Karl Webster, Matlock. For cyclists, ride the Sunset Drive which is the long road running around the top end of the town. Also from there, drop down into the canyons of San Timiteo and Live Oak. The scent of the orange groves is heavenly.edit
Market Night, E. State St. and Orange St., . Thursdays, 6-10pm. On Thursday evenings, a street market is held on E. State Street. Food stalls, crafts and a farmers' market selling fresh fruit and veg are among the attractions, and live bands perform there frequently, especially in the summer months. Plentiful parking is available in the virtually derelict Redlands Mall on the other side of Orange.(34.056493,-117.181756)edit
While downtown Redlands is essentially safe and has far less of a crime problem than some nearby cities (notably San Bernardino), panhandlers, some of them aggressive, are increasingly targeting this relatively affluent (compared to those surrounding it) city. You are likely to be pestered by beggars in and around State Street on non-Market Night evenings, while using bank ATMs on Orange Street and in the parking lot of the Orange Street Plaza mall.