Mountains abound in the Beaver State, offering intrepid explorers all sorts of opportunities for epic outdoor recreation, making for the best road trips in Oregon. 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 on a weekend road trip in Oregon. We put together the following 3-day road trip in Oregon to some of the most pristine peaks in the state, 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.
Feel free to customize the Google Map of the trip to suit your needs.
1. Wanderlust Tours in Bend
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 escapades.
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!
2. Sunriver Resort
After your adventure, head south to Sunriver Resort, which is easily one of the most breathtakingly beautiful and well-appointed accommodations in Oregon.
Book a room and enjoy dinner with a view at this lux Oregon resort.
3. Sisters
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. 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.
4. Timberline Lodge
After a full day of hiking, we'll be spending the night at the most legendary place to stay in Oregon: Timberline Lodge. 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!
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.
5. Mount Hood Railroad
The next day, we're wrapping up our trip with a grand finale: a scenic train ride aboard the majestic Mount Hood Railroad. 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!
What do you think of this 3-day road trip in Oregon? Have you been to any of these destinations? Let us know about your experiences in the comments. Stoke and satisfy your wanderlust with this mountain road trip in Oregon -- it's an epic experience you won't soon forget. Oregon is also full of excellent hiking trails and here are some of the best for you to explore:
https://www.onlyinyourstate.com/oregon/best-hikes-in-oregon/
Subscribe to our newsletter
Get the latest updates and news
Thank you for subscribing!