triple Crown’ regardless of the auxin treatment. In general, lower auxin concentrations and the powder formulation produced more roots and had higher root ratings. However, rooting success of cuttings and plant development was low regardless of the rooting method used. Adventitious root production of one-node dormant hardwood FF blackberry cuttings for use in an annual production system had low success regardless of the cultivar, auxin application, rate, and formulation. The variable propagation success rates using single-node hardwood cuttings from ‘Apache’, ‘Arapaho’, ‘Kiowa’, ‘Osage’, ‘Ouachita’, ‘Siskiyou’, and ‘Triple Crown’ plants grown in containers in North Dakota suggested insufficient rooting success for the recommendation of this practice. Additionally, the results suggested these cultivars are not suitable using this method for an annual production system or as a means for large-scale propagation. Although this approach to developing plants from cuttings is of great interest, without a more effective FF blackberry cutting rooting method that can progress through fruit production, an annual blackberry production system in the Northern Great Plains region of the United States is unlikely.