Cassy Eddy August 21, 2016 Planting, Landscape Maintenance, Gardening Best Time to Plant Cassy Eddy August 21, 2016 Planting, Landscape Maintenance, Gardening When is the best time of the year to plant trees, shrubs and perennials? April and May is the best time to plant. Spring plantings have all summer and fall to grow and acclimate.