A narrow window of optimal spring temperatures limits anemone (Anemone coronaria L.) cut flower production in the US Intermountain West, where fall plantings risk winter injury and spring plantings are limited by summer dormancy. Regional management recommendations are needed to improve anemone harvest timing and yield for growers in USDA hardiness zones 6 and below (average annual minimum temperatures below −18 °C). The aim of this research was to optimize flower timing, yield, quality, and profitability in high tunnel and field production systems by evaluating planting dates, winter insulation, tuber preparation, and cultivar selection. High tunnel and field trials were conducted from fall 2020 to spring 2022 in North Logan, UT (41.767° N, −111.811° W, 1405 m elevation, USDA hardiness zone 5). Tubers were pre-sprouted or directly planted into a high tunnel (left bare or covered with low tunnels) or field (left bare or covered with mulch, a low tunnel, or mulch and a low tunnel) from November to April. Harvest began as early as 2 March in the high tunnel and 9 April in the field, with overall average marketable yields (stems per m2 ± SE) of 142 ± 7 in the high tunnel and 85 ± 4 in the field. Planting pre-sprouted tubers under low tunnels in the high tunnel in November delivered the earliest harvest (2 March), greatest marketable yield (280 stems per m2 ± 73 SE), and greatest net returns ($38 per m2). For November field plantings, insulation improved emergence by 75% and marketable yield by 77 stems per m2 ± 15 SE. Combining high tunnel and field production with the season advancement techniques of fall planting dates, low-cost insulation, and pre-sprouting resulted in high total yields in the Intermountain West compared to traditional industry recommendations.