Bike Summer is Here: Explore the Best Rides in Portland

May 30, 2025 3 min read Updated: May 30, 2025 Bike maintenance
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Portland is finally shedding its winter layers, and with it, the city is embracing the warmth of Bike Summer. The highly anticipated Kickoff Ride is set to take place at Peninsula Park on Sunday, marking the beginning of a month-long celebration of cycling in the city. As the sun shines brighter, the city’s bike trails and roads are calling out for exploration, and we’ve got the perfect list of rides to get you started.

Saturday, May 31st

  • Cycle the Well Field – 8:45 am at Aloft Cascade Station (NE)
  • Westside Critical Mass Party Ride – 9:00 am at Cascade Bikes (Beaverton)
  • Saturdays in May Sandy Blvd Takeover Edition – 10:00 am at Wilshire Park (NE)
  • The Stripey Ride – 3:00 pm at Rainbow Road Plaza (SE)

These rides cater to different interests and preferences, from an educational ride about the city’s watershed to a mass protest ride that aims to raise the profile of cycling in Washington County. The Sandy Blvd Takeover Edition promises to be a fun and engaging experience, with a focus on assessing the quality of bicycle infrastructure in the city.

Sunday, June 1st (First Day of Bike Summer!)

  • Breakfast on the Bluffs – 9:00 am at Skidmore Bluffs (N)
  • Bike Summer Kickoff Ride – 3:00 pm at Peninsula Park (N)
  • Larch Mountain Ride – 9:00 am from Lewis & Clark State Rec Site (Gorge)

Sunday marks the official start of Bike Summer, and what better way to celebrate than with a community gathering on the bluffs, followed by a fun-filled Bike Summer Kickoff Ride at Peninsula Park. The ride promises to be a blast, with DJs, a bike wash fundraiser, and a variety of activities to enjoy.

Other Notable Rides

  • Cycle the Well Field
  • Westside Critical Mass Party Ride
  • Saturdays in May Sandy Blvd Takeover Edition
  • The Stripey Ride

These rides offer a range of experiences, from learning about the city’s watershed to participating in a mass protest ride. The Sandy Blvd Takeover Edition is a unique event that focuses on assessing the quality of bicycle infrastructure in the city.

Event Date Time Location
Cycle the Well Field Saturday, May 31st 8:45 am Aloft Cascade Station (NE)
Westside Critical Mass Party Ride Saturday, May 31st 9:00 am Cascade Bikes (Beaverton)
Saturdays in May Sandy Blvd Takeover Edition Saturday, May 31st 10:00 am Wilshire Park (NE)
The Stripey Ride Saturday, May 31st 3:00 pm Rainbow Road Plaza (SE)
Bike Summer Kickoff Ride Sunday, June 1st 3:00 pm Peninsula Park (N)
Larch Mountain Ride Sunday, June 1st 9:00 am Lewis & Clark State Rec Site (Gorge)

What to Expect

At the Bike Summer Kickoff Ride, you can expect a fun-filled experience with a variety of activities, including:

* Bike wash fundraiser

* Bike maintenance help

* Bike Summer merch for sale

* DJs

* A bike wash fundraiser

* Food carts

* Lots of wonderful people to meet

The Bike Summer Kickoff Ride promises to be an unforgettable experience, and we’re excited to see you there!

Getting Involved

If you’re interested in participating in the Bike Summer events, be sure to check out the following resources:

* More information on the Bike Summer Kickoff Ride

* More information on the Bike Summer Ride Series

By getting involved in the Bike Summer events, you can help make a positive impact on the city’s cycling community and enjoy the many benefits of cycling.

Conclusion

As Bike Summer kicks off, we invite you to join us for a month of cycling fun and adventure. With a variety of rides and events to choose from, there’s something for everyone. So why not dust off your bike and get ready to hit the roads? We can’t wait to see you out there!

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