Things to Do in Bend, Oregon

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When I need fresh air, epic views, and amazing craft beer, I head straight to Bend, Oregon. If you love the outdoors, you’re going to feel right at home here too. I’ve hiked through high desert trails, paddled along the Deschutes, and wrapped up my days with a cold pint in the sunshine. Whether you’re chasing powder in winter or hopping between breweries in summer, Bend really does deliver year-round adventure with a laid-back vibe.

Best Time to Visit

Honestly, it depends on your vibe. I visit June through October when I want to hike, bike, float the river, and hit up outdoor festivals. That’s when the weather’s perfect and the town feels especially lively. But when I’m in the mood for skiing, I come back in winter—December through March is when Mt. Bachelor is in full swing, and the snow sports scene here is incredible. Either way, you’re in for a good time.

How to Get There

By Car: I usually drive from Portland—it’s about 3.5 hours and totally worth it. The route from Eugene is even shorter at around 2.5 hours. You’ll know you’re getting close when the trees thin out and those mountain views kick in.
By Air: Redmond Municipal Airport (RDM) is my go-to when I’m flying in. It’s only 20 minutes from downtown Bend and has direct flights from places like Seattle, San Francisco, and Denver. Super convenient.
By Bus: I’ve also used Cascades East Transit to get around once I’m there. It’s great if you’re traveling without a car, and they’ve got connections to nearby cities and trailheads.

Where to Stay

Oxford Hotel – When I want to stay right in the heart of downtown, this is my pick. It’s eco-friendly, super stylish, and I can walk to restaurants, breweries, and shops in minutes. I always sleep well here.
McMenamins Old St. Francis School – This place is just fun. It’s a former school turned quirky hotel, complete with a pub, soaking pool, and even secret rooms. I love wandering around and finding something new each time I stay.
Tetherow Resort – For a mix of luxury and adventure, I go for Tetherow. It’s close to golf, trails, and Mt. Bachelor, and the mountain views are unreal. Perfect if you’re planning to split your time between town and the slopes.