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West Linn OR · Clackamas County 26,597 residents Roseburg OR · Douglas County 23,795 residents Klamath Falls OR · Klamath County 22,174 residents Milwaukie OR · Clackamas County 21,620 residents Ashland OR · Jackson County 20,935 residents Sherwood OR · Washington County 20,441 residents Lebanon OR · Linn County 19,950 residents Hermiston OR · Umatilla County 19,746 residents Central Point OR · Jackson County 19,128 residents Canby OR · Clackamas County 18,027 residents Dallas OR · Polk County 17,911 residents Pendleton OR · Umatilla County 17,026 residents The Dalles OR · Wasco County 15,884 residents Coos Bay OR · Coos County 15,801 residents Troutdale OR · Multnomah County 15,749 residents Cornelius OR · Washington County 15,369 residents St. Helens OR · Columbia County 14,460 residents La Grande OR · Union County 13,058 residents Sandy OR · Clackamas County 12,990 residents Ontario OR · Malheur County 11,957 residents Prineville OR · Crook County 11,917 residents Gladstone OR · Clackamas County 11,898 residents Monmouth OR · Polk County 11,651 residents Newport OR · Lincoln County 10,833 residents