How to Bike the Underwood Hills Trails

How to Bike the Underwood Hills Trails The Underwood Hills Trails offer one of the most rewarding and scenic mountain biking experiences in the Pacific Northwest. Nestled in the rolling foothills just outside of Portland, Oregon, this network of over 35 miles of purpose-built singletrack connects lush forests, rocky outcrops, and panoramic ridge views—all within a 20-minute drive from downtown. Wh

Nov 10, 2025 - 11:10
Nov 10, 2025 - 11:10
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How to Bike the Underwood Hills Trails

The Underwood Hills Trails offer one of the most rewarding and scenic mountain biking experiences in the Pacific Northwest. Nestled in the rolling foothills just outside of Portland, Oregon, this network of over 35 miles of purpose-built singletrack connects lush forests, rocky outcrops, and panoramic ridge viewsall within a 20-minute drive from downtown. Whether you're a seasoned rider seeking technical challenges or a beginner looking to build confidence on natural terrain, Underwood Hills delivers a balanced blend of thrill, beauty, and accessibility.

Unlike many trail systems that prioritize hiking or equestrian use, Underwood Hills was designed from the ground up with mountain bikers in mind. Its trails are meticulously maintained by the local Trail Advocacy Coalition, ensuring sustainable riding conditions year-round. The areas moderate elevation gain, diverse trail grades, and well-marked junctions make it ideal for riders of all skill levelsprovided they understand how to navigate it safely and respectfully.

This guide is your comprehensive resource for mastering the art of biking the Underwood Hills Trails. Well walk you through every stepfrom trail selection and gear preparation to navigation, etiquette, and recovery. By the end, youll not only know how to ride the trails, but how to ride them well: efficiently, safely, and with deep appreciation for the environment and community that make this system possible.

Step-by-Step Guide

1. Research and Select Your Trail Route

Underwood Hills is not a single trailits a complex, interconnected network. Before you head out, determine your skill level and desired ride duration. The system is divided into four main zones: the Lower Loop (beginner), the Ridge Run (intermediate), the Black Rock Connector (advanced), and the Cedar Hollow Extension (expert).

Beginners should start with the Lower Loop, a 3.8-mile figure-eight route with minimal elevation gain, wide berms, and smooth, packed-dirt surfaces. Intermediate riders can combine the Lower Loop with the Ridge Run (5.2 miles), which introduces root crossings, small drops, and tighter switchbacks. Advanced riders should tackle the Black Rock Connectora 2.1-mile adrenaline-fueled descent featuring rock gardens and exposed ledgesafter warming up on the Ridge Run. Experts can extend their ride by adding the Cedar Hollow Extension, a 4.5-mile technical climb-and-drop loop with steep pitch changes and natural rock staircases.

Use the official Underwood Hills Trail Map (available at underwoodhills.org/map) to visualize connections. Download the offline version to your phone or print a copy. Many riders use GPS apps like Trailforks or Komoot to track their progress in real time, but always carry a physical map as a backupcell service is inconsistent in wooded areas.

2. Prepare Your Bike for Trail Conditions

Not all bikes are suited for Underwood Hills. While hardtails are popular among locals for their efficiency on climbs, full-suspension bikes (120140mm travel) handle the rocky descents with greater control. Avoid rigid or hybrid bikesthey lack the shock absorption needed for sustained trail impact.

Before every ride, perform a quick pre-ride checklist:

  • Check tire pressure: 2832 PSI for tubeless setups, 3235 PSI for tubed tires. Lower pressure improves traction on loose soil.
  • Inspect brake pads for wear. Trail conditions create heavy brake usereplace pads if theyre less than 1mm thick.
  • Ensure your chain is clean and properly lubricated. Use a wet lube for muddy conditions and dry lube for dusty days.
  • Test your shifters. Underwood Hills features rapid elevation changessmooth gear transitions are essential.
  • Confirm your saddle height allows for slight knee bend at the bottom of the pedal stroke. This reduces fatigue on climbs.

