moderate
3–4 hours
Participants should have a basic level of fitness and be comfortable riding for extended periods.
Explore Portland's scenic neighborhoods and natural landscapes on a private cycling tour that offers a perfect blend of urban charm and outdoor adventure. Guided by local experts, this experience is ideal for those seeking an active way to discover the city’s hidden corners.
Ages 16+ • 8 Hours • Challenging Difficulty
8 hours
Experience what some of our guests have called the most beautiful cycling in the world; a stunning ride full of mountain views, fast hills and challenging climbs if that is your jam.
Cycling on the roads and mountain highways around the mountain the Indigenous people called Wy'East is an exercise in approachable adventure; with 23-60 miles (35-100 km) of riding from near the timberline down into the nearly sea level town of Hood River. Our adventure is adjustable for your experience level but this is the most challenging of our many bike tours and anyone's day tours offered from Portland.
The activity will include 4-6 hours of riding with stops for lunch and beverages and about 60 - 90 minutes of travel each way from Portland.
For most itineraries, Cooper Spur is the gateway to the mountain and provides a jumping-off point to the day's adventure. We will stop for lunch at a winery (with optional wine, cider or beer) or pick up a picnic lunch on the way -- cost is on your own.
Choose moisture-wicking apparel suitable for cycling and variable weather conditions.
Stay hydrated and energized during your ride with snacks and water bottles.
Ensure your bicycle is in good condition, with properly inflated tires and functioning brakes.
Allow extra time for scenic breaks, photo opportunities, and exploring local hotspots.
Portland's bike culture grew significantly in the 1970s, transforming the city into one of the most bike-friendly places in the US.
The tour emphasizes eco-friendly riding practices and highlights Portland’s efforts to preserve green spaces and promote sustainability.
Enhances comfort for longer periods of riding and reduces chafing.
Provides essential safety protection during cycling.
Protects eyes from sun and debris during sunny rides.
summer specific
Keeps you dry during unexpected rain or cooler temperatures.
spring|fall|winter specific