Bend’s smaller neighbor to the north, Redmond has a sunny high desert attitude year-round. The little town of 27,000 people sits just off of Highway 97 between the Deschutes and the Ochoco national forests. If excellent cycling, great food and shopping are your kind of fun, put Redmond on your road trip roster.

Rad RidesRadlands, Redmond’s newest mountain bike trail, is an 8-mile trail system on the east side of town. It’s a fast, fun ride with awe-inspiring views of Smith Rock State Park, the Three Sisters volcanic peaks and the high desert. “It’s pretty flowy. There are no climbs so you’re on the gas the whole time,” says Eric Healie, owner of Trinity Bikes. The trail can be hiked or ridden in four seasons. Redmond is also a great jumping off spot for the Sisters to Smith Rock Scenic Bikeway, a 36.5-mile ride from the little mountain town to the gorgeous state park.

Global Gastronomy: If you thought Redmond might have ho-hum, small town cuisine, think again. Within a few short blocks you can travel a world of culinary flavor. Oishi Japanese Restaurant has fantastic sushi, sashimi, tempura and Bento boxes. At Diego’s Spirited Kitchen you’ll find delicious Mexican food, margaritas and a great wine list. Try the carne asada or mar y tierra (surf and turf). And for good old-fashioned Northwest pub grub and brews, don’t miss Cascade Lakes Brewing Company’s Seventh Street Brew House or the Pig and Pound Public House.

Stop and Shop: Stroll under the Redmond archway and check out a great collection of boutiques and shops in the charming downtown. Paulina Springs Books has a great selection of books and gifts for kids and adults. Bottoms, Boots, Bags & Bling carries an inventory of fine women’s consignment items. Antique lovers will find a treasure trove of options at Beyond the Ranch Antiques, Redmond Antique Mall, The Back Porch & Company and Sagebrush Country Antiques.

about author Eileen Garvin

Eileen Garvin is the editor of Travel Oregon’s Seasonal Features, enewsletters and annual visitor guide. When she’s not cooking up trip ideas, Oregon Dreamer profiles and outdoor adventures to write about, she’s out exploring Oregon.

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These maps and directions are for planning purposes only. You may find that construction projects, traffic, or other events may cause road conditions to differ from the map results. For travel options, weather and road conditions, visit, call 511 (in Oregon only), 800.977.6368 or 503.588.2941.

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  1. Javier J. Cholvis says…

    Hi I have been several times in the state of Oregon, Bend, Sister `s, Portland, Salem, etc.. and I really love Oregon, its people, its landscape and mighty rivers, I think all my trips to Oregon will continue to be … it’s awesome

    Greetings from Málaga – Spain

    Written on March 5th, 2014 / Flag this Comment
  2. Becky Cooley says…

    I see no mention of the great walking/jogging/biking/horseback riding trails in Redmond’s Dry Canyon. And what about the Deschutes County Fair and Expo Center (the largest county fair in the state)? Oh, and the fact that the only major airport in Central Oregon is Roberts Field in Redmond. I could probably think of more, but will give others a chance :)

    Written on March 5th, 2014 / Flag this Comment

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