Redlands Bowl

Flanked by cypress and palm trees, this graceful, 1923 amphitheatre—a treasured structure in this surprisingly elegant city—stands out as one of the most appealing venues in the region. With its arched, red-tiled bandstand (known locally as “The Prosellis”), the site hosts the country’s oldest continuous free concert series, offered every summer since Redlands Bowl first opened. You’ll hear everything from classical music to foot-thumping bluegrass bands—all free. Bring a blanket and pack a picnic to enjoy on the bowl’s sloping lawns (there are benches too, if you’re not feeling quite so kickback.) Summer evenings don’t get much more California-classy than this.