Portland’s spookiest month brings some of the city’s favorite events. Grab your rain boots and head to one of several nearby corn mazes and pumpkin patches, explore Portland’s haunted hot spots and catch a Portland Trail Blazers game. And don’t miss the city’s many celebrations of Halloween and all things scary. Read on for some of our favorite October events and things to do in Portland, or check out our full events calendar to see everything on offer.
Portland Trail Blazers
Watch the 1977 NBA Champion Portland Trail Blazers play at the Moda Center. Blazers fans cheer players on from October to April at the nearby Spirit of 77 and other local sports bars. While at the Moda Center, dig into local food and drink purveyors like Killer Burger, ice cream by Ruby Jewel, and Salt & Straw, food cart favorite Tamale Boy, and local brews at 10 Barrel Brewing.
Portland has its fair share of film festivals, but Portland Film Festival is one not to miss. The week-long celebration of film that MovieMaker magazine called “one of the coolest film festivals in the world” is jam-packed with networking, workshops, guest speakers, film premieres, financing talks, director Q&As and more. If you are looking for something with more of a Halloween vibe, try the H. P. Lovecraft Film Festival at the Hollywood Theatre, and watch tales of gothic horror come alive on film.
West Coast Giant Pumpkin Regatta
Watch and cheer people on while they paddle gigantic pumpkins across a lake during the West Coast Giant Pumpkin Regatta. This free, wacky annual event is the only one of its kind on the West Coast.
Hood River Hops Fest
The biggest event of its kind in the state, the Hood River Hops Fest features fresh hop beers from dozens of Northwest breweries. Sample seasonal specials by Hood River locals like Double Mountain, Full Sail, and pFriem Family Brewers. The party also features live music, Willamette Valley wine, arts and crafts from local makers and a family-friendly play area.
The Spirit of Halloweentown
The historic town of St. Helens, located 45 minutes from Portland, celebrates The Spirit of Halloweentown all month long with haunted tours, costume contests, and more.
Portland Open Studios
Portland has a thriving art scene that is showcased during the monthly art walks happening year-round. However, every October, during Portland Open Studios, artists all over the city open up their spaces to allow a glimpse into their artistic process and the chance to witness the business of creative endeavor firsthand.
Portland Retro Gaming Expo
The Portland Retro Gaming Expo is a locally produced event celebrating the colorful history of console, computer and arcade gaming. The arcade is massive, and all coin-operated games are set to free play for the weekend.
Hood River Valley Harvest Fest
Held along the scenic Hood River waterfront, the Hood River Valley Harvest Fest is the Columbia River Gorge’s biggest celebration of the region’s incredible fall bounty. Load up on local favorites like fresh pears and apples, and taste local foods like hand-made pies and smoked salmon during this three-day festival.
Prepare to journey back in time to the birth of the Cascade Mountain Range, where lava and pyroclastic matter oozed and flowed, creating a solid layer of basalt rock that coated Western Oregon. Fast forward to the Pleistocene Ice Age, and witness the epic Lake Missoula Flood, which carved out the majestic Columbia River Gorge,…
Get ready to explore the heart and soul of Portland with a half-day City Tour. This isn’t your average tour; you'll be takn on a journey through the city’s charming streets and reveal its laid-back atmosphere. Brace yourself for an amazing tour of Portland’s must-see spots like the International Rose Garden (seasonally), the World Forestry…
Buckle up for an epic journey as you are whisked away from Portland to the spellbinding Mt. Hood. With passionate and well-informed guides leading the way, you’ll have plenty of chances to snap up some breathtaking shots of the majestic landscape and soak up the mesmerizing history of this iconic mountain. Enjoy a full day…
Ready for an adventure? Join the ultimate tour of Portland and the Columbia River Gorge. You'll see the must-see sights in Portland and then be whisked away to the stunning Columbia Gorge National Scenic Area. Discover the magic of the waterfalls, soak in breathtaking views, and dive into the history of the area’s top attractions….
Oregon is home to some of the most beautiful vineyards in the world, not only known for its distinctive pinot noir but many other varietals such as pinot gris, chardonnay, riesling and more. Your experience will take place in the heart of the Willamette Valley, home to renowned, award-winning wineries. Oregon's Willamette Valley has elevated…
Jump into a day-long adventure and discover what makes the Columbia River Gorge National Scenic Area a true gem. Be awed by the majesty of the USA's second tallest waterfall, witness the incredible salmon journey at the Bonneville Dam Complex, catch some windsurfing thrills in the windsurfing capital of the USA, and explore the official…
Beginning in the Cascades and moving upriver through the eastern stretch of the Columbia River Gorge is the relatively young but rapidly growing wine-making region known as the Columbia River American Viticulture Area (AVA). Often referred to as “A World of Wine in 40 Miles,” the Columbia River AVA consists of a combination of climates,…
Hop aboard a ride from your swanky Portland hotel and savor the stunning views of Columbia River's bustling ship traffic. The first stop? Two of Astoria's coolest breweries, where you can sip on the finest brews and grab a bite to eat. Fort George BreweryAstoria Brewing CompanyReach Break BrewingBuoy Beer CompanyRogue AlesGeek out with the…
Get ready to be swept off your feet by your guides as they take you on a journey of a lifetime through the stunning Columbia River Gorge and the Hood River Valley. Brace yourself for a riveting tale of this breathtaking terrain and its awe-inspiring past. And just when you thought it couldn’t get any…
Sip your way through Oregon’s finest wines on an extraordinary tasting tour, only a day trip away from Portland. Discover the stunning Willamette Valley, and be guided through the best wine experiences it has to offer. Soak up the breathtaking views, visit three amazing vineyards, and unveil the secrets behind the perfect Oregon Pinot Noir….
Portland comics Bjorn RG and Eliza Butler host this weekly show at Neighbors Taproom with curated lineups of local and nationally touring comedians. 21+
Goodness is a show that brings the best stand-up comedy in Portland to the incredible Laurelhurst Club! Tickets are only $10, with even more affordable drinks! (21+)
Experience the eccentricity of Portland, Oregon and visit one of its quirkiest neighborhoods on this walking pub tour. This tour is a must-do for anyone who wants to immerse themselves in the fascinating history of the city, including stories of UFO sightings, Bigfoot sightings, exploding whales, wacky bike rides, strange locals, hijackings, hipsters, artists, and…
Comedy Open Mic for every skill level. Beginners are welcome. Weekly mic every Monday night with 8:30 p.m. sign-ups. Hosted by Sam Bass and Milo Loza. The Cheerful Tortoise is an iconic Portland bar that has been around for more than 60 years and provides a cheerful environment for everyone to enjoy.
Join hostess Devlin Lynn Phoenixx and her cast of talented queens for a Sunday brunch experience you won’t soon forget. Your ticket includes admission to the show, your meal, AND your first mimosa. Vegetarian, vegan, and gluten-free options are available. So grab your friends and get down to The Pharmacy for a spectacularly fun time.
The Oregon Mycological Society is holding its annual Fall Mushroom Show after two years of being gone. Join in to identify locally found fungi, books, displays and a tasty culinary treat from Morchella Restaurant. Tickets are available for the public now.
Portland has a well-established network of venues and theater companies and an increasingly dynamic and diverse small theater scene.
Classical music in Portland isn't just the classics. Classical musicians offer new and innovative works, and an ongoing lineup of inspiring performances, from timeless works to modern interpretations.
Portland dance has an inventive spirit that welcomes collaborations and often spills beyond the generally accepted boundaries of “dance.”
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