Crazy Parks Ride

Cycle Portland, Sightseeing Ride, Crazy Parks Ride

Lots of parks, the scenic beauty being high above the city, and riding through quaint sections of town make this ride remarkable and one you will want to plan for a full-day excursion, complete with picnic lunch. This ride provides a great introduction to the city of Portland and highlights some of the most popular places to visit. Along the way you will also see some lesser known landmarks including the smallest park in the world.


Smooth paved streets and bike/pedestrian trails. Switchbacks up through Washington Park are rough and have some pot holes.


Low-traffic streets through Washington Park, bike/pedestrian trails, and urban streets with bike lanes.


By car, take 26 west to exit 72 toward Zoo/Forestry Center. On-street parking.

By public transportation, from downtown Portland take any Red or Blue TriMet MAX train line toward Hillsboro or Beaverton; disembark at Washington Park station.

Food and Drink

Plenty of options for food and drinks at the Rose Garden and throughout the urban parts of the ride. Restrooms available at Washington Park between the Tri-Met stations.

Side Trips

Explore NW 23rd Avenue, Oregon Zoo, World Forestry Center, the Children’s Museum, the Japanese Garden, the Rose Garden, and Hoyt Arboretum.


More Details

Washington Park offers terrific museums and other amenities, but nothing beats bike riding SW Kingston Drive down through the lush, dense woods. Bike riding down this road is only half the elevation you need to descend. SW Vista Avenue is quite steep and your brakes need to be up to the task. At the bottom of the hill you’re near chic NW 23rd Avenue where shopping and dining have been elevated to an art form. NW Everett Street will bring you into town and along the North Park Blocks. At the corner of SW Taylor Street you’ll encounter Mill Ends Park, the world’s smallest park.

Formerly a utility pole, this park is located in the median strip where a single evergreen tree is surrounded by a diminutive concrete wall. Both the east and west sides of the Willamette River are parks that the public enjoys year-round. At the base of SW Ankeny Street is a wide expanse of brick and granite where fountains and parks provide terrific space for kids to play. After crossing the Hawthorne Bridge you’ll bike ride past Chapman Park located behind City Hall and around the Elk Fountain in the middle of Main Street.

At the top of the hill will be Shemanski Park located in the South Park Blocks across from the Portland Art Museum. Bike riding over SW Jefferson Street you’ll come to the Jefferson Street City Park – truly more of a traffic circle than a park. Further along at the intersection of SW 18th Avenue and Burnside Street is the Portland Firefighters Park – a park disguised as a monument. A short distance from here you will come back into the chic section of town on your way to the obscure entrance to Washington Park. You’ll ride the switchbacks up to the road, through the Rose Garden access road, and ascend the remainder of the West Hills via a beautiful neighborhood along SW Fairview Boulevard before returning to the starting point. 


Ride Log

  • 0.0 Begin at Washington Park TriMet MAX station and travel up the hill on SW Knights Blvd.
  • 0.2 Right onto SW Kingston Dr.
  • 1.7 Right onto SW Kingston Ave.
  • 2.0 SW Kingston Ave becomes SW Sherwood Blvd.
  • 2.6 SW Sherwood Blvd becomes SW Washington Way.
  • 2.7 Right onto SW Park Place.
  • 2.8 Left onto SW Vista Ave. Steep downhill.
  • 3.0 Right onto NW Everett St.
  • 4.0 Right onto NW Eighth Ave at the North Park Blocks.
  • 4.1 Left onto NW Davis St.
  • 4.5 Right onto NW Naito Parkway, which becomes SW Natio Parkway.
  • 5.1 Left at SW Salmon St past the Salmon St Springs Fountain to enter the Waterfront Bike Trail.
  • 6.0 Right to cross the N Steel Bridge via the bike/pedestrian path.
  • 6.2 Right onto the East Esplanade.
  • 7.3 Left up the access ramp to access the westbound side of the Hawthorne Bridge.
  • 7.4 Right at top of ramp to cross the Hawthorne Bridge onto SW Main St.
  • 8.2 Left at top of SW Main St onto SW Park Ave.
  • 8.3 Right onto SW Jefferson St.
  • 8.8 Right onto SW 18th Ave and cross Burnside St.
  • 9.4 Left onto NW Flanders St.
  • 9.9 Jog left then right onto NW 24th Pl.
  • 10.0 Cross Burnside St at the traffic light to access the Washington Park entrance directly ahead. Ride up switchbacks.
  • 10.5 Cross SW Washington Way to continue onto SW Rose Park Rd.
  • 11.0 Right onto SW Kingston Ave.
  • 11.2 Left onto SW Fairview Blvd.
  • 12.6 Left onto SW Knights Blvd.
  • 13.0 Return to Washington Park TriMet MAX station. End ride.
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    20.123 km / 12.504 mi

    Total Distance

    369 m / 1,211 ft

    Total Ascent

    369 m / 1,212 ft

    Total Descent

    258 m / 848 ft

    Highest Point

    Ride type:
    Mountain biking
    Road riding
    Kid friendly
    Rail Trail
    Difficulty: Beginner (Green)
    Ride Duration: 1-2 hrs
    Shared Bike Path - Paved
    Shared Bike Path - Dirt
    On-Road Bike Lane
    Off-Road - Fire Trail
    Off-Road - Rail Trail
    Off-Road - Single Track
    Off-Road - Downhill
    Mobile Coverage: Excellent
    Estimated Distance: 13.0
    Elevation Gain: 1614
    First Aid
    Bike hire
    Bike servicing
    Accessible by bike
    Accessible by car
    Accessible by public transport
    Accessible by shuttle / uber
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