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Leave your car at the cul-de-sac at the east end of 24th street in northern Upland and stroll along Cucamonga Wash along the trail. Benches, provided by the San Antonio Heights Association, line the trail. In wet years, Cucamonga Creek flows out of Cucamonga Canyon to the dam at the south end of Cucamonga Wash.
One of many Madonna of the Trail statues that commemorate American pioneer women, the one in Upland is located at the busy intersection of historic route 66 and Euclid Avenue. The monument was dedicated in 1929 and contains inscriptions that honors Jedediah Smith's 1826 crossing of the area in search of a westward-flowing river.