Stoke runs high at this annual Wallowa Avalanche Center fundraiser, which celebrates Eastern Oregon's mountain culture and offers a chance to learn some snow safety skills. Things kick off with a screening of the ski movie After the Snowfall, with a pie auction running simultaneously (donations encouraged). The weekend continues at and around Anthony Lakes Mountain Resort—we're fans of this laid-back ski area—with a backcountry race, snow safety clinics, a group ski tour of the Elkhorn Mountains, and (natch) a dance party.

Ready to shuffle? Since 2006, this multilocation festival has flown the flag for truffles, those underground-grown fungi that thrive in the Willamette Valley. The undisputed highlight of the three-week extravaganza, at least by our measure, is the truffle dog competition, but you'll also find a truffle cooking class, truffle-dog training, multicourse truffle dinners, and a guided truffle hunt that culminates in a “rustic truffle lunch.”

What's more romantic than a Valentine's Day weekend in Bend with a brass-playing bigfoot (Saxsquatch) and Blondie tribute band? Winterfest returns to Bend's Old Mill District, bringing with it fire sculptures, live ice carving, a ski and snowboard contest, and a fascinating range of musical acts (Bravo star Brandi Cyrus will be there, too). Also loads of local vendors, an OMSI pop-up, family-friendly activities, and a hot cocoa–themed 5k.

This 21+ event returns to the big white tent near Rogue Ales with more than 50 wineries and dozens of food and craft vendors. Started in 1977, the fest features the longest-running wine competition in the Pacific Northwest. To facilitate safe imbibing, a free shuttle is available on a continuous loop, stopping at most of Newport's major hotels as well as Nye Beach and the Bayfront.

Bundle up for a weekend of suds from more than 25 breweries at Central Oregon's cozy Suttle Lodge. Outside of beer, find firepits, hot cocoa, warm apple cider, and local musicians strumming tunes. 

This wine country film festival includes an impressive roster of animated shorts, documentaries, dramas, art films (charmingly referred to as “a bit strange”), and comedies from around the world, including a selection of pieces by Indigenous filmmakers and locals. Filmmaker Q&As and panels break up blocks of flicks, all shown at McMinnville’s Cinema 10. 

In 1998, a small group of commercial fishers stood on a stage in a bar in Astoria and read poems, spun yarns, and trilled a few songs. Now the annual gathering draws about 100 members of commercial fishing communities—from Alaska, Washington, and Oregon, but also from Maine, Massachusetts, and Hawai'i—to a variety of venues across town. In addition to salt-soaked verse, the weekend includes workshops on subjects that might include printmaking, knot-tying, or river watershed protection.