Jun 16 to Jun 21, 2025
Nestle into Westfir, a tiny town in the Willamette National Forest home to a cozy family-run riverside bed and breakfast. Float down the North Fork of the Willamette River and the legendary McKenzie River Valley with expert rafting guides. Climb Smith Rock, Oregon’s mecca for rock climbers, but accessible to runners with surreal rock formations where you’ll see snow-capped volcanoes in the distance and otters in the river. Runs through Crooked River Canyon, trails that weave through fragrant sagebrush and juniper with cliffside edges into the wild Willamette rivers below.
In Oregon’s wild river valleys, old-growth forest trails wind past thundering waterfalls and ancient lava flows to hidden turquoise pools that beg you to jump in. Each day balances rugged adventure with comfort – from dawn runs beneath towering cedars to afternoons floating pristine rivers, before evenings of chef-prepared feasts in cozy riverside lodges where the only sound is rushing water through deep canyons.
Expert trip leaders and local Oregon logistics team
Airport transfers to/from Redmond/Bend airport on arrival and departure days
All ground transportation during the entirety of the trip in Oregon
5 nights in thoughtfully selected accommodations in cozy cabins Crooked River Canyon, in a charming riverside B&B in Westfir, and a spacious mountain home near McKenzie River
5 unique, supported trail runs showcasing Central Oregon's diverse landscapes 6-14 miles per day
Tickets for entry and activity fees for guided rafting trip on the Willamette River, hot springs visits, and national park entry
Trail snacks and water during runs
Merchandise
Flights to/from Redmond/Bend, Oregon
Alcoholic beverages
Travel protection (strongly recommended)
Personal purchases and souvenirs
Gratuities for guides and local staff (at your discretion)
Personal running gear and equipment
Please fly into Redmond/Bend Airport, where our team will be available to assist you with your pickup.
Food
Expect a mix of home-cooked meals, catering, and picnics. Breakfasts offer various options including fresh fruit, oatmeal, yogurt, and eggs. Lunches are often post-run picnics. Dinners are family-style, featuring healthy, fresh, delicious food from local restaurants, B&B specialties, and even an on-site chef’s campfire cooking. We can accommodate most dietary restrictions.
Accommodation
We stay at three unique, locally-owned properties:
Cozy cabins and lodge rooms in the Crooked River Canyon.
A charming bed and breakfast in Westfir.
A lodge nestled in old growth forest near the McKenzie River.
Each offers mountain-rustic design, local hospitality, and comfort. Rooms are a mix of shared and private, depending on the property and availability.
Expect chilly mornings/evenings and mild days, making layers a key component. A couple of running outfits, shoes (bring trail shoes!), a hat, a swimsuit, flipflops, some “regular” clothes for the evening and a warm jacket should cover the clothing component. A hydration pack or hydration belt (with multiple bottles) is required. You’ll probably want a camera. You’ll receive a detailed packing list as soon as you register!
Running Requirements
All levels welcome! Daily run maximums are listed on the itinerary and there are no minimums, time restrictions nor trail running experience required, though we strongly encourage everyone to prepare for a 8-10 mile trail run for the best experience. Those who want more distance will have opportunities to add on.
Travel Requirements
We will pick up participants at the Bend/Redmond airport (RDM) between 12-1pm on arrival day. If you arrive early or choose to drive from Portland we can arrange to pick you up elsewhere in the Bend/Redmond area; get in touch with us to discuss the possibilities!
Flights out on the final day should be no earlier than 1:00 PM, and we will take you to the Bend/Redmond airport. If you would like to extend your stay to explore the area around Bend, we are happy to drop you off anywhere in town at the end of the trip (and we’ll give you all of our local recommendations too!)
Please note that travel insurance is strongly recommended. Although we hope you never need it, we've seen enough to know that it can be a lifesaver in the event of a medical emergency, flight delays that cause you to miss the start of the trip, lost baggage or cancellation on your part (broke your leg two weeks before departure? Insurance could cover the entire cost of your trip!).
"From first pickup to drop-off, this was a dream of a stress-free week with every detail planned in Oregon.
As a planner I never thought I could go on a trip where someone else takes over all the details, but it was fabulous decision. Many of the small areas you stay in could not be arranged without help or knowing a local. Transportation, runs, food, beverages, and local activities were perfect!
We had several couples and several singles but the group was a perfect fit. How could a bunch of people who like to run go on a vacation and not be best friends by the end? I loved seeing parts of Oregon I never would of found on my own!"
- Alyson B.
