Oregon Trip Planner: Bend

Yakaya by Troy Pilllow, 2010, is a sculpture at Riverbend Park along the Deschutes River in Bend suspends 9 boats and paddles within a roundabout. Photo by Rob Kerr

A Trip Planned to Beautiful Bend

written by Kimberly Bowker | photos by Rob Kerr

Home to good microbrews, good trails, and good paddling, Bend is a vibrant outpost settled on the high desert just east of the volcanic Cascade Range. The city nourishes outdoor enthusiasts—from skiers, to spelunkers, hikers, fly-fishermen, paddlers and bikers. Rivers, lakes and trails in the surrounding wilderness fill the crevices of this mountain town brimming with craft breweries where Patagonia is well represented. Behind every sip is a good mountain view.

Oregon Trip Planner Day 1: Cafés | Craft Beers | River Life

Experience a sensuous start to the day in one of Bend’s megachill breakfast and brunch establishments. At Chow, it’s more about authenticity than dress code. Support local farmers by ordering dishes such as poached eggs and avocado served on a corn cake or house-made granola paired with a kombucha cocktail. Then walk the mile-and-a-half to downtown to browse some of the small shops, such as Lulu’s Boutique, Gypsy Soul or Pegasus Books.

Strolling the sidewalks, soak in local history viewing centuries- old buildings announced by the landmark signs that border Drake Park and Mirror Pond. Learn tidbits like how Bend got its name from the old land claim of “Farewell Bend,” a phrase uttered when pioneers departed and continued westward before Bend incorporated in 1905. For more history, traipse down Wall Street to the Des Chutes Historical Museum in the handsome former Reid School.

In the afternoon, become one with the culture and hit a brewery or two. The standard of craft beer in Bend is Deschutes Brewery, which recently announced expansion to Roanoke, Virginia. Visit some of the twenty-four breweries (such as Deschutes Brewery, 10Barrel Brewing Co., Crux Fermentation Project and Silver Moon) along the Ale Trail, and then bring your passport to the Visit Bend office for a special souvenir to take home.

It’s an easy amble to the Old Mill District just south of downtown. At the Farewell Bend Park, you can access the Deschutes River Trail, a major thread of Bend culture. Standup paddlers glide up the Deschutes River. Trail runners and hikers pace its three-mile loop. The dog park is barking. The historic buildings that anchor the Old Mill District are now shops and restaurants. The lumber mills began in 1916, supporting this once timber reliant town, until shutting down in the mid-1990s.

In the summer, join the masses and become a river floater, starting at Farewell Bend Park and ending at Mirror Pond. Finish a full day at The Lot, a food cart pod hosting about half a dozen carts that closes around 8 p.m. The nights are cool, but the benches here are heated.

Oregon Trip Planner Day 2: Vistas | Adventure

Take the morning to venture farther into the heart of Central Oregon’s landscape. During the summer months, meander along the 66-mile Cascade Lakes National Scenic Byway toward Mt. Bachelor. Explore some of the fourteen mountain lakes (Todd, Sparks, Hosmer and Elk, to name a few) to kayak, fish, camp or hike. Bring a picnic, or pull into Elk Lake Resort for lunch overlooking the water and mountains. In summer, Elk Lake Resort gets busy, but there is always outdoor seating for diners. Hikers from the Pacific Crest Trail often find their way into the lodge for a rare meal along their journey.

If you are looking for another type of outdoor adventure, head northeast to Terrebonne about 25 miles to Smith Rock State Park, the birthplace of sport climbing. Hiking and mountain biking trails take a steep decline along ravine toward the Crooked River, which runs through the park. The volcanic welded tuffs and cathedral rock spires jet from the landscape, an abrupt change to the area’s pumpkin and hay farms. While hiking, remember to glance up from time to time to witness leashed slackliners making their way to Monkey Face (a 350-foot spire) as one of many highlines. Climbers tackle more than one thousand routes and counting. Hikers have five self-guided trail tours to select. Keep an eye out for your spirit animal—deer, otters, butterflies, and bald eagles are just some of many that find home in the shadows of the harrowing cliffs.
Driving back into Bend, head to Jackson’s Corner, an out-of-the-way neighborhood deli between downtown Bend and the Old Mill. The pizzas, pastas and salads are fresh and made primarily from local ingredients. A long refrigerated wall holds as many regional beers as imaginable, wine, kombucha and other non-alcoholic drinks.

If you have kids in tow, head to the High Desert Museum—the perfect activity for less-than-perfect weather. Visit the outdoor living history buildings of a homesteading ranch and early twentieth century saw mill. Follow exhibits about the history of the high desert and experience frontier life in a replica of an Old West town. Birds of prey presentations, an otter habitat, porcupines and wild cats complete this western reality.