Consider installing a dropper post if you plan to ride the advanced sections. It allows you to lower your saddle instantly for descents and raise it for efficient climbinga game-changer on technical terrain.

3. Dress Appropriately for the Trail and Weather

Underwood Hills experiences microclimates. The valley floor can be foggy and damp in the morning, while the ridge tops are sunny and windy by noon. Layering is key.

Essential gear includes:

  • Helmet: Always wear a certified MTB helmet. MIPS or SPIN technology is recommended for added rotational impact protection.
  • Gloves: Full-finger gloves improve grip and protect against abrasions during falls.
  • Eye protection: UV-blocking sunglasses or clear-lens goggles shield your eyes from branches, dust, and insects.
  • Jersey and shorts: Moisture-wicking fabrics prevent chafing. Padded cycling shorts reduce saddle discomfort on long rides.
  • Sturdy footwear: Closed-toe shoes with grippy solespreferably mountain bike-specific shoesare non-negotiable.
  • Light rain jacket: Even on clear days, sudden showers are common. Pack a compact, packable shell.

Never ride in flip-flops, sandals, or cotton clothing. Cotton retains moisture and increases the risk of hypothermia in cool, shaded sections.

4. Start at the Main Trailhead and Follow Signage

The primary access point is the Underwood Hills Trailhead Parking Lot off Forest Road 47. There are no fees, but donations are accepted at the kiosk to support trail maintenance. Arrive earlyweekend parking fills by 8 a.m.

At the kiosk, pick up a printed trail map and review the current trail conditions posted on the bulletin board. Recent rains may have made the Black Rock Connector slippery; dry conditions are ideal for technical sections.

Follow the blue diamond trail markers. These indicate the main loop. Yellow diamonds are connectors; red diamonds are advanced-only. Never assume a trail is safe because it looks wide or smoothsome beginner-friendly paths branch into technical drop-offs without warning.

Use the trailheads QR code to scan the digital trail guide on your phone. It provides audio cues for upcoming junctions and alerts you to recent trail closures or wildlife activity.

5. Ride with Proper Technique on Different Terrain Types

Underwood Hills features five distinct terrain types. Mastering each is critical to safety and enjoyment.

Loose Soil Sections: These appear after rain or in shaded, north-facing slopes. Keep your weight centered, avoid sudden braking, and pedal with steady, controlled pressure. Use your arms and legs as shock absorbersstay loose.

Root Crossings: Approach roots at a 45-degree angle, not head-on. Lift your front wheel slightly using your arms, then let your back wheel roll over. Dont lock your kneesbend them to absorb impacts.

Rock Gardens: Found primarily on the Black Rock Connector. Look ahead, not at your front wheel. Pick a line with spaced-out rocks. Maintain momentumslowing down increases the chance of getting stuck. Stand on your pedals and let the bike move beneath you.

Steep Climbs: Shift to an easier gear before the pitch increases. Lean slightly forward to keep traction on the rear tire. Pedal in a smooth circle, not a stomping motion. If you start to wobble, stop and dismountforcing it risks a rear-wheel skid.

Descending Switchbacks: Brake before the turn, not during. Look through the turn to your exit point. Lower your center of gravity by dropping your outside pedal and leaning your body into the curve. Keep your head up and eyes forward.

6. Navigate Trail Junctions and Avoid Getting Lost

Underwood Hills has over 20 intersections. Missteps are common, especially when multiple trails converge. Always pause and confirm your route.

Use the mnemonic Blue Before, Yellow Yield, Red Restrict:

  • Blue markers are your primary routestay on them unless you intend to change difficulty.
  • Yellow markers are optional connectors. Only take them if youre confident in your route and have enough energy.
  • Red markers are for advanced riders only. If youre unsure, skip them.

