best bike rides in Oregon

Slip Away to Canada – Washington – Idaho (WACANID)

WACANID | September 10-15 – Washington, Canada, Idaho

Simultaneously striking and unforgettable, the International Selkirk Loop is a stunning adventure. WACANID takes you on a six-day journey to traverse 370 miles of spectacular scenery – majestic mountains, beautiful lakes, rivers and North America’s longest free ferry ride.

It’s such a thrill to ride through two states and two countries on this exciting ride. The support is top notch and the other riders are friendly. WACANID is your chance to truly get away from it all on a ride you’ll remember for life.

  • Designated by the U.S. Department of Transportation as one of the “Top 10 Scenic Destinations in the Northern Rockies”
  • Named “Best of the Roads” by Rand McNally Road Atlas
  • Named the “West’s Best Scenic Drive” by Sunset Magazine

The weather is mild, the traffic is light and most of the ride occurs on secondary highways whenever possible. You may not see a car for miles and miles as you pass through friendly communities. If you’re looking for a new ride this year,
we think we’ve got just the one.


Photo Gallery

7 Tips for Getting Ride Ready

If you’re prepping for a big ride this summer, like perhaps one of the multi-day ride experiences presented by the ride experts at Cycle Oregon, a little organization goes a long way.

Here are a few of our top tips to ensure you’re ready with the big event comes.

1) Start riding now

We all say we’re going to train, but too often life gets in the way. Don’t let life get in the way! Make plans now with some friends. The accountability of planning with others works wonders. If you’re a regular distance riders, just a few good days on the bike will be all it takes to limber your legs in time for the ride.

2) Gather your posse

Supported rides are an excellent way to meet new riding buddies so if you don’t already have a posse, that’s okay! Rides around here are absolutely stuffed with awesome, friendly people.

But if you DO have friends who love to ride, bring them out for the event! It’s so fun to share the ride with friends.

3) Get your bike tuned up well in advance

Bike shops are busy in the summer. Bring your bike into your favorite shop at least three weeks prior to the ride to ensure there is plenty of time for basic maintenance and any special parts that might need to be ordered. The ride is so much sweeter on a well tuned ride!

4) Be confident: You’ve got this!

If you love riding your bike you’ll do well out there! Be confident in your legs and get OUT of your head. Endurance is all about the brain telling us we can or can’t keep going. What’s your brain going to tell you this season? We can’t answer that for you, but we can tell you “You Got This!”

5) Start eating well

Fuel your body for an awesome ride! It definitely pays to eat well the week prior to the ride, with heavy doses of protein, vegetable for nutrients and plenty of water. Try to incorporate healthy eating into your season to give yourself a stronger ride potential. It is amazing how much of a difference food can make.

6) Reward yourself!

If you’re riding hard, training and focusing on improving your rides, that’s awesome! Reward yourself with healthy and even not-so-healthy treats. A relaxing moment with a yummy treat to celebrate a job well done will help get you psyched for the next adventure. Positive rewards work!

7) Need a new ride idea?

Our calendar lists all sorts of rides happening all summer long.

The season of riding is NOW and Cycle Oregon offers some of the best support possible. You have enough to worry about in your daily life; let Cycle Oregon take care of your bike vacation details for you.

JOY RIDE | June 9
Wine Country. This one’s for the ladies (sorry, fellas, if you really want to be there you can volunteer at the event).

WEEKENDER | July 13-15
BEST WEEKEND EVAH! A weekend of daytime biking and nightly fun with on-site lodging and camping options.

CLASSIC | September 8-15
Stoic peaks frame the impossibly deep canyons of Eastern Oregon on this stunning ride. Bonus: The ride lands in Pendleton just in time for the Pendleton Roundup!

GRAVEL | October 5-7
This brand new two-day gravel fest takes you down the hidden roads less traveled to the west of Portland in the Tillamook State Forest.



Mt. Bike Oregon = Paradise for Dirt Lovers

MT. BIKE OREGON | July 20-22 and August 17-19 – Oakridge

Sleep Away Camp for Dirt Loving Adults!

Mt. Bike Oregon is a mountain biker’s dream come true. The event takes place at the epicenter of some of the world’s best mt. bike trails. Riders come from all over the world to ride their hearts out for three very full days.