Golf and disc golf courses abound in Bend. At Tetherow and Rivers Edge, duffers will play beneath the gaze of the Cascade Range. Seventh Mountain Resort and Pine Nursery Park present the challenge of circumnavigating ponderosa pines and bent juniper trees.

After a full day of recreation, clean up and head to a fine dining experience at Zydeco Kitchen & Cocktails in downtown Bend. For a more casual affair, try the burst of flavor at Asian-inspired Spork. An old charmer that has been updated in menu and appearance is the venerable Pine Tavern, which backs up to Mirror Pond in downtown Bend. Built in 1936, the Pine Tavern gets its name from the enormous oddity in the back dining room. It will deliver you back into the Deschutes Forest, this time with an expertly made Manhattan.

Best of the Region

Panacea Resort at the Canyon
Panacea Resort is a glamorous getaway in central Oregon written by Kim Cooper Findling Imagine sleeping outdoors under a sky full of stars … in a plush, king-sized bed. Panacea at the Canyon exemplifies “glamping”—the trend that brings glamour into
Solomon’s at Tetherow
written by Julie Lee The best of Bend has been rolled into one spanking new destination location: Solomon’s at Tetherow. With breathtaking scenery, regionally focused dishes, phenomenal wine and artsy cocktails, Solomon’s is destined to become another happening local hot
Pine Ridge Inn
e Pine Ridge Inn is tucked between the trees & the Deschutes River in Bend. Surrounded by nature, minutes from downtown and walking distance to the Old Mill District and Les Schwab Amphitheatre. Known for exceptional guest service, Pine Ridge
Pine Mountain Sports
Ready to skip the lifts and earn your turns? A backcountry ski package from Pine Mountain Sports lets you make tracks uphill as well as down. As Central Oregon’s backcountry and alpine touring headquarters, Pine Mountain Sports is here to
Norma Holmes Fine Art
Norma Holmes’ paintings bring to the public an awareness of the beautiful and diverse landscape on Oregon’s Eastside. Holmes packs her van with painting supplies and follows her passion, painting directly from nature. Once a six-by-eight inch study is done
4 Seasons Sunriver
For more than 30 years friendly, experienced staff have been serving Central Oregon residents and visitors. 4Seasons provides insider knowledge to the best recreational pursuits in the area and outfit you with everything you need to fully enjoy your experience.
Bistro 28
Opened in January, Bistro 28 is located in the Athletic Club of Bend, offering members and non-members alike a classic bistro experience. The bistro is the more casual sibling of Zydeco with the same high culinary standards. You can enjoy
Kah-Nee-Ta Resort
Kah-Nee-Ta Resort & Spa offers a variety of accommodations including rooms with private balconies, teepees and even a full-service RV Park. They also offer 15,000 square feet of flexible meeting space to host any event you need to plan. Come
Bend Kayak School
Bend Kayak School is passionate for sharing the love of rivers through education, by providing low student to teacher ratios and a supportive learning environment. We believe solid river knowledge is the best way to become a life long river
Bend Factory Stores
Central Oregon’s premier boutique outlet shopping experience with brand names & great prices, you’ll be sure to find everything you need right here!
Bennington Properties
When it comes to planning your next vacation, there is no more ideal place than the Sunriver area to play and stay with your family. Bennington Properties manages more high quality Sunriver vacation rentals than anyone else. Bennington Properties, LLC
Silverado Jewelry Gallery
Silverado Jewelry Gallery showcases highly innovative artisans and their eclectic collection covers many styles from  traditional to contemporary.  Whether your preference is sterling or stainless, turquoise or pearls, you are sure to find something that pleases you. 1001 NW Wall
Crown Villa
Beautiful grounds and immaculate sites set the tone for an experience unlike any other at Crown Villa. Each site is constructed with stone pavers,. thick grass, old growth pine trees, storage sheds, bistro sets, and at least 20’ of open
Terrebonne Depot Food & Drink
The freshest cuisine in Central Oregon, minutes from Smith Rock. Terrebonne Depot offers ingredient-focused American cuisine served in Terrebonne’s 100-year-old former train station. Terrebonne Depot serves a wide range of fresh traditional fare, specialty cocktails, choice local and imported beer
Pronghorn, An Auberge Resort
When it comes to your wedding, you shouldn’t have to compromise on anything. Choosing a wedding venue can often be one of the hardest parts of the planning process, because it’s one of the biggest decisions—the place that will be
Revive Spa
Revive is an organic wellness and beauty spa providing natural beauty solutions through organic skin care, facials, microdermabrasion, LED, high frequency and hair removal. Revive also offers acupuncture to balance the body, Advanced Allergy Therapeutics to eliminate allergies, and sensitivities
Elk Lake Lodge