"This trip to Oregon was absolutely fantastic. The views were amazing, the trails were a blast, the food was perfect, and the people were a riot. All activity was balanced with plenty of rest and relaxation where we laughed so hard, we weren’t sure if we were sore from that or the running. This trip is for anyone, ANY level runner, who wants to run some fun trails, see some incredible sights, and meet some awesome people."
- Alicia C
"Absolutely fabulous. What a great adventure with gracious and accommodating hosts! Completely unexpected level of pampering and friendship with spectacular trails. This is how I want to vacation moving forward. We will be back and we highly recommend this adventure!"
- Clotilde H
Each person on our small, multinational team brings a unique set of running abilities, travel experience and guiding expertise to the table, but something that we all have in common is an addiction to exploration, a borderline obsession with running and a love of helping others experience the world in this very unique way. Our guides are certified Wilderness First Responders, practice Leave No Trace principles and have guided well over 200 running trips combined. When you join a trip you’ll be traveling, running and exploring with at least one (if not 2 or 3) of us - click below for our bios!
The trip begins midday in Terrebonne, Oregon, a place of stunning high desert beauty. Our guides will meet you at the airport and take you to our home-away-from-home for the night, a small lodge with a collection of cozy cabins perched upon the rim of the Crooked River Canyon for a light lunch and a chance to meet the rest of the group. Later on we’ll head out for a late afternoon shakeout run on a nearby trail that weaves through fragrant sagebrush and juniper, with plenty of chances to peer over the edge to the wild river far below and a high likelihood of spotting golden eagles gliding along the canyon walls. That evening we’ll kick back with dinner at the lodge, soak in the magical light of a high desert sunset and then get some rest – we’ve got an early start tomorrow!
Meals included: Lunch and dinner (L,D) included
Running: 6-8 miles, single track trails
Today begins at sunrise with coffee, light snacks and a short drive to our start line for the day. A true geological wonder (don’t worry, we’ll tell you all about it!), Smith Rock has long been established as a mecca for rock climbers but also happens to be a spectacular place for a morning run. This one isn’t easy – there is very little flat terrain around here – but the chance to run amongst these surreal rock formations, take in sweeping views of snow-capped volcanoes in the distance and potentially spot otters playing in the river make it worth every bit of effort.
After the run and a well-deserved breakfast we’ll get showered, pack and wave goodbye to the canyons – it’s time to head to the mountains! Along the way we’ll pass through the vibrant adventure town of Bend for lunch before continuing on to Westfir, a tiny town nestled deep in the Willamette National Forest that is home to a cozy family-run riverside B&B that we’ll settle into for the next two nights.
Meals included: B, L, D included
Running: Up to 7 miles, 1200 ft. gain, mix of dirt road and single track trail
Today begins at sunrise with coffee, light snacks and a short drive to our start line for the day. A true geological wonder (don’t worry, we’ll tell you all about it!), Smith Rock has long been established as a mecca for rock climbers but also happens to be a spectacular place for a morning run. This one isn’t easy – there is very little flat terrain around here – but the chance to run amongst these surreal rock formations, take in sweeping views of snow-capped volcanoes in the distance and potentially spot otters playing in the river make it worth every bit of effort.
After the run and a well-deserved breakfast we’ll get showered, pack and wave goodbye to the canyons – it’s time to head to the mountains! Along the way we’ll pass through the vibrant adventure town of Bend for lunch before continuing on to Westfir, a tiny town nestled deep in the Willamette National Forest that is home to a cozy family-run riverside B&B that we’ll settle into for the next two nights.
Meals included: B, L, D included
Running: Up to 14 miles, 1500 ft. gain / 2500 ft. descent, single track trail
Today we will say goodbye to Westfir, but not to the forest – believe it or not, the best is still ahead! You’ll probably want to take it easy today – yesterday was big, and tomorrow can’t be missed! – so we’ll start the day with a riverside shakeout run. After showers and breakfast we will enjoy a relaxed float down the North Fork of the Willamette River with expert guides, giving you a chance to see some areas that are only accessible from the water. Afterwards, we’ll take the scenic route towards the legendary McKenzie River valley!
The winding drive will route through thick forest and narrow canyons, and we’ll take our time. We’ll get glimpses of an area devastated by recent wildfires, and the contrast will make the arrival to our lodging for the night – set amongst towering old-growth forest – that much more impactful. We’ll get settled into our final home-away-from-home, a sprawling house nestled in the forest with spacious suites and plenty of gathering space both indoors and out. The evening will be nice and relaxed with plenty of time for conversation, contemplation and a stellar feast prepared by a private chef.
