Oakridge Guided Rides

Guided rides with Cog Wild are a great way to get some epic riding and an insiders view of this bucket list mountain bike destination.

With a shuttle assisted guided ride, we figure out the logistics and take you to the goods; you spend less time grinding up, and more time shredding down. Ride the classic trails: Alpine, Dead Mountain, Hardesty and Lawler, and some of the lesser known gems including Timpanogas, Moon Point, Bunchgrass, Grasshopper, Tire Mountain, Cloverpatch and Eula.

Guided Ride Options:

Coming to Oakridge with a crew? Book a van and guide for a full or half day. Traveling solo? Consider a guided ride on Alpine or Dead Mountain. If you have something else in mind, drop us a line, we’re here to fuel the stoke.

Van and Guide for a Full Day

  • For your crew up to 12 riders. Best suited for fit intermediate to expert riders
  • Up to 8 hours — ride all the goods!
  • Full sag & logistical support with an experienced guide and driver. Ride all the regular shuttle routes around Oakridge or go for an adventure near Timpanogas, Middle Fork, Moon Point or Grasshopper.
  • $1200 per group

Van and Guide for a Half Day

  • For your crew up to 12 riders. Best suited for fit intermediate to expert riders
  • Up to 4 hours
  • Full sag & logistical support with an experienced guide and driver. Ride the regular shuttles routes around Oakridge or have a guide show you Bunchgrass, Eula, Sawtooth and other gems.
  • $745 per group

Dead Mountain Guided Ride

  • Ride with a guide for a shuttle on Dead Mountain. For individuals up to groups of 4. Best suited for lower intermediate to advanced riders, open to the public.
  • 3 hours
  • Come ride our classic flow trail that descends 2750′ over 8 miles back into Oakridge.
  • Solo rider $149, or $79 per person for 2 – 4 riders

Alpine Trail Guided Ride

  • Ride with a guide for a shuttle on Alpine Trail. For individuals up to groups of 4. Best suited for strong intermediate to advanced riders, open to the public.
  • 2 – 4 hours.
  • Enjoy the quintessential Oakridge trail with a local guide. Expect deep dark forests, open meadows with expansive views and the screaming fast descents.
  • Solo rider $175, or $90 per person for 2 – 4 riders.

What to Expect

Rider Level

Experienced beginner to expert options. The variety of trails offers something for riders of all skill levels.

Terrain & Trails

Narrow, fast, slow, smooth, rocky, rooty, steep and beautiful describe all the trails in Oakridge. You’ll ride through a wide variety of ecosystems and habitats – granddaddy old-growth stands, second growth Doug Firs, recent clear cuts, giant ferns, wildflower filled meadows, cold creek crossings, log bridges, exposure and rock outcroppings.

Recommended Clothing & Gear

  • Hydration pack or backpack for carrying water, extra food and clothing. Bring a rain shell if rain is forecasted.
  • Helmets are required for all rides.

Be ready to share the following information upon booking:

During the reservation process please be ready to share the following for each rider:

  • Age of minors
  • Each rider’s mountain bike skill land fitness levels: beginner, intermediate or advanced and any additional details you would like your guide to know about you & your group.
  • Allergies, dietary or medical restrictions.

Bike Rentals

The Willamette Mountain Mercantile rents Santa Cruz and Ibis bicycles. Check out their website or call 541-782-1800. Please check that they have a rental bike available for the day you’d like before booking a guided ride.

Bend Mountain Bike Shuttles

Cog Wild shuttles are a great way to maximize your time on the bike. With about 3,000′ of elevation gain between town and Mt. Bachelor, visitors and locals can take advantage of a shuttle ride to access higher elevation terrain and ride single track all the way back to Bend.

2022 shuttle season is over.

There is snow on the ground at our location in Bend, Oregon. Shuttles will resume in May, 2023.

Meet at Cog Wild on the edge of town. Jump on the shuttle, which travels up the Cascade Lakes Highway to Wanoga, Swampy or Dutchman Trailheads.

Shuttle riders need to be self sufficient: bring a map and have a route in mind, have a tool kit and first aid kit. Carry enough food, water and clothing to support your time in the woods.

Bend Trails and Trail Forks are great sites for researching trails and ride options. Maps are available to purchase at Cog Wild and we are happy to look at the map with you and suggest routes.
Please stay off middle Flagline until August 15 to give the elk ample time to raise their babies.

E-Bikes are Not Permitted on the Deschutes National Forest

The Deschutes National Forest does not allow e-bikes on the non-motorized trails. This includes the vast majority of mountain biking trails that we guide and shuttle.

Daily Bend Shuttles

Park at Cog Wild for a shuttle up Century Drive to these locations:

  • May 1 – October 31
  • Multiple runs each day
  • Park at Cog Wild, shuttle up and ride the trails all the way back to your car
  • Riders must be self-sufficient


Our first regular stop is at Wanoga trailhead. These blue and black trails can be challenging for newer or younger riders.