Nestled among Three Sisters, Broken Top and Mt. Bachelor, Elk Lake Resort is truly an all season oasis. The Resort’s mountain views and pristine lake waters are the perfect backdrop for all your outdoor activities.  Hiking, biking, paddleboarding, sailing and
Tumalo Creek Kayak & Canoe
Tumalo Creek Kayak & Canoe is your locally owned and operated paddling shop in Bend, creating lifelong paddlers for more than a decade. Visit the retail store and learning center, located right on the banks of the Deschutes River, just
Wheel Fun
Experience the historic Old Mill on a surrey, deuce coupe, cruiser bike or one of our unique specialty bikes – they’re perfect for exploring this scenic area!  Cruise the beautiful Deschutes, enjoyiing sweeping river vistas as you stop for a
Tumalo Art Co.
Classic to contemporary with a twist—paintings to sculpture, photography to printmaking, Tumalo Art Co. showcases the best of Northwest art. An artist is always available to assist you in your art journey. Visit us seven days a week in the
Fin & Fire
From its humble roots, Fin and Fire has grown  into Central Oregon’s premier destination fly-fishing shop. Brands like Sage, Winston, Simms, Hatch, and Patagonia are just some of what you’ll find inside. And, as Redmond’s only fly-fishing outfitter, Fin and
Sunriver Resort
Sunriver Resort in Central Oregon brings the beauty of the natural world and premier hotel accommodations together in the foothills of the Cascade Mountains. Year-round outdoor adventure and recreational activities are abundant at Sunriver- including world-class golf, skiing, kayaking, and
Shady Cove Market
Shady Cove Market specializes in the groceries your family needs. No matter what you are looking for, you’ll find it at Shady Cove Market. Visit our supermarket and see all we have to offer.
Sunriver Marketplace
Full-service grocery and liquor store, offering high quality meat, produce and a lengthy beer and wine selection too. Includes a gas station, postal service and carpet cleaner rentals. Located on the north end of Sunriver.
Tortilleria Reyes
Tortilleria Reyes is a small, authentic Mexican eatery, bakery and grocery store located not too far from Mt Bachleor on South Highway 97 in Bend. Owners Carlos and Martha Reyes of Michoacán, Mexico, started the business in 2003 as a
Newport Market
Located on the west side of Bend for more than twenty years, Newport Avenue Market is all about local. Owner and founder Rudy Dory has shaped the market to reflect the Central Oregon communities and is a supporter of numerous
Devore’s Good Food Store
Devore’s Good Food Store has been bringing good food to Central Oregon since 1977. It is committed to organic food, supporting family farms from the Northwest and using only the freshest organically grown produce in its deli foods. It is
Worthy Brewing Co.
Worthy Brewing hit the ground running as a production brewery with the capacity to brew 60,000 barrels. It experiments with new ingredients and recipes with the goal of cooking up two or three new beers a month.  
Crux Fermentation Project
Crux is a crossroads, an intersection, the heart of something. In the brewing process, it’s the pivotal point where fermentation happens and anticipation mounts. Crux Fermentation Project is the ongoing pursuit of that place. 
Deep Canyon Outfitters
Deep Canyon Outfitters brings a combination of experience, enthusiasm and knowledge to every guided trip they offer. For 25 years, Deep Canyon Outfitters has been guiding on the myriad rivers and lakes surrounding their headquarters in Bend, Oregon. With the
Sara Bella Upcylced
The original Sara Bella* was founded in 1991. The name, Sara Bella started with owner and designer, Sara Weiner. She lives in Bend, Oregon, with her partner and their daughter, Bella. The original Bella was Sara’s grandmother, who taught her
Three Creeks Brewing Co.
Where they utilize only the finest ingredients available for all of their food and brewing activities, while striving to impress even the most sensitive of palates, their menu of excellent yet casual and unpretentious pub food is served in a
Silver Moon Brewing Co.
Recently voted Best Indoor Music Venue in The Source Weekly’s Best of Central Oregon Poll ! They proudly present a diverse array of entertainment… nationally-touring acts, local acts, slam poetry, belly dancing, pub theater and more. One of Bend’s Oldest
McMenamins – Old St Francis School
The Old St. Francis School, conveniently located in the center of downtown Bend, has undergone a transformation from 1936 Catholic schoolhouse to lively destination hotel complete with classrooms-turned-lodging rooms, a pub, brewery and bakery, a movie theater, private meeting and
Good Life Brewing Co.
Located on Bend’s Westside. They take their name from the lifestyle that most Bend-ites live. With tons of recreation, sprinkled with hard work and friends make living in Bend truly the GoodLife. The 30 Barrel Brewhouse and fermentation area are
Cascade Lakes Brewing
Cascade Lakes Lodge On the road to Mt. Bachelor you’ll find the warm and welcoming Cascade Lakes Brewing Company Lodge. Enjoy 16 liquids on draft, a full bar, pool table and darts. You can also visit the flagship location in