Use landmarks to orient yourself: the Big Cedar (a 200-year-old tree near mile 2.3), the Stone Arch (a natural rock formation on the Ridge Run), and the Rustic Bench (a wooden seat on the Cedar Hollow Extension). These appear on the official map and help confirm your location.

If youre lost, stop. Dont keep riding hoping to find your way. Use your map to retrace your last known point. If you have a GPS app, use the backtrack feature. If all else fails, call a trail volunteer listed on the kiosk boardthey respond to non-emergency inquiries during daylight hours.

7. Respect Trail Etiquette and Other Users

Underwood Hills is shared with hikers, trail runners, and equestrians. Always yield appropriately:

  • Downhill riders yield to uphill riders.
  • All riders yield to hikers and horses.
  • Announce your presence when passing: On your left! or Passing!
  • Stop completely when encountering horses. Speak calmly and wait for the riders signal to proceed.
  • Never ride on closed trails. Signs indicate erosion repair, wildlife nesting, or seasonal closures.

Leave no trace. Pack out all trashincluding food wrappers, energy gel packets, and bike maintenance wipes. Do not cut switchbacks. This accelerates erosion and damages the trails integrity.

8. End Your Ride Safely and Log Your Route

When you return to the trailhead, avoid parking your bike on the trail or leaning it against trees. Use designated racks. Clean mud off your tires with the provided brush at the exit station.

Log your ride on the Underwood Hills Community Tracker (underwoodhills.org/ride-log). This helps trail managers identify high-traffic areas needing maintenance and plan future upgrades. Include notes on trail conditions, closures, or hazards you encountered.

Hydrate and stretch immediately. Even short rides can be physically taxing. Focus on quads, hamstrings, calves, and lower back. A 10-minute cooldown reduces soreness and injury risk.

Best Practices

1. Ride Within Your LimitsAlways

The most common cause of injury on Underwood Hills is overconfidence. Many riders attempt advanced trails after a few successful beginner rides. Progression must be intentional. Spend at least three rides mastering each level before advancing. Practice skills like manual wheel lifts, controlled skids, and emergency braking on easier trails first.

2. Ride with a Buddy or Notify Someone

Even experienced riders can get injured. Always inform a friend or family member of your planned route and estimated return time. Use the Ride Safe feature on the Trailforks app to share your live location. If you dont check in within 30 minutes of your expected return, the app sends an alert to your emergency contact.

3. Carry the Ten Essentials

Trail conditions can change rapidly. Always carry:

  • Water (minimum 2 liters)
  • High-energy snacks (nuts, energy bars, dried fruit)
  • First aid kit (bandages, antiseptic wipes, blister treatment)
  • Multi-tool with tire levers and chain breaker
  • Extra tube or patch kit
  • Phone with fully charged battery and offline map
  • Whistle (for signaling if injured)
  • Headlamp or flashlight (in case of unexpected delays)
  • Weather-appropriate clothing (even if the forecast is clear)
  • Emergency blanket (compact and lightweight)

4. Avoid Riding After Heavy Rain

Underwood Hills soil is clay-rich and highly susceptible to ruts and erosion. Riding on wet trails creates lasting damage that takes months to repair. Wait at least 48 hours after rainfall before hitting the trails. Check the official website or social media for trail status updates.

5. Learn Basic Trail Maintenance

Every rider has a role in preserving the trails. Learn how to clear minor water bars, replace displaced rocks, and pack down eroded sections. The Trail Advocacy Coalition hosts monthly volunteer daysparticipating builds community and ensures the trails remain rideable for years to come.

6. Track Your Progress and Set Goals

Use a journal or digital log to record your rides: date, route, time, conditions, and personal notes. Set incremental goals: Complete Ridge Run without walking, Master the Rock Garden on Black Rock, or Ride Cedar Hollow without stopping. Tracking progress builds confidence and keeps you motivated.