The event features on-site camping, shuttled rides, clinics, free demo bikes, a FREE Drinking Garden under the starry night sky, breakfast, lunch, snacks and so much more – all included with the cost of entry.

Mt. Bike Oregon is all about fostering the stoke of the trail and building community. The 14-year-old event is well known for the supportive atmosphere, friendly riders and top notch setting. This is a particularly awesome event for women coming alone or in groups as there are women-specific rides and a chill vibe.

Non-riding guests are most welcome at the event and they get full access to just about everything other than the shuttles Camp, chill out by the river, fly fish, kayak, hike and explore this outdoor playground nestled between Bend and Eugene.

Watch the Video


More Info

All inclusive.

Camping on site.

For intermediate or advanced riders.


Tour des Chutes

Tour des Chutes | July 9 – Bend

Clear Skies and Striking Mountain Views

With wide open sunny skies and mountains ever-present on the horizon, the landscape of Central Oregon is strikingly gorgeous and ready for bicycle exploration.

Tour des Chutes is an annual journey along low traffic country roads passing large farm and ranch land with beautiful views of Cascade Peaks and Smith Rock. The terrain offers stunning high desert scenery, a few climbs, plenty of rolling terrain and sidebar entertainment as it stops at an Alpaca ranch.

Everyone wants an excuse to spend the weekend in Bend, and we think Tour des Chutes is the perfect one.


Ride McKenzie Pass – CAR FREE!

CREST THE CASCADES | June 16 – Sisters

McKenzie Pass is of the most scenic areas in Oregon, but the road is only open three months of the year. The narrow, winding pass climbs up and over a moon-like terrain covered in lava rock with 360 degree striking mountain views. It’s the kind of ride that reminds you of your place in the world – that we are just one small part of an incredible natural wonder that is vast. And intriguing. And gorgeous.

The climb is challenging, and on-so-rewarding. There is a quiet out there you won’t find many other places; the slight whir of your tires on pavement, a bird in the distance, the wind gently moving through the trees. It’s you and your bike – slow and steady as you climb the manageable grade.

Crest the Cascades (formerly the Ride for Two Rivers) is your opportunity to ride McKenzie Pass car free – the very best way to experience this magical region.


Photo Gallery

Escape the Crowds on Survival Century

  • Great routes
  • A free weekend
  • A new region to explore
  • A destination location
  • Route distances and elevation
  • Friendly + plentiful support

These days, there are so many great rides to choose from. How do you pick? The Art of Survival Century on May 26+27 is a ride that ticks all the right boxes.

So just what makes this ride so special?

Tucked Away Where People Are Nice

For one, it’s tucked away. We mean really tucked away. Located outside of Klamath Falls on the border of Oregon and California, the ride is a hidden gem. You’ll go miles without seeing a car, and when they do come by they give cyclists a wide berth. We asked one of the rest stop volunteers about this last year and he said that’s nothing special, “That’s just how the drivers are here.” Out in the country. Where people are nice.

Our Ride Experience

We ride this event every year and can’t say enough good things about it. Rest stops feature homemade granola bars, the volunteers are outstanding, the routes are serene and the birdlife is extraordinary. The region is wildlife refuge and bird sanctuary. Driving there in the early evening prior to the ride, a sea of birds dove all around our car along a four mile stretch we had all to ourselves – and the birds.

We camped on site at the fairgounds, and were treated to a restful sleep, hot showers and few other campers. Best of all there was no charge and we were just steps from the start line.

A Ride You Can’t Forget

This is one of those rides you simply can’t forget. Make a weekend of it, take the time to get there, and plan to explore after the ride.

Ride Details

The Art of Survival Century was named the Fifth Best Bike Ride in Oregon in ORbike’s riders’ poll and it’s no wonder why.

New this year, there is an optional gravel ride on day two!


Celebrate the Rose City by Bike!

PORTLAND CENTURY | August 19 – Mt. Hood Community College

Celebrate Portland on the city’s signature ride, Portland Century!

Fall in love with Portland all over again as you pedal your cares away for a rewarding day.  This ride is all about the Rose City of Bikes.

Consider we are such an amazing city for bikes, it’s not surprising that this ride really goes the extra mile for riders, especially this year. The ride is under new event management and the new organizers are well known for their keen attention to detail – ensuring riders have a spectacular time every pedal stroke of the way. We’re excited to see a fresh burst of energy being injected into this beloved event.

