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Hillsboro is a little over an hour away from the Oregon Coast via the Sunset Highway (26W), which crosses over the densely wooded Coastal Range, ultimately connecting with US 101. There are plenty of stops to stop and hike along the way, from Saddle Mountain just inland from the coast and Ecola State Park near Cannon Beach. There are also tons of state park-run campgrounds up and down the Oregon Coast, many of which offer tent and RV camping plus full hookups.
While Hillsboro has a few small wineries of its own, you'll find a denser concentration of wine-tasting options by heading a bit further south, either via Yamhill and Carlton on Highway 47 or by taking Highway 99W to Newberg and onwards to McMinnville. The Willamette Valley has about two-thirds of Oregon's wineries and is celebrated for its bold Pinots Noirs.
You'll get the best weather in Hillsboro if you visit between July and September, when the temperatures are generally warm and the chance of rainfall is slim. The rest of the year gets cold and rainy, and while spring and fall do get some pleasant days, it’s hard to gauge when they will be. While the area doesn’t get much snow, freezing rain is a major issue that can lead to dangerously slick roads.