Here’s What We Love to Do in Beautiful Bend, Oregon
Bend truly has a lot to offer. From exploring the great outdoors behind the wheel of an ATV to grabbing a beer with friends, something can fill your calendar every day. From summer to winter, spring to fall, below are some of our favorite activities that make Bend, Bend.

Hiking and Backpacking
Let’s start small, and then expand to the surrounding area. In Bend, we’re fortunate that trails literally touch the edges of town. Many Bendites can even walk to these trails from home.
The Deschutes River Trail
Stretching from the north end of Bend to Sunriver, the Deschutes River Trail (DRT) is a hometown favorite. Linking the nearly 20 miles of the trail can be tricky. Different segments leave you on one side of the river or the other. But, with proper maps and the occasional walk through a neighborhood, it can be done.

Most of us have our favorite “reaches” of the DRT. Several of them cut through spectacular sections of Bend, following the river as it winds through the city. Others are on the edges, such as the South Canyon Reach, which feels like you left the city entirely and entered the forest.
Hiking in the Cascade Range
In Bend, it feels like we can reach out and touch the mountains. The neighboring Cascade Range to the west offers both spectacular views and phenomenal hiking.
Perhaps the most popular mountain in the Central Oregon Cascades is Bend’s Mt. Bachelor. Aside from winter skiing and the summer mountain bike park, Bachelor offers a few hiking trails, including the new Evergreen trail. Evergreen climbs just over 1,300 feet in 4.5 miles with a consistent grade, easy terrain, and striking viewpoints.
If you are looking for a bit more of a challenge, there are miles of trails in the Three Sisters Wilderness area. Whether you are just looking for an out-and-back or want to summit South Sister or Broken Top, the endless options create a “choose your own adventure” scenario.
Backpacking
Turn a day hike into an overnighter or even a multi-day adventure! Countless loops between lakes are found throughout the surrounding forest. The Pacific Crest Trail is also nearby, just make sure you have proper permits when required.
The Deschutes River
Bend wouldn’t exist without the Deschutes River. It cuts through the middle of town and once upon a time, the Deschutes was a crucial part of Bend’s logging industry. Beyond some of the best fishing in the state, the river is still vital for life in Bend.
The river’s whitewater welcomes many kayakers and rafting enthusiasts. For a mellower option, try the perfect river float. From just south of the Old Mill to Bend’s Whitewater Park. Just past the Colorado Bridge, the currents pick up for a moment. Stay to the left side of the river to float through the easier rapids and avoid river surfers, then you’ll be cruising.
Mountain Biking
Central Oregon has roughly 700 miles of singletrack, with the lion’s share in Bend. The majority of these trails fall on the west side, where the city bleeds into the Cascade slopes. Trailheads like Phil’s and Wanoga are summer launching points, but mountain bikers head east to Maston or Horse Ridge Trailheads when the snow flies.
Bend is also very fortunate to have a bike park less than 30 minutes from town. Mt. Bachelor Bike Park runs from early summer to early fall. It offers some of the best gravity riding for professionals and beginners.
Skiing and Snowboarding
We can’t mention Mt. Bachelor without talking about the world-class skiing and snowboarding. The 7th largest resort in North America, Mt. Bachelor has 101 different runs spread out across 4,300 skiable acres. Twelve different lifts are scattered around the mountain, including a summit lift that allows skiers and snowboarders to descend a tremendous 3,300 feet.
A thriving Nordic skiing community is also found on the mountain. Many choose to ditch the lifts and “skin” up the hill to tackle the mountain’s backcountry terrain on the way down.
Food and Beer
After getting off the trails or a day on the river, locals head to one of their favorite spots for beer and a bite.
El Sancho and Parrilla Grill have authentic Mexican street food and margaritas that may change your life. Check out Salute in downtown Bend for classic Italian dishes. For the traditional burger and beer combo, visit one of the countless breweries around town. Time it right, and stop in during happy hour.
Food Truck Pods
The easiest way to feed everyone is to head to one of Bend’s many food truck pods. Enjoy dishes from around the world. Nearly every food truck pod in Bend surrounds a taphouse where you can try different beers, both local and from abroad. Some taphouses feature 40 beers, ciders, CBD drinks, and wines, with constantly rotating taps. Check out our online dining guide for the best dining options Central Oregon has to offer.
Downtown Bend, Oregon
With food, shopping, and festivals, downtown Bend constantly has something going on. Every Wednesday during the summer hosts the Farmer’s Market, followed by Saturday’s Artisans Market, which runs year-round. There is also the First Friday Art Walk every month.
Walk the streets of downtown during summer and fall festivals. Eat delicious food, drink beer, and listen to live music. What could be better? Bend’s Munch & Music series happens each summer in neighboring Drake Park and is a must-visit.
The Old Mill District
More shopping and incredible restaurants can be found in the historic Old Mill District. After you’re done shopping, walk or ride the paved Deschutes River Trail. Heading in either direction will take you to either Farewell Bend Park or McKay Park, both of which have excellent river access. If you have kiddos, Farewell Bend Park has a play structure and rock climbing.
Across the bridge from the Old Mill is the Hayden Homes Amphitheater. If you didn’t know, Bend brings in phenomenal live music from some of the biggest bands in the world. 2024 saw some of the biggest names yet.
Artists such as Anderson Paak., The Beach Boys, Cage the Elephant, Dave Matthews Band, and Jason Aldean visited in 2024, just to name a few. The amphitheater had shows on 58 nights from May through September in 2024.

In Bend, you can catch views from the top of Pilot Butte, one of the only city-dwelling volcanoes in the United States, or take in the Cascade Range. With over 300 days of annual sunshine and over 200 perfect adventure days per year, the high desert is full of possibilities for outdoor enthusiasts and culture lovers.
Bend is a place where you can enjoy the powder at Mt. Bachelor in the morning, take on world-class mountain bike trails in the afternoon, and finish your evening with craft beers and live music. Culture shines through year-round. Catch the Winter PrideFest, new restaurant openings, and festivals that add to Central Oregon’s vibrant community. This “Best of Bend” list could go on, and we’d love to hear what you think we missed. Let us know your “Best of Bend” by tagging us @bendmagazine on social media. New to Bend, read our First Timer’s Guide to Bend, here.