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Portland is a port and the largest city in the U.S. state of Oregon and the seat of Multnomah County. It is in the Willamette Valley region of the Pacific Northwest, at the confluence of the Willamette and Columbia Rivers. The city covers 145 square miles (380 square kilometers) and had an estimated population of 632,309 in 2015, making it the 26th most populous city in the United States. Approximately 2,389,228 people live in the Portland metropolitan statistical area (MSA), the 23rd most populous MSA in the United States. Its Combined Statistical Area (CSA) ranks 17th with a population of 3,022,178. Roughly 60% of Oregon's population resides within the Portland metropolitan area. Named after Portland, Maine, the Oregon settlement began to be populated in the 1830s near the end of the Oregon Trail. Its water access provided convenient transportation of goods, and the timber industry was a major force in the city's early economy. At the turn of the 20th century, the city had a reputation as one of the most dangerous port cities in the world, a hub for organized crime and racketeering.After the city's economy experienced an industrial boom during World War II, its hard-edged reputation began to dissipate. Beginning in the 1960s, Portland became noted for its growing liberal political values, and the city has earned a reputation as a bastion of counterculture, which proceeded into the 21st century. According to a 2009 Pew Research Center study, Portland ranks as the eighth most popular American city, based on where people want to live. The city operates with a commission-based government guided by a mayor and four commissioners as well as Metro, the only directly elected metropolitan planning organization in the United States. The city government is notable for its land-use planning and investment in public transportation. Portland is frequently recognized as one of the world's most environmentally conscious cities because of its high walkability, large community of bicyclists, farm-to-table dining, expansive network of public transportation options, and over 10,000 acres (4,000 hectares) of public parks. Its climate is marked by warm, dry summers and cool, rainy winters. This climate is ideal for growing roses, and Portland has been called the "City of Roses" for over a century. " Keep Portland Weird " is an unofficial slogan for the city.

Beaverton is a city in Washington County, in the U.S. state of Oregon. The city center is 7 miles (11 km) west of downtown Portland in the Tualatin River Valley. As of the 2010 census, the population is 89,803. This makes it the second-largest city in the county and Oregon's sixth-largest city. Fire protection and EMS services are provided through Tualatin Valley Fire and Rescue. In 2010, Beaverton was named by Money magazine as one of the 100 "best places to live", among smaller cities in the country. Along with Hillsboro, Beaverton is one of the economic centers for Washington County, home to numerous corporations in a variety of industries.

Salem / ˈ s eɪ l əm / is the capital of the U.S. state of Oregon, and the county seat of Marion County. It is located in the center of the Willamette Valley alongside the Willamette River, which runs north through the city. The river forms the boundary between Marion and Polk counties, and the city neighborhood of West Salem is in Polk County. Salem was founded in 1842, became the capital of the Oregon Territory in 1851, and was incorporated in 1857.Salem had a population of 154,637 at the 2010 census, making it the third largest city in the state after Portland and Eugene. Salem is less than an hour driving distance away from Portland. Salem is the principal city of the Salem Metropolitan Statistical Area, a metropolitan area that covers Marion and Polk counties and had a combined population of 390,738 at the 2010 census. A 2013 estimate placed the metropolitan population at 400,408, the state's second largest. The city is home to Willamette University, Corban University, and Chemeketa Community College. The State of Oregon is the largest public employer in the city, and Salem Health is the largest private employer. Transportation includes public transit from Salem-Keizer Transit, Amtrak service, and non-commercial air travel at McNary Field. Major roads include Interstate 5, Oregon Route 99E, and Oregon Route 22, which connects West Salem across the Willamette River via the Marion Street and Center Street bridges.