Conquer a Weird DoughnutJoin the line at Voodoo Doughnut on SW 3rd Avenue, pick the most ridiculous topping combo on the board, and eat the whole thing. Bacon on top counts double.Food & DrinkEasy25 min
Find 'Keep Portland Weird'Track down the iconic 'Keep Portland Weird' sign and take a photo doing the weirdest pose you can get away with.WeirdEasy30 min
Get Lost in Powell's BooksStep into the city-block-sized bookstore and find a book on a topic you know nothing about — without the map.Rainy DayMedium45 min
Food Cart Pod RouletteVisit Cartopia on SE Hawthorne, Portland's original cart pod, close your eyes, point, and order from whichever cart your finger lands on. No takebacks.Food & DrinkMedium40 min
Name Portland's Bridges From the Car-Free Tilikum CrossingPortland is 'Bridgetown'. Walk out onto the car-free Tilikum Crossing and spot and name as many of the Willamette River bridges as you can from its deck.ActiveMedium30 min
Smell the Most RosesIn the City of Roses, climb to the free International Rose Test Garden in Washington Park and sniff out the best-smelling bloom among its thousands. Rate your top three.FamilyEasy35 min
Sunrise loop on the Eastbank EsplanadeLace up before the coffee crowd and run the flat, mostly car-free Vera Katz Eastbank Esplanade loop along the Willamette, where local marathon trainers clock their miles past the bridges and waking skyline. Cross the Hawthorne Bridge to close the loop and you have earned the day.ActiveMedium45 min
Power up the Mount Tabor stairsJog up the cinder paths and stone staircases of Mount Tabor, the only extinct volcano inside a US city park, until the reservoir and skyline open up below you. The locals doing repeats here will nod; pretend the burning calves were always part of the plan.ActiveBold50 min
Get soaked at Salmon Street SpringsLet the kids charge through the 185 jets of Salmon Street Springs in Waterfront Park, where an underground computer flips between misters, bollards, and the full wedding-cake blast. Bring a towel and accept that you are getting wet too.FamilyEasy40 min
Find the leprechaun park you could missHunt down Mill Ends Park, a two-foot circle of grass with a single tree marooned in the Naito Parkway median, once the world's smallest park and supposedly home to a colony of leprechauns. Let the kids decide whether the wee folk are home today.FamilyEasy15 min
Stand Under Locomotive 4449 at Oregon Rail Heritage CenterDuck into the Oregon Rail Heritage Center near OMSI to crane your necks at three towering vintage steam engines, including the Southern Pacific 4449 that pulled the 1976 Bicentennial Freedom Train. Kids' tickets are just a few dollars and the train geek in your group will refuse to leave.FamilyEasy1 hr