PRO TIP: Use code “ORBIKE-EBA18” during online registration to save $5!



2 Special Days of Car Free Crater Lake

Ride the Rim | September 8 + 15 – Crater Lake

Ride the Rim is a spectacular opportunity to ride Crater Lake the best way possible – without cars! This gorgeous natural wonder is absolutely stunning, and riding the rim without the chaos of cars is a very special experience.

Oh, but you won’t be alone! Named the 9th Best Bike Ride in Oregon in the ORbike Riders’ Poll, this is certainly a favorite ride among many people. The two car-free days attract huge crowds of friendly cyclists at the free event,.

Mark your calendar early and carve out some time for this awesome event. You have two weekends to choose from: September 9th and September 16th

RIDE TIMES: 8am to 6pm, East Rim Drive will be closed to all vehicular traffic. The East Rim can take roughly four hours to complete, give or take a hour based on individual experience levels. Please plan accordingly.

FEE: FREE! Registration (Park Admission Fees still apply-$15)

RIDE PROFILE: Approximately 25 miles with 3,500 feet of elevation gain.

RIDE SUPPORT: 5 rest stops

Bike Pump
Friendly People
Waste Receptacles
Basic First Aid Kit
Basic Bike Repair Tools
Encouragement & Support
Hydration (bring refillable bottles)

NOTE: There is no support vehicle on this free ride.

PARKING: Vehicle Parking is located at the Steel Visitor Center/Park HQ (larger parking lot) and North Junction

NEW THIS YEAR: The organizers have planned after party and reservable dinner back in Klamath Falls with live music. It’s where everyone gathers after the ride!

BIKE VALET: Ride the Rim offers a free bike valet at the North Junction and Park HQ while you fetch your car in the opposite parking lot using the FREE Shuttle Service.


Sneak Away to Hidden Routes

THE VINEYARD TOUR | September 9 – Roseburg

The riders of the Umpqua Velo Cycling Club have been blissfully enjoying some of the best routes in our state for many years. They know all the best the hidden gems, winding roads and backcountry roads nestled in their down-state region.

And now, these generous riders are sharing all their secrets with us. The Vineyard Tour is a gorgeous ride through the Umpqua Valley. You’ll cruise along lightly traveled roads as you pass by dozens of vineyards, wineries, forests, fields and orchards.

Select from routes of 15 to 100 miles, each one a delightful tour. For the full experience, opt for the full century. This route meanders along the powerful and scenic Umpqua River and and includes four optional winery stops. With only 3,200 feet of elevation gain, this is a very approachable and well supported century ride.


Petal Pedal: Blooming Fields of Flowers

The cold, snowy days of our crazy winter are officially over and all around there are plants in bloom.

But you’ve never truly seen flower power until you’ve ridden through the Silverton area in June with entire fields are bursting with flowers. What a perfect place to ride a bike, and Petal Pedal on June 23rd is the best way to traverse the Willamette Valley’s roads less traveled.

Those Legs Love You, or Love You Not…

Like a flower, the ride features interlocking petal loops that give you the choice of how far you ride without having to make that decision in advance. Cruise through the gorgeous landscape, and let your legs tell you where to go. Feeling strong? Keep riding. Itching for a beer? Head off to the finish line.

About the Petal Route Options

A lovely flat ride past farms, fields and flowers that passes through the covered Gallon House Bridge.

Extend the 30-mile route with some rolling hills and river crossings.

Explore the broadest section of the valley WITHOUT the climb to Silver Falls.


The whole shabang. Starts with a climb to Silver Falls. Enjoy panoramic views, then an extended high-speed descent before rejoining the 70-milers.

Generous Support

With onsite lodging, an awesome dinner, free Hopworks beer, extremely gorgeous courses, free bike checks, breakfast, lunch and snacks all included, Petal Pedal makes for a perfectly relaxing ride. Plan to spend the weekend riding the region and exploring the quaint town of Silverton, widely regarded as the friendliest town in Oregon.

Pro Tips

1) Register in advance to save big.
2) Bring three friends and you’ll ride free.
3) Save $5 when you use code ORBIKE-EBA18

Ride Basics

Saturday, June 23rd

30, 50, 70, 100 miles with plenty of combos along the way

Breakfast, lunch, snacks and a gourmet dinner.


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