Pioneers migrating west carved their names on Chimney Rock, a 37m-high sandstone spire on the Oregon Trail.

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You can use the analogy of the pioneers on the Oregon Trail as a way to think about your retirement planning.

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The Dalles, Oregon, was notable as the end of the Oregon Trail.

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Their northern neighbours like to remind visitors of the famous fork (somewhere in today's Idaho) in the Oregon Trail that led the wagon trains to the Pacific coast.

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"The fact that 'Oregon Trail' and 'Carmen Sandiego' still stand out after 30 years isn't great from the perspective of how powerful good, serious games can be, " McCool said.

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So what trail should Oregon blaze now?

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The trail: The lush Willamette Valley in northwest Oregon offers a plethora of trails for wine enthusiasts.

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