Lake Oswego Loop

Length: 26 Miles
Direction: Clockwise
Elevation Gain: 2042 ft
Highest Point: 493 ft
Recommended Gearing: 39X23 or equivalent

DirectionsSee full ride directions
View map and ride data at GPSies.com
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Baby newborn PacMenI really enjoy heading down to Lake Oswego. This ride is rather short but it takes in so many beautiful aspects of town. And if you haven’t yet seen Lake Oswego by bike, now is the time.

Starting out on the Eastbank Esplande path under the Hawthorne Bridge, head into downtown and work your way up to OHSU and Terwilliger Blvd. I’ve found traveling through downtown in Portland to be rather safe and easy. The lights are often synchronized, so a steady pace will allow you to shoot through without much trouble. And most roads are one-ways, so all traffic is heading in your direction.

Terwilliger Blvd will lead you to the Tryon Creek State Park. Here, the best bike path in the city awaits, as you parallel Terwilliger, but in the trees. This path offers awesome shelter on hot summer days as well as cool and wet fall rides. The visitor center has water fountains and bathrooms also.

The Tryon Creek path drops into Lake Oswego. You’ll quickly approach the lake itself on your right and see a lot of interesting artwork. Just past the lake, turn up McVey Ave and take that to Southshore Blvd. There is a small path to the side of Southshore to follow if you like and a view point at the top with a water fountain.

Follow Southshore around the lake until you’re on Lakeview Blvd. Detour off of this onto Summit Dr. This is a nice little climb that you certainly will notice, but the views of the lake and of the incredible homes will offer some distraction.

Iron Mountain leads you back towards the Tryon Creek Path. Climb back up the path and follow your original route back to downtown along Terwilliger. Two more water fountains can be found on Terwilliger if needed.

Fountains in downtown Lake OswegoA beautiful trip around Lake OswegoBig Pink from the Eastbank EsplanadeLake Oswego from a bridge crossing



4 Responses to “Lake Oswego Loop”

  1. Velograph Says:

    I hereby declare that this is a great ride on July 4th. The streets were pretty empty and we enjoyed a beautiful ride. Thanks for the route info!

  2. Paula Carlson Says:

    I gave up after being on Terwilliger over eight miles. I passed major intersections of Capitol and Barber blvd at which point it became steep up and downs with curves. After a mile of this and no shoulder (and no bike path) I turned around. Maybe Boones Ferry was just around the corner (or I somehow missed it) but riding in fast moving traffic around curves was too much for me.

    The first 8 miles was awesome. Thanks.

  3. James WIlson Says:

    Just wanted to follow Paula C.’s comment with a positive one for riders who may be timid about busy roads. Though I understand some folks will be uncomfortable with traffic no matter what the road, this is one to visit. There are bike lanes or plenty of shoulder on all of the roads leading up to the path at Boones Ferry which is very well marked. The bike path is for cruising in a small gear and definitely could get hairy if one were to race through the woods. If you stick to a nice cruising speed this was a nice place to relax before the climbing that will need to be done on the loop around the lake. The roads around the lake do climb but by taking it easy early on a rider with some reasonable miles under their belts should be fine. Talk to the folks at Lakeside bikes and get directions to the Sellwood bridge to make it into a bit of a loop. You end up descending through an amazing cemetery that takes you right to the bridge. Thank you Rubber To The Road.

  4. DGR Says:

    I agree with James. I did the North section of this ride as a loop via the cemetery and Sellwood bridge. Thanks for the tip! Other than going over Sellwood I felt like I had enough space for cars to pass without feeling squeezed.

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