About ¾ or three fourths of the way, you can stop at Vanport City, OR. This is about 19 minutes north of Lake Oswego, or about 6 minutes southwest of Vancouver, WA.
If you drive straight through without stopping at all, the total distance is 17 miles. The distances shown above don't include local roads to get into each town, so if you're planning a long road trip, make sure you factor in traffic and road conditions, rest stop breaks, and interesting detours along the way. If you're in a rush, you can do the trip with zero stops, and your total travel time would be around 25 minutes.