Regular Events

Here is a listing of rides, walks, and workshops that occur regularly. While some of them happen at the same time each year, the exact dates can change. 

Bicycle Rides 
Palm Tree Ride To get spirits up and prove that winter in Portland isn’t so bad, this ride makes a tour of palm trees and other exotic/tropical/evergreen plants. A different route each year. Generally occurs the 3rd Sunday of January. 

Dead Freeway Ride Though Portland is now considered the standard bearer of livability, during the 50’s and 60’s it went through the same highway building stage as every other American city. The watershed event was the defeat of the Mount Hood Freeway in the early 70’s. From that point Portland bucked the trend and concentrated on alternative transportation and liveable neighborhoods. This ride explores the route of the freeway that wasn’t to be, plus Harbor Drive, a freeway that is no longer with us, plus other ill-fated freeway projects. Occurs a couple times a year. 

Pedal Potluck Picnic A casual ride 2 to 5 miles (4 to 8 km) in length, each time ending in a unique location. The end destination is a mystery parklike setting where a communal picnic meal is shared. The term “parklike” is used pretty liberally. Sometimes it’s to official city parks that might just be more obscure or out of the way. Or sometimes its to spots that are “park-like”, but hardly fit the definition. Past rides have ended up at traffic circles or wide median strips in the center of a street, some grassy triangles where various streets intersect, and one time picnicked on the well-manicured lawn around a electrical power substation. Occurs on the 1st, 3rd, and 5th Tuesdays May through the 1st week of September. The 2012 schedule will most likely deviate from this, check back in Spring 2012. 

Alameda Ridge Bicycle Cruise This ride tours the aforementioned geographical anamoly–a short yet steep ridge that cuts a 4 mile diagonal through the relative flatness of Northeast Portland. The ridge features great views and spendy houses, and displays the unique geology of the Northwest while telling the history of Portland’s growth. The ride parallels the Ridge and then ends at Rocky Butte, an extinct volcanic cinder cone that offers a near 360 degree view of the surrounding area. This was the first ride I had done as the Urban Adventure League! Occurs sporadically, once a year or every other year. 

Eastside Theater Tour This ride shows off the high concentration of still-operating classic neighborhood cinemas in NE and SE Portland. Occurs usually once a year in fall or winter. 

Solstice Ride All night ride that occurs on Summer Solstice (June 20th), the shortest night of the year. Yes, it lasts all night, from 9pm to about 7am.

Pizza Ride An expedition exploring Portland’s pizza culture, hitting up about 6 pizzerias in the process. Occurs during Pedalpalooza in June. 

Columbia Gorge Ride An adventure to the spectacular scenery of the Columbia Gorge, just a few hours ride from Portland. Scenic vistas, spectacular waterfalls, and quiet roads! Ranges from a 30 mile out and back, a longer 45 mile option, and an overnight camping option. Occurs during Pedalpalooza in June. 

Three Speed Ride This ride series celebrate the humble internally geared three speed bicycle. Several rides happen through the year, from a casual day ride of 10-15 miles, a day tour of 20-40 miles, or an overnight adventure. See the Three Speed Ride page for more details.


South Portland Expedition An exploration of the South Portland neighborhood, once a vital ethnic enclave, now a distant memory due to highway building. Occurs once in a blue moon. 

Council Crest Climb An ascent of Council Crest, Portland’s highest point (1,073 feet/327 metres,) via the Goose Hollow and Portland Heights neighborhoods. Usually occurs once a year.

Urban Nature Hike Explorations of nature close to the city and accessible by public transit. Past expeditions have explored the Marquam Nature Trail.

Mount Tabor Meander An ascent of Mount Tabor, the eastside’s highest point (650 feet/200 metres) via the not obvious routes. Occurs once a year on average.


Bike Touring Workshop Led by myself and Ian Stude of the PSU bike cooperative, we give a “411” on self-supported touring, what to bring, what to expect, what to know. Occurs usually twice a year, once in spring and once in early summer. 

Bike Fun Workshop Led by myself and Carl Larson, we give the “411” on leading your own bike ride. Occurs once a year in spring before Pedalpalooza


3 thoughts on “Regular Events

  1. Pingback: On Writing & Riding: Urban Adventure League | chasing mailboxes d.c.

  2. I’d be interested in your Gorge ride or any eastern Oregon trip as well as the bike touring workshop you have. I’m in Albany so I’d want to (gasp!) drive to Pdx! I currently have a Cannondale T-800 and I’m a “senior” citizen who still thinks he’s 45.
    Larry Eckstein

    • Hello, Larry! Thanks for your interest. Unfortunately after doing two touring workshops already I don’t think another one will happen in 2014. Nothing planned for Eastern Oregon as that’s out of my range. There will be a Columbia Gorge Ride sometime during Pedalpalooza in June, plus some other rides. Stay tuned.

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