Top Neighborhoods to Explore in Bend, Oregon

Best Neighborhoods in Bend, Oregon

Cradled between high-desert plateaus to the east and the towering snowy Cascade Range to the west, Bend, Oregon, has been attracting an ever-growing number of visitors in recent years.

Well situated for outdoor adventures, Bend also boasts thriving urban neighborhoods. Expect a variety of streetscapes in this fast-changing place: you can find xeriscaped, modernist properties not far from pine cabins that evoke the region’s logging history. An evolving array of new restaurants and shops graces Bend’s Westside; on the dustier Eastside, a more laid-back vibe appeals to a different set. With plentiful short-term rentals throughout the city, you can settle in and get a feel for this city with ease.

Here’s our guide to the best neighborhoods in Bend.

Access Nature Easily from Northwest Crossing

A neatly planned neighborhood, Northwest Crossing and its adjacent developments like Broken Top are among the newest and most desirable locations in the region. Easily accessible via a short drive are dazzling outdoor attractions like Tumalo Falls, the conifer forests of Phil’s Trail, and Shevlin Park’s crystal-clear waterways and pristine ponderosa pines.

This homey neighborhood also offers a nice range of fine-dining choices. On Saturdays, explore the seasonal Northwest Crossing Farmers Market, where craft makers and farmers from all over the region meet to share their goods. This is a great space to check out for the day or to work from home for a season.

Take in the Charm (and Many Amenities) in Historic Downtown

Walking, shopping, and browsing the sidewalks of Downtown make for an essential Bend experience. Stock up on outdoorsy threads at local retailers before exploring the Deschutes County Historic Society and enjoying a walk around Mirror Pond.

Be sure to stop into local cafes for your morning coffee, and take a leisurely moment by the peaceful Deschutes River. For an enjoyable stay, consider booking a stylish boutique hotel.

Galveston and Newport Aves: Bend’s Premier Restaurants

Bracketing the River West corridor, the streets between parallel Newport and Galveston Aves offer plenty of options for date night. Start by raising a glass at local breweries or favorite alehouses. New American cuisine tempts at several beloved brunch spots. After hours, refuel at popular cantinas or food cart pods.

By day, take a river walk along Harmon St, enjoying the steamboat play structure in the park and the scenic footbridge.

Enjoy Microbreweries and Food Trucks in Up-and-Coming Box Factory

Anyone wanting to be equidistant from Downtown, the Old Mill District, and the river will love this neighborhood. Anchored by a bright-red industrial building that once served as an actual box factory, this emerging district has some of Bend’s most exciting new shops and restaurants. Notable climbing brands and craft beer establishments have recently opened, offering delicious bites to accompany refreshing libations. This lively area is just a short walk to the water sports at Bend Whitewater Park.

The Orchard District (or Midtown) Offers a Pioneer Vibe

An appealing mix of mid-century-modern bungalows, post-industrial buildings, and quaint pioneer charm characterizes this Eastside neighborhood. The trophy greenway of the Orchard District features a historic barn available for various functions.

If you’re hungry, seek out local eateries that offer delicious bites for breakfast and lunch. Hot soaks, sauna sessions, and recreational facilities await, followed by rejuvenating pampering options nearby.

Stay in Pilot Butte for a Daily Volcano Hike

Locals and visitors love Pilot Butte Neighborhood Park for its super-easy access to the local (dormant) volcano. With red cinder lining its summit, Pilot Butte is one of many cinder-cone volcanoes found in Central Oregon. The large grassy knoll and inviting park allow non-hikers to enjoy the site, too.

After your hike, head over to a nearby brewery for a delicious meal and a taste of the night sky through observation facilities. You may even catch live music from a band performing at the outdoor venue. For delicious grab-and-go options, local food trucks and taps offer a variety of bites and beverages.

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