Posted in Oregon Road Trips May 30, 2022 by

Spend Three Days In Three Mountains On This Weekend Road Trip In Oregon

Mountains abound in the Beaver State, offering intrepid explorers all sorts of opportunities for epic outdoor recreation. While majestic Mount Hood is easily the most famous and iconic peak in Oregon, there are numerous other mountains in the state that are equally wondrous and worth seeking out. We put together the following three-day mountain road trip to some of the most pristine peaks in Oregon, offering a variety of ways to revel in these marvelous monoliths and their sublime landscapes.

Our Oregon Mountain Road Trip covers roughly 260 miles and is designed to be taken over the course of three days. Recommended lodging, dining, and points of interest are listed in the trip itinerary below, too!
Google Maps
Feel free to customize the Google Map of the trip to suit your needs.
Our trip starts in Central Oregon, where we're embarking on a mountain excursion with Wanderlust Tours. Wanderlust Tours in Bend is a place that specializes in next-level outdoor adventures: epic, bucket-list level escapades.
Wanderlust Tours/Facebook
In the summer, take in Mt. Bachelor from your kayak expedition down one of the area's beautiful alpine lakes.
And should you embark on this road trip in the winter, there's nothing like a snowshoe expedition around Mt. Bachelor and the surrounding Deschutes National Forest of the Cascade Mountain Range of Oregon!
Wanderlust Tours/Facebook
After your adventure, head south to Sunriver Resort, which is easily one of the most breathtakingly beautiful and well-appointed accommodations in Oregon.
Sunriver Resort/Facebook
Book a room and enjoy dinner with a view at this lux Oregon resort.
Sunriver, OR 97707, USA
After breakfast at the resort, it's time to head to Sisters, Oregon, for a hike that offers unrivaled views of Mount Jefferson as well as the Three Sisters.
Shane H/Google Local
The 7.4-mile Canyon Creek Meadows Loop is located near Camp Sherman, Oregon, and it's considered a moderately challenging route that's the perfect day hike in the mountains.
After a full day of hiking, we'll be spending the night at the most legendary place to stay in Oregon: Timberline Lodge.
management/TripAdvisor
Built in 1937, Oregon's Timberline Lodge has long been a grand getaway for visitors wanting to experience the magnificence of Mt. Hood, boasting *the* best views in town!
Timberline Lodge, 27500 E Timberline Road, Government Camp, OR 97028, USA
After settling in, enjoy dinner and drinks at Timberline's Ram’s Head Bar. With a menu of comfort classics, it's the perfect location for a cozy night in, and you'll be dazzled by the stunning views of Mt. Hood and Mt. Jefferson.
management/TripAdvisor
The next day, we're wrapping up our trip with a grand finale: a scenic train ride aboard the majestic Mount Hood Railroad.
Peter Marbach/Wikipedia
This charming passenger train is pure nostalgia and travels through some of Oregon's most beautiful places, and no matter what time of year, you're in for a treat. With front-row seats to the Hood River Valley, Columbia River Gorge, Cascade Range, and, of course, Mt. Hood -- you'll marvel over the most iconic Oregon vistas during your journey. What a way to end the trip!
Mount Hood Railroad, 110 Railroad Street, Hood River, OR 97031, USA

Stoke and satisfy your wanderlust with this mountain road trip in Oregon — it’s an epic experience you won’t soon forget.

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