Meals included: B, L, D included
Running: Up to 8 miles, single track trail
This is the final full day of the trip, and it’s an unforgettable one! We’ll start with a relaxed morning before taking a short shuttle to the start of our run. This trail is pure magic: it weaves and rolls alongside a wild, rushing river and through lush old-growth forest, passing by thundering waterfalls, big lava flows and turquoise pools. There is no rush today – this is the type of trail you’ll want to spend all day on! When you do eventually finish we’ll have lunch waiting for you, followed by a final evening together back at the house. Kick back, trade stories, enjoy dinner and stretch it out as long as you possibly can!
Meals included: B, L, D included
Running: Up to 12 miles, 800 ft. gain, single track trail
Chances are that you’ll be ready for a day off by this point, but anyone who wants to sneak in a few quiet morning miles will be able to do so. After a big farewell brunch we’ll pack up and wave goodbye before heading back over the mountains to complete our trip.
We’ll drop you off back at the airport or somewhere in Bend for those who want to extend their adventure even longer!
Meals included: B included
Running: No organized run
We know that life happens, and on occasion a participant will have to back out of a trip. As most of our costs are paid well in advance, we have set a cancellation policy that applies to all trips. You should obtain travel insurance to cover potential cancellations on your part.
If you cancel:
Within 30 days of signup (but more than 90 days from departure): Full refund
90+ days from the trip start date (but after the 30 day grace period): Deposits are non-refundable
61-90 days from the trip start date: 50% of total payment refunded**
60 days or less from the trip start date: No refunds
*If you register using a transfer credit, you may transfer again without penalty within 30 days of signup but will not be eligible for a refund
Deposit
You are required to pay a deposit of $600USD per person per trip for your booking to be confirmed. This deposit is fully refundable for 30 days after which point it is non-refundable. If your booking is made within 90 days of departure then the full amount is due at the time of booking and the 30 day full refund offer does not apply; you will be refunded 50% of your total payment if you cancel between 61-90 days from departure. Please note that trip transfer credit is not redeemable for cash; if you use a credit to pay your deposit then you may transfer to another trip without penalty for the first 30 days, but you cannot receive a refund.
Final Payments
Payment of the balance of the trip price is due 90 days before the departure date. Though we will make every attempt to remind you of the due date, if this balance is not paid on or before the due date we reserve the right to treat your booking as cancelled.
Passport and Visas
You must carry a valid passport and obtain all of the appropriate visas, permits and certificates for the countries which you will visit during your trip. Your passport must be valid for 6 months beyond the duration of the trip, or for the length of time specified by your country. We are not responsible if you are refused entry to a country because you lack the correct passport, visa or other travel documentation.
There will be a minimum of 7 and a maximum of 9 runners for each trip. Please do not book flights until you receive the go-ahead from us; group communication begins 4 months out.
Spots are available on a first-come, first-serve basis, so early deposits are recommended!
Central Oregon is an outdoor mecca and one of the top trail running destinations in the country. With fresh mountain air, wild rivers, towering waterfalls, and magical old growth forests, it offers astonishingly diverse landscapes for runners.
Our small group Oregon run tour features epic, off-the-beaten-track trail running, delicious meals, nonstop views, and opportunities to relax with a local brew. If you’re looking to unplug, immerse yourself in nature, and log some unforgettable miles, this Oregon running adventure is perfect for yo
There are no strict requirements for our Oregon run tour. We offer flexible distance options each day, but for the best experience, we recommend being comfortable with an 8-10 mile (13-16 km) long run and 4-6 miles (6-10 km) for everyday runs. All paces are welcome.
We encourage preparing with hill work and trail running before your Oregon running adventure.
Expect diverse trails throughout your Oregon run tour! While not extremely technical, you’ll navigate rocks and roots. There’s no requirement for trail running experience, but it will enhance your experience. Prepare to run slower than usual due to mountainous terrain and frequent stops for amazing views.
Your Oregon run tour balances running and relaxation. We incorporate a river rafting trip, sightseeing, and waterfall spotting. You’ll have time to enjoy leisurely mornings, relax with a book, and explore the surrounding areas. It’s the perfect “runcation” in Oregon!
Often, yes – as long as they enjoy hiking and understand that each day is planned around the scheduled run. We can’t arrange separate activities, so contact us to discuss if it’s a good fit for your non-runner companion.
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Last updated: November 02, 2023
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All information in the Service is provided "as is", with no guarantee of completeness, accuracy, timeliness or of the results obtained from the use of this information, and without warranty of any kind, express or implied, including, but not limited to warranties of performance, merchantability and fitness for a particular purpose.
The Company will not be liable to You or anyone else for any decision made or action taken in reliance on the information given by the Service or for any consequential, special or similar damages, even if advised of the possibility of such damages.
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