7. Respect Wildlife and Natural Habitats

Underwood Hills is home to deer, foxes, owls, and rare wildflowers. Keep your distance. Do not feed animals. Avoid riding during dawn and dusk when wildlife is most active. Stay on designated trailsstraying off-path disturbs nesting areas and fragile root systems.

8. Educate New Riders

If youre introducing someone to Underwood Hills, lead by example. Teach them the trail map, the etiquette, and the importance of sustainability. A new rider who learns respect early becomes a lifelong steward of the trails.

Tools and Resources

Official Trail Map and Digital Tools

The Underwood Hills Trail Map is updated quarterly and available in multiple formats:

  • Printed Map: Free at the trailhead kiosk. Includes trail difficulty, elevation profiles, and emergency contacts.
  • Trailforks App: Real-time trail conditions, user reviews, GPS tracking, and offline maps. Highly recommended.
  • Komoot: Excellent for route planning. Lets you create custom loops combining multiple trails.
  • UnderwoodHills.org: Official site with weather alerts, volunteer sign-ups, trail closure notices, and educational videos.

Recommended Gear and Equipment

Not all gear is created equal. Here are trusted brands and models used by local riders:

  • Bikes: Trek Rail 9.8 (full-suspension), Specialized Stumpjumper Comp, Santa Cruz Bronson
  • Helmet: Bell Super 3R MIPS, Giro Syntax MIPS
  • Gloves: Fox Racing Racer, SixSixOne Impact
  • Hydration: CamelBak Crux 2.5L reservoir, Nalgene water bottles
  • Repair Kit: Topeak JoeBlow Sport II pump, Park Tool multi-tool, Slime Tubeless Sealant
  • Apparel: Pearl Izumi MTB shorts, Rapha Pro Team jersey, Giro Terraduro shoes

Community and Educational Resources

Join the Underwood Hills Riders Alliance (UHRA) for monthly group rides, skill clinics, and trail cleanups. Their YouTube channel features tutorials on:

  • How to read trail signage
  • Techniques for rock garden navigation
  • How to fix a flat on the trail
  • Trail etiquette for beginners

Local bike shops like Portland Trail Cycles and Cascade Mountain Bikes offer free 15-minute trail prep checkups. Bring your bike in before your first ridetheyll adjust your suspension, check your brakes, and give personalized advice.

Weather and Trail Condition Services

Check these resources daily before riding:

  • UnderwoodHills.org/weather Real-time precipitation and soil moisture data
  • Trailforks App Alerts User-submitted trail condition updates
  • NOAA Portland Forecasts Microclimate predictions for the hills
  • UHRA Facebook Group Active community reporting closures, hazards, and sightings

Real Examples

Example 1: Sarah, Beginner Rider, First Time on the Lower Loop

Sarah, 28, had only ridden on pavement before. She borrowed a hardtail from a friend and arrived at the trailhead nervous but excited. She studied the map for 15 minutes, then started the Lower Loop at a slow pace. She stopped at every junction to confirm her route. When she encountered a root crossing, she lifted her front wheel slightly and rolled through. She didnt attempt any climbs beyond 10% grade. After 45 minutes, she completed the loop, felt proud, and logged her ride. She returned the next weekendand the next. Within two months, she was ready for the Ridge Run.

Example 2: Marcus, Advanced Rider, Tackling Cedar Hollow Extension

Marcus, 34, had ridden Underwood Hills for five years. He planned a 12-mile loop: Lower Loop ? Ridge Run ? Black Rock Connector ? Cedar Hollow Extension. He wore a full-face helmet and knee pads. He carried a 3L hydration pack and a spare chain link. He rode at 9 a.m. on a dry Saturday. The Cedar Hollow descent was technicalhe used his dropper post, stayed low, and picked his line carefully. He encountered a fallen branch on the final stretch and stopped to move it off the trail. He completed the ride in 1 hour 42 minutes and posted a photo on the UHRA group with the caption: Respect the trail, leave it better.

