Who wants plain cereal for breakfast when Oregon icon 1. Voodoo Doughnut offers flaky rounds sprinkled with Cap’n Crunch or Froot Loops? Order up, then take a jaunt across the Willamette River to 2. Hair of the Dog Brewing Co. and follow your sugary treat with a beer flight served in elegant, long-stemmed tasting glasses; take the 10% ABV, smoke-tinged Adam in stride. Hop on Interstate 5 for a 50-mile trip south to Salem for a lunch break on 3. Gilgamesh Brewing’s shady, creekside patio. Sip Hoot Attack India Session Ale while refueling with the Campus Burger, a juicy patty topped with peppered bacon, onion rings and Tillamook cheddar cheese. From there, head east on Route 22 toward the city of Sisters, named for the nearby Three Sisters mountains, and detour to 4. Three Creeks Brewing Co.’s rustic brewpub for a six-shooter sampler, which should include the Fivepine Chocolate Porter. At last, a 30-minute drive places you in Bend, ready for three quick stops all within a few miles. Make your first sipping point 5. Crux Fermentation Project’s tasting room, situated right in the middle of the brewery. If you spy it on tap, order Freakcake, an Oud Bruin from the [BANISHED] series of barrel-aged beers. Then it’s off to cozy 6. Deschutes Brewery’s Public House, the veteran brick-faced brewpub where the iconic Black Butte Porter was first brewed. Select one of the brewpub-exclusive beers to pair with a Meathead Pizza topped with housemade Italian sausage, pepperoni and Deschutes Brewery Salami. Head a few blocks south on Bond Street to get to 7. McMenamins Old St. Francis School, part of the eclectic brewpub/theater/hotel chain that dots the Pacific Northwest. This former Catholic schoolhouse’s classrooms are now unique, wood-paneled guest rooms with names like The Altar Boys, but even if you’re not staying the night, you can hang at McMenamins for a dip in the soaking pool or a late-night drink at the rear cigar bar.
You’ll start your morning exploring Bend’s beer, but first, fuel up at 8. McKay Cottage Restaurant, a cozy, converted Craftsman-style bungalow; there’s ample outdoor lawn seating with fire pits and a stash of blankets in case there’s a morning chill. Sate your sweet tooth with tempting pastries or dive into the savory Baja Chicken Hash Stack with poblano chilies, poached eggs and hollandaise. It’s a quick 10-minute drive to 9. Boneyard Beer, tucked away in a former auto shop; the brews are small, draft-only pours (no full pints), so enjoy a taster of RPM IPA before heading two miles west to 10. GoodLife Brewing Co. The sunny taproom serves the brewery’s beers, locally made ciders and kombucha (don’t forget to pick up some cans of GoodLife’s Sweet As Pacific Ale to go) along with views into the brewery. Then it’s north on Route 97 to Redmond, where a pit stop at Cascade Lakes Brewing Co.’s 11. 7th Street Brew House will lead you to a pint of Citra-packed Hopsack IPA, best enjoyed on the spacious deck. Next, drive 90 miles north to the south slope of majestic Mount Hood and 12. Mount Hood Brewing Co. for pours of Ice Axe IPA and Hogsback Oatmeal Stout. An hour-long trek west points you back to Portland, 13. Hopworks Urban Brewery and, best of all, Brewer’s Poutine: wedge-cut organic fries topped with vegan brown gravy and cheese curds; pair it with a pint of Gear Up IPA. Finally, stop by 14. The BeerMongers bottle shop and bar to ogle 600-plus bottles, all kept chilled in the coolers, to take home as souvenirs of your epic voyage.