Boneyard Brewing Co.
Boneyard Beer was started with one goal in mind: make a great beer! The major hurdle to overcome, however, was how to do so in large quantities without large sums of money. The solution was simple – you pull from
Bend Brewing Co.
Bend Brewing Company overlooks the Deschutes River at Mirror Pond in Bend, Oregon. Locally owned and operated, this exceptional brewpub opened its doors in February of 1995 and quickly became a favorite for locals and visitors alike. The people of
Through 1859 Explore, experience Bend like a local—or if you’re local, live it up like a tourist—by hanging your beanie at a historic Lavabelles cottage. If it’s just the two of you, opt for “Laverne,” a retro chic one-bedroom with
Wanderlust Tours
Since 1993, Wanderlust Tours has specialized in outdoor tours, outdoor activities and things to do while on vacation in Bend and Sunriver, and has won numerous awards. Wanderlust Tours offers half-day guided tours and trips in Bend, Sunriver and Sisters.
Sisters Rodeo
June, Annual
Black Butte Ranch
Recreation is never ending when you have a Central Oregon destination such as ours! All four seasons provide outstanding outdoor activities at the Ranch and in the surrounding Sisters country area! Spring is a beautiful time to see the Black
Mio Sushi
Mio Sushi provides quality at reasonable prices in a casual, family- friendly dining atmosphere by offering fresh and delicious foods that are also healthy and affordable for you and your family. Customers visit the many Oregon locations time and again
McKay Cottage Restaurant
Fresh ingredients, attention to detail and great service make McKay Cottage Restaurant one of Bend’s best breakfast and lunch destinations. Warm muffins, homemade scones, cinnamon rolls and pecan sticky buns along with freshly baked desserts greet you at the door.  Award winning food
Jen’s Garden
Jen’s Garden is an intimate cottage offering a dining experience inspired by southern France. Pursue culinary adventure with a five-course, three-course or à la carte dinner. Dishes are created using the freshest regional ingredients matched with a carefully constructed selection
Deschutes Brewery – Bend Public House
When the doors opened on June 27th, 1988, our Bond Street Public House was the original home of Deschutes Brewery. The pub’s Executive Chef, Matt Neltner, uses only the finest ingredients, with an emphasis on fresh and handcrafted products. Everything
Portello Winecafe
Portello features an urban interior and atmosphere, rotating wine selections by the glass, unique bottle selections and international and local beers. The wine bar is an award winning European inspired wine bar and cafe serving a fresh and diverse menu.
“Our mission is to create menu offerings from fresh, locally sourced and organically grown ingredients prepared in a manner to enhance your health and wellness.  We strive to be an important part in your daily choice for fitness, fresh food and
Greg’s Grill
In the heart of the historic Old Mill District, Greg’s Grill is amid movie theaters, galleries and great shopping. The cuisine includes rotisserie prime rib, choice steaks, seafood, and chicken prepared on the applewoodand mesquite-fired grill. Floor-to-ceiling windows overlook beautifully
La Rosa
La Rosa’s Mexican restaurant is a Bend favorite and is located on the Westside in Northwest Crossing’s Town Center. High quality ingredients, authentic Mexican food and great service. Open daily for dining in or taking out. One of Bend’s few
10 Barrel Brew Pub
The scene is young, vibrant and well-heeled at this Bend brew pub. Sit at an outside patio for both the bar and the restaurant or cozy up next to the fire pit while you sip the wide range of hand-crafted
900 Wall
The inspiration for 900 Wall comes from its sincere desire to be a strong part of the Central Oregon community. 900 Wall brings its guests outstanding food, drinks and service in a comfortable and social atmosphere. A gathering place for
Five Pine Lodge & Cabins
Through 1859 Explore, stay at the base of the Three Sisters Mountains for an ultimate Oregon getaway at FivePine Lodge. Voted Bend Living’s “Best place for Romance in Central Oregon”, its rooms provide privacy and serenity. From the Craftsman lodge
The Oxford Hotel
Capturing the warm hospitality and adventurous heart of Bend, the OXFORD hotel welcomes travelers amidst a backdrop of snow-covered peaks and the high-desert plateaus of Central Oregon. Without a detail overlooked, this four-star boutique hotel fuses an eco-friendly design and
Seventh Mountain Resort
Located in the heart of Central Oregon, Seventh Mountain Resort is a year-round paradise encircled by peaks, lakes and meadows. Offering a special brand of hospitality shrouded in natural splendor, the resort provides the perfect destination for families, groups and
Lake Creek Lodge
Step back in time. Explore something rare called peace and quiet. This lodge has been hosting families since 1936. A beautiful setting, comfortable cabins, wonderful amenities, a great restaurant, and a kind staff await you here. Get a fresh taste
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