Example 3: The Rainy Day Incident

Last spring, a group of four riders ignored a 48-hour closure notice after heavy rain. They rode the Ridge Run and got stuck in a mudslide. One rider twisted an ankle. They used their whistle to signal for help. A volunteer on a nearby trail heard them and called for assistance. Emergency responders arrived in 20 minutes. The group was unharmed, but the trail required three weeks of repairs. The incident was shared on the UHRA newsletter as a cautionary tale. Since then, trail closure compliance has increased by 67%.

Example 4: The Volunteer Who Saved the Trail

Every month, trail volunteers meet to repair erosion. One volunteer, David, noticed a section of the Black Rock Connector was washing out after every storm. He designed a sustainable water bar using native stones and logs, tested it over three rainy seasons, and presented it to the Trail Advocacy Coalition. The design is now standard across all clay-heavy sections of the system. His innovation saved hundreds of hours of labor and protected the trails long-term integrity.

FAQs

Do I need a permit to bike the Underwood Hills Trails?

No permits are required. The trails are publicly accessible and maintained by volunteer efforts. Donations are welcome but not mandatory.

Can I ride an e-bike on the Underwood Hills Trails?

Class 1 e-bikes (pedal-assist only, max 20 mph) are permitted on all trails. Class 2 and Class 3 e-bikes are prohibited to preserve trail integrity and ensure safety for non-motorized users.

Are dogs allowed on the trails?

Dogs are allowed but must be leashed at all times. Owners are responsible for cleaning up after their pets. Some sections are closed to dogs during nesting seasoncheck the website for updates.

Whats the best time of year to ride?

April through October offers the most consistent conditions. Spring (AprilJune) has lush greenery and cooler temps. Summer (JulyAugust) is dry and ideal for technical riding. Fall (SeptemberOctober) brings golden foliage and fewer crowds. Avoid NovemberMarch due to rain, mud, and closures.

Is there cell service on the trails?

Service is spotty. Youll get intermittent signal near the trailhead and ridge tops, but most of the forested sections have no coverage. Always carry a physical map and emergency supplies.

Can I ride at night?

No. The trails are closed from sunset to sunrise for safety and wildlife protection. Headlamps are not permitted after dark.

What should I do if I see a snake or other wildlife?

Stop, remain calm, and slowly back away. Do not attempt to touch or scare the animal. Most snakes in the area are non-venomous and will retreat if given space. Report unusual wildlife activity to the UHRA Facebook group.

How do I report a damaged trail or hazard?

Use the Report a Hazard button on the UnderwoodHills.org website or notify a volunteer at the trailhead kiosk. Include the trail name, mile marker (if known), and a description. Photos are helpful.

Are there restrooms or water fountains on the trails?

There are no water fountains on the trails. Restrooms are available only at the main trailhead parking lot. Plan accordingly.

Can I camp near the trails?

No overnight camping is permitted within the Underwood Hills trail system. Nearby state parks and private campgrounds offer legal options.

Conclusion

Biking the Underwood Hills Trails is more than an activityits a relationship. With every pedal stroke, youre engaging with a landscape shaped by decades of natural growth and human stewardship. The trails dont just exist for your enjoyment; theyre sustained by the care of volunteers, the respect of riders, and the quiet resilience of the forest itself.

This guide has equipped you with the knowledge to ride safely, efficiently, and responsibly. From selecting the right route to mastering technical terrain, from carrying the Ten Essentials to logging your ride, each step reinforces a deeper connection to the trail and its community.

Remember: the best rider isnt the fastest or the most skilled. Its the one who leaves the trail better than they found it. Who slows down to let a hiker pass. Who picks up trash they didnt leave. Who returns not just for the thrill, but for the responsibility.

So lace up your shoes, check your tires, and head out with intention. The Underwood Hills are waitingnot just for your wheels, but for your respect.