  • Access to: Funner, Tiddlywinks, Tyler’s Traverse & more
  • Average ride 13 – 20 miles
  • Minimum 1,700 feet of descending
  • $17 per person

Swampy Lakes

The middle stop is at Swampy Lakes trailhead. Generally less technical trails than Wanoga with fewer miles and less climbing than Dutchman.

  • Access to: South Fork, Swede Ridge, Upper Whoops, entire Phil’s Trail Network & more
  • Average ride 19 – 25 miles
  • Minimum 2,500 feet of descending
  • $17 per person
A mountain biker on trail in Oregon.

Dutchman Flat

The last stop is across the road from Mt. Bachelor Ski Area and Bike Park. These high elevation trails usually open in July but Flagline remains closed until Aug 15 to protect the elk.

  • Access to: Metolius-Windigo, Bachelor Bike Park, Flagline (closed until Aug. 15) & more
  • Average ride 25 – 35 miles
  • Minimum 3,600 feet of descending; most routes have sustained climbs.
  • $22 per person

Private or Custom Shuttles

Private transportation for any outdoor endeavor! Book a van to transport your private group to the trailhead of your choice.

  • For your private group
  • Hourly service
Custom Shuttle Details

Newberry Crater / Paulina Peak Shuttle

Get a ride to the top of Paulina Peak for an adventurous ride back to Bend. Available mostly in the fall, or upon request for groups.


Dutchman to Sisters Shuttle

Ride the high country trails on the east side of the Cascades from Dutchman Flat and end up in Sisters. Available when Trail 99 is fully clear, usually in the fall.

McKenzie River Trail Shuttle

Available upon request for larger groups in Bend. Small groups, please contact our friends at Horse Creek Lodge. They are based in McKenzie Bridge and run daily shuttles.

Horse creek lodge

Bend Season Pass

199 – 299

Ride with a Guide

Cog Wild offers full or half day guided rides for families and all levels of riders from beginner to expert. Let us manage the logistics so you can just show up and ride.

Guided Rides

Hone your Skills

Cog Wild’s professional, certified instructors will help you master the basics of mountain biking or get you to the next level of skill.

Skills instruction

Get downhill ready with a professional coach!

Ride Mt. Bachelor’s bike park with confidence after a lesson with a certified mountain bike coach. Cog Wild partners with Mt Bachelor to offer intermediate to advanced downhill mountain bike skills clinics for solo riders or private groups. Get berm shreddy and jump ready at Oregon’s premiere downhill park with Cog Wild’s finest guides and coaches. Please inquire for a Mt. Bachelor skills lesson. These lessons are for advanced riders. Coaches and dates are limited.

Private Mt. Bachelor downhill lesson includes: 

  • One-on-one or small group downhill skills building, the lessons will be determined by  your skill level and mountain biking goals.
  • Professional mountain bike coach
  • Lunch and snacks

Mt. Bachelor downhill lessons do not include: 

  • Bike rental (can be booked through Mt. Bachelor rentals)
  • Pads or helmet (can be obtained from Mt. Bachelor rentals)
  • Bike Park ticket (can be purchased at Mt. Bachelor)
  • Transportation to or from Mt. Bachelor


Private Group Hotel Vacations

Are you planning a get together with your favorite riding buddies, a family reunion, or a bachelor or bachelorette party? We invite you to a first-class mountain biking vacation. You don’t have to go without a comfy bed, hot showers and freshly prepared meals—yes, you can combine awesome riding with cushy lodging. And with expert Cog Wild guides to show you the best of the best!

Cog Wild can plan custom group mountain bike vacations that combine the top trails, with excellent restaurants, fresh cooked meals, craft beers and cozy lodging in some of Oregon’s most scenic areas. Our private hotel tours can be in the Bend area, Hood River, McKenzie River, Umpqua River or Oakridge.

These tours can be highly customized, so please contact us to start planning!


  • Full day mountain bike rides designed for your group.
  • Local, expert and caring guides.
  • Transportation to and from Cog Wild Headquarters at the start and end of tour, if needed.
  • Transportation during the tour.
  • Delicious meals, on-trail lunches, and snacks.
  • Hotel lodging
  • Complimentary Deschutes Brewery beer, Polar Seltzer and Humm Kombucha.

Private Group Camping Vacations

Some things in life are best when experienced with your favorite people—friends and family. Throw in mountain biking and camping in Oregon’s most amazing places and you’ve got yourself a vacation to remember. Cog Wild LOVES organizing private mountain biking vacations for you and your group. We can take family reunions, bachelor or bachelorette parties, old college friends or just a group of regular riding buddies out on a stellar mountain bike vacation.

