Bend, Oregon Leisure Travel ideas and itinerary- Visit Bend

A couple watching a sailboat on Elk Lake near Bend, OR

Fall in Bend sits at the sweet spot between adventure and leisure. Trails glow in gold and red, yet you’ll often have them to yourself. Morning hikes and river strolls pair perfectly with afternoons at cozy pubs tasting flights of local beer. You can glide over silky lakes and bike trails through crisp, colorful landscapes. Come evening, reward yourself with approachable farm-to-table dinners, craft cocktails, or casual riverside views. Fall is all about moving a little and savoring a lot. We’re here to guide you to the best of it all, be it hikes, bites, and those insider experiences that you’ve waited for all summer long.

Anderson Paak at Hayden Homes Amphitheater in Bend, OR

Event calendar

Hotels + motels

Fly fishing guide Matt Mendes on the Deschutes River

Guides + tours

Bend Ale Trail

A couple and two dogs hiking at Mt Bachelor near Bend, OR

Bend in the fall, Gen X–style

I’m not 23 any more, and honestly, thank goodness for that. I may still be nostalgic for mixtapes and cherry red Fieros but my days of big adventures fueled on Cinnamon Toast Crunch are done. Give me a chill day hike, a good deal at a great inn, and a low-key bar with reasonable pints, and I’m good. Reality doesn’t bite, mostly.

See the itinerary