50 Things to Do in Portland

Do you love microbreweries, distilleries or street food? Have you ever wondered why residents want to “keep Portland weird” or wanted to try a bacon maple bar for yourself? While Portland seems most famous for Powell’s Books, Voodoo Donuts and recently Portlandia, there are at least 47 other great reasons to visit Portland and many seasonal activities for families and adults to take part in. For even more of what is happening in Portland, see the Northwest Events Calendar on the Clipper Vacations Blog. To plan a trip to Portland, visit our Portland vacation packages page.

Upcoming Events

  • September 5-October 31
  • Corn Maize
  • September 12
  • Widmer Oktoberfest
  • September 17-20
  • Feast Portland
  • September 19
  • Sidewalk Chalk Art Festival
  • September 25-October 31
  • Pumpkin Fest
  • September 26
  • Cider Squeeze
  • September 26
  • Hops Fest
  • October 1-4
  • Portland Fashion Week
  • October 1-31
  • Halloween Fantasy Trail
  • October 1-31
  • Fright Town
  • October 9-11 & 16-18
  • Apple Tasting
  • October 10-11
  • NW Ciderfest
  • October 16-18
  • Hood River Harvest Festival
  • October 17
  • Killer Pumpkin Festival
  • October 22-23
  • Caffeine Crawl Portland
  • October 23-24
  • Great American Distillers Festival
  • October 24-25
  • Howloween
  • October 30-31
  • Haunted Pub Crawl

Year-Round Activities

    • Explore the Pearl District
    • Oregon Museum of Science and Industry
    • Oregon Zoo
    • Powell’s Books
    • Tax free shopping
    • Lan Su Chinese Garden
    • Take a brewery or distillery tour
    • Portland Farmer’s Market or Saturday Market in winter
    • McMenamins Kennedy School
    • Voodoo Donuts
    • Try one of Portland’s many food carts
    • Portland Aerial Tram
    • Rent a bike or walk over some of Portland’s bridges
    • Willamette Valley
    • Portland Children’s Museum
    • Widmer Brewing Company
    • Oreonta Gorge
    • Portland Japanese Garden
    • International Rose Test Garden
    • Washington Park
    • 3D Center of Art & Photography
    • Tom McCall Waterfront Park
  • Finnegan’s Toys
    • Columbia River
    • Oaks Amusement Park
    • Central Library
    • Hoyt Arboretum
    • Ground Kontrol Arcade
    • Visit the Hat Museum
    • Visit Old Town/Chinatown
    • Ocean Beaches (about 90 minutes from downtown Portland)
    • Tillamook Cheese Factory (about 90 minutes outside Portland)
    • See a Portland Trailblazers game
    • Simon Benson House
    • Watch a movie at one of Portland’s many Brew ‘n’ View movie theatres
    • Wells Fargo History Museum
    • Portland Art Museum
    • Pittock Mansion
    • Architectural Heritage Center
    • Hike in Forest Park
    • Visit the Oregon Holocaust Memorial
    • See Shakespeare in the Park
    • Portland Marathon
    • Oregon Maritime Museum
    • Go golfing
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