Living in the Pacific Northwest, we’re incredibly lucky to be surrounded by natural beauty, thoughtful urban planning, and a growing network of bike-friendly routes. Whether you’re looking for an easy weekend adventure or a new way to explore your neighborhood, biking is a fun and healthy way to spend time as a family. Below are some of our favorite local routes that make for memorable outings—with room for snack stops, play breaks, and just enough challenge to keep things interesting.
🚲 Downtown Book Loop – North Portland
This easy 3.6-mile loop offers a charming urban ride through the heart of the city. You’ll start and end at the North Portland Library, located at North Killingsworth Street and North Commercial Avenue. The loop is mostly flat and features sidewalks, marked crossings, and even a pedestrian overpass to keep things safe and fun. Along the way, you’ll pass parks, local businesses, and maybe even discover your new favorite mural. Just be cautious near parked cars and areas with light traffic. Bring a lock—you may want to stop for a snack or a quick detour into a bookstore!
🌳 Mountain Park Trails – Lake Oswego
Hidden in the hills of Lake Oswego is a web of paved trails perfect for neighborhood rides. The Mountain Park Homeowners Association has created a great map outlining all the trails available, many of which weave through trees, open green spaces, and even past small creeks. Keep in mind, though—this area is famously hilly. If you’re biking with little ones or towing a trailer, you may want to plan your route carefully or stick to the flatter sections near McNary Parkway. Still, it’s a wonderful way to stay close to home while feeling immersed in nature.
🚴♀️ Luscher Farms & Stafford/Rosemont Trail
Just beyond the friendly animals and gardens at Luscher Farms, there’s a paved loop known as the Stafford/Rosemont Trail that’s ideal for beginners. What makes this location great is its flexibility: you can ride a quick loop or explore connecting paths that lead to a nearby dog park and even deeper into the countryside. It’s a great option for younger kids, especially if you want to add in a quick stop to say hello to the chickens or grab some fresh produce when the farm stand is open.
🍦 Westlake Loop – Treat-Ready Ride
Starting at Westlake Park, this short but sweet ride winds through family-friendly neighborhoods with clearly marked bike lanes the entire way. The loop connects playgrounds, coffee shops, and even a few sweet spots—making it a great option for a “bike to ice cream” adventure. Because it’s relatively flat and easy to navigate, it’s perfect for new riders or kids just getting comfortable on two wheels.
🌲 Terwilliger Trail Loop – Shaded City Escape
This 5.6-mile trail is fully paved and starts near downtown Lake Oswego, leading you through beautiful Tyron Creek State Park. The route is tree-lined, shaded, and feels miles away from the hustle and bustle, even though you’re right near town. It’s a peaceful ride that’s perfect on warm summer days and a great way to introduce kids to longer bike outings without the stress of car traffic. Bonus: Tyron Creek has rest areas and trails to explore on foot if you want to make it a hybrid bike-hike kind of day.
🛍️ Lower Boones Ferry – Urban Connection
The Lower Boones Ferry Road project has been years in the making, and it’s finally open—with bike lanes! This recently completed stretch connects Bridgeport Village to downtown Lake Oswego, meaning you can park the car and let your bikes do the commuting. Ride to brunch, stop at the park, or do a little window shopping—this is one of the safest and most functional routes in the area for families looking to mix errands with fun.
Tips for Riding with Kids:
- Always check tire pressure and brakes before you head out.
- Pack snacks, water, sunscreen, and small first-aid items—just in case.
- For little ones, a balance bike or trailer can keep them included without the stress.
- Don’t rush the ride—make stops and enjoy the journey!
Whether you’re hitting the pavement in the city or finding new trails through the woods, these routes are a great reminder of just how bike-friendly our region can be. Happy pedaling!
Allison Browning is owner at Lake Composition and Editing, wife, and mom. She enjoys fun family adventures, fun with her friends, writing, reading, and cooking.