Assessment of Global Navigation Satellite Signal (GNSS) autosteering is a critical step in the progression towards full wild blueberry (vaccinium angustifolium) harvester automation. The objective of the study was to analyze John Deere’s universal Auto-Trac 300 autosteer, 4640 display, and Starfire 6000 receiver with both the SF1 and SF3 signal levels for their pass-to-pass accuracy as well as how they compared versus a manual harvester operator. Incorporation of GNSS autosteer in wild blueberry harvesting has never been assessed as the slow harvester travel speeds and small working width caused the implementation to be too challenging. The results of this study concluded that there were no significant differences in pass-to-pass accuracy based on travel speeds of 0.31 m s−1, 0.45 m s−1, and 0.58 m s−1 (p = 0.174). Comparing the signal levels showed significantly greater accuracy of the SF3 system (p < 0.001), which yielded an absolute mean pass-to-pass accuracy 22.7 mm better than SF1. Neither the SF1 nor SF3 signal levels were able to reach the levels of accuracy advertised by the manufacturer. That said, both signal levels performed better than a manual operator (p < 0.001). This result serves to support the idea that in the absence of skilled operators, an autosteer system can provide significant support for new operators. Further, an autosteer system can allow any operator to focus more of their attention on operating the harvester head and properly filling storage bins. This will lead to higher quality berries with less debris and spoilage. The results of this study are encouraging and represent a significant step towards full harvester automation for the wild blueberry crop.