Tomato (Solanum lycopersicum) growers select cultivars based on a range of performance criteria. Currently, however, information regarding tomato cultivar performance in high tunnels is lacking. We conducted a tomato cultivar trial in an 1800-ft2 plastic-covered high tunnel in Durham, NH, with 15 indeterminate cultivars using organic fertilizers and pesticides. Tomatoes were grown in-ground in a randomized complete block design (n = 4) using raised beds with plastic mulch and drip irrigation. Marketable and unmarketable yield, several yield components, and susceptibility to two common diseases, leaf mold (Fulvia fulva) and powdery mildew (Oidium lycopersici or Leveillula taurica), were evaluated over a 3-year period. Differences between cultivars existed in all areas of interest, and year-to-year variation in performance was noteworthy in this experiment. ‘Geronimo’ consistently had among the highest yields, ‘Arbason’ and ‘Massada’ produced many individual fruit, and several cultivars including Rebelski, Massada, and Geronimo showed no signs of disease. Some cultivars such as Conestoga appeared susceptible to several different physiological disorders while others were relatively robust against this type of marketable yield reduction. Because we assessed multiple yield and quality variables and observed apparent trade-offs in several of these, we used radar plots to summarize and communicate the performance of each cultivar in an intuitive and comparable manner. Based on these data, several tomato cultivars appear particularly well suited for high tunnel production in northern New England.