Azaleas can bloom from late winter into early summer, depending on type. To extend the season, plant early-, mid-, and late-season bloomers. Here are a few of the azaleas we love most. Print Email Photo by: Ralph Anderson PagesPrevious 6 of 9 Next View All Spider Azalea Early- to midseason bloom; 4-6 ft. tall; Upper, Middle, Lower, Coastal South. It’s very rare; find it at woodlanders.net.