We can lead a private camping and riding trip in Central Oregon, Mt. Hood, Oakridge, the McKenzie River, including the Cascade Crest trails, the Umpqua River or the Fremont National Forest. Cog Wild guides will feed you well, supply local beers from Deschutes Brewery, Polar Seltzer and kombucha from Humm Kombucha, and take you on amazing rides each day.

These tours can be highly customized, so please contact us to start planning!


  • Local, expert and caring guides
  • Transportation to and from Cog Wild Headquarters on the start and end dates of tour
  • Transportation during the tour
  • Delicious breakfasts, dinners, on-trail lunches, and snacks
  • Camping reservations 
  • Complimentary Deschutes Brewery beer, Polar Seltzer and Humm Kombucha.

Private Group Day Tour

Bend is the perfect place for family reunions, weddings, birthday parties and gatherings. Why not take a spin on our mountain bike trails with your group? Cog Wild loves organizing private group day tours in beautiful Central Oregon.

You let us know how many people you have, what type of riding you want to do, and we’ll take care of the rest. Want a winter adventure on a fat bike? We’ve got you covered.


  • Customized itinerary and routes organized specifically for your time frame and group interests.
  • Local, expert and caring guides.
  • Half-day tours include: unlimited bottled water, energy bars, fruit and snacks.
  • Full-day tours include: unlimited bottled water, on-trail lunch, fruit and desert.
  • Complimentary Deschutes Brewery beer, Polar Seltzer and Humm Kombucha after returning to Cog Wild.
  • Mountain bikes and helmet rentals.
  • 18% gratuity added to all private group tours

Route Options

We have unlimited route options for all levels of private groups. We can organize our Singletrack Sampler, a Mt. Bachelor to Bend ride, or a fun loop in the high country. We’ll work closely with you to make sure your fun is optimized! If you are looking for a winter outing, our Winter Fat Bike Tours are a great way to get outside on two wheels.


Dates: Daily.


Half day: 9am, 10:30am or 12:30pm

Full day: 9am

Let us know if you need a different start time to accommodate your group’s needs.

Start Location: Cog Wild Headquarters. Transportation can be arranged for an additional cost, please inquire when setting up your ride.


Half-day Private Tour 1-4 hours (bikes included)

  • $140 per person

Full-day Private Tour 4-6 hours (bikes included)

  • $175 per person

Pricing details:

  • Private group tours a required to have a minimum of 6 riders and are paid by one person.
  • If you have less than 6 riders, the price still remains at the 6-rider price.
  • 18% gratuity automatically added to all private group rides
  • If the group needs to be split into different rides for different riding levels, we may need to bring in more guides, which might  increase the price. Contact us for details.
  • Group tours go rain or shine. Alternative routes will be used if needed.

Cancellation policy for private or custom guided rides:

  • A non-refundable 25% deposit will be taken at the time of booking.
  • A final guest count must be received 7 days prior to your event.. 
  • Remaining balance will be collected 7 days prior to your event. 
  • Cancellations received less than 7 days before the start of your activity are non-refundable.

Riding Distance

Varies. We work with you to determine length of rides for your group!


Varies according to rider levels.

Rider Level

Beginner to advanced. This can be an introductory ride for new riders or a skill-building ride for beginner to intermediate riders. Or if you have an advanced group, we’ll go shred more challenging trails.

Terrain & Trails

Most Central Oregon trails are smooth and flowing single track and double track that winds through Ponderosa pine forests, but at certain times of the year, we can access high alpine trails. For groups that of experienced riders, we can incorporate more advanced trails.

Recommended Clothing & Gear

Cycling clothing or exercise clothing, such as comfortable shorts, t-shirts and tennis shoes are great, as well as a long sleeve insulating layer or lightweight jacket. Hydration pack or backpack for carrying water, lunch and clothing layers. Helmets are required for all rides and we can provide helmets.

Information We Need

During the reservation process you will need to share the below info for each rider:

  • Height and weight for the bike rental.
  • Ages of any minors.
  • If each rider has mountain bikes before: beginner, intermediate or advanced and any additional details you would like to share.
  • Any dietary or medical restrictions.

Showcasing the best of Bend Oregon Trails

Bend Oregon is home to some of the best mountain biking in the nation. We have hundreds of miles of trail  to share with you, and this ride combines the best of what Central Oregon has to offer. From the world famous Phil’s Trail to lesser-known singletracks loved by locals—shhh, don’t tell—we will hand pick a sampling of trails based on your desires. Looking for a fast-flowing descent? We’ve got it. Want to improve your skills on technical rocky sections? We have that too. Searching for that perfect ride? Let us help.

These rides are custom designed as we put riders of similar skill levels together for a half day shred. This is a great ride for the solo rider, the mountain biking family, or for a group of buddies that regularly ride together. We’ll make sure your time with us is optimized for maximum fun and trail time!

The half day mountain bike ride in Bend Oregon includes:

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