Classic Portland Rides
A collection of classic Portland cycling routes organized by different areas of the city and mileage. They all start and end close to the city, offering a solid feel to Portland areas ridden by many local road riders. Ideal for a quick spin, winter base miles or fun summer spins. For more epic full day rides, please check out the Ride This! section. This is a limited selection that I managed to curate quickly, so check back frequently for updates.
Ride Area Overview
Note: All rides start and end close to downtown PDX.
South of the city
South of the city offers up some great variation to the normal Portland look and feel. Passing through unique areas such as West Linn, Lake Oswego and Oregon City. These rides are perfect in the winter as the temps are warmer and avoid ice that can build on the East and West.
The East of the city is generally flat until you get past Troutdale. The flats on the way out can be a refreshing change of pace from hill smashing and a nice warm up for some fairly taxing routes such as Bull Run and Little Switzerland which has some larger ascents and more rolling hills.
Immediately West of the city is ridgeline where Skyline Rd runs! often starting climbing to either get up on Skyline Rd or over to find the goodies towards Beaverton, Tigard and Hillsboro. Fantastic views of the East can be had from several of the well-known places, like Pittock Mansion and Council Crest. Tons of options from here to drop West, Northwest or South.
Pleasure no Treasure
29m – West – Punchy – 3200ft
Pleasure No Treasure – This is probably one of my favourite short punchy rides on sweet local roads. With a high amount of climbing, good if you are trying to mix interval training in. This ride also captures two classic view areas Pittock Mansion and Council Crest
Rock Creek Classic
35m – West – Rolly – 3,000ft
Rock Creek is a staple for roadies wanting a shorter workout with fewer cars and a nice mix of hills and rollers. Ride it as hard as you like, the pleasure is how you define it on this one.
35m- West – Dirt Shred
Most of my routes in the classics are road, but Dirt Shred? No problems, check out this close in ride to get your fix. It’s mainly firelanes, but super fun on a CX bike or maybe hardtail mtb. With some fast downhill rippers and some testing punchy nutty techy climbs.
Lake o Loop
38m – South – Rolling – 2,200ft
O Loop Classic is a great ride, short and sweet which passes through of a mix of unique suburbs including Lake Oswego and Oregon City for a change of pace.
Boring and back
40-90m – East- Flat – Out & Back
Lets say your legs are dead from a heavy day before or you want a simple flat-ish car free ride. This smooth top multi-use trail (no motor vehicles) goes out for over 20miles to Boring Oregon. You can stop and turn around at any point, but at the end of the Trail in Boring, there is water, restrooms and a store.
50m – East – Moderate Hilly – 1,800ft
Riding into the gorge is always breathtaking, the old historic highway 30 is popular in the summer with cyclists. The ride offers amazing views from the Women’s Forum and Vista House along with gradual climbs and multiple route variations. One thing to watch out for in high season, the locals of Corbett (which you pass through) can be pretty aggressive with their driving and the roads narrow in points.
O Canby Ferry Loop
54m – South – Rolly – 3,100ft
60m – East – Rolly – 2,500ft
Tickle Creek is one of those more meandering rides, good in any season, not too far from stops and explores some lesser travelled roads. Some further Tickle Creek info and pictures can be found here
Bull Run Especial
68m – East – Hilly -3,200ft
Bull Run to the East of Portland covers amazing idyllic road climbs and drops to rivers. This ride has a good amount of elevation gain so beware, but this ride has to be experienced to be believed, a true classic to the area.
Larch Up Mountain
84m – East – Sustained Hilly – 4,300ft
Larch Mountain is an extension from the ride above. The actual Larch mountain climb is brilliant, deep in woods, winding and a challenging climb. but be aware it’s 14miles of climbing and 3000ft just in that one climb. But the views from the top are amazing and the descent is a piece of cake.
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