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Knowns as the “outdoor playground of the West,” Bend, Oregon — population 80,000 — draws visitors looking for an adventure. Of course, there's the endless trails and ski slopes of the Cascade Mountains, but there's also the sparkling Deschutes River, great golfing and a thriving craft beer scene. Add in the fact that Bend has more sunny days per year than neighboring hotspots Eugene and Portland, and it's easy to see why travelers are enamored. From a converted historical house with a dedication to craft beer to a romantic, rustic retreat that will really make you feel like you’re getting away from it all, Bend has plenty of stellar places to sleep. Whether you’re headed here for the brews, the views or for an outdoor adrenaline rush, read on for stays that offer the best in luxury, romance, nightlife and more.
Best Overall: Wall Street Suites
This isn’t your traditional hotel, but visitors to Bend rave about Wall Street Suites. Located downtown, close to restaurants, theaters and bars, this gem still retains mid-century charm — but it’s thoroughly modern past its front doors. Inside, 17 suites — some up to 600 square feet — feature full kitchens, marble and stone walk-in showers with locally made DANI Naturals products and a well-appointed, modern-rustic vibe. Guests are also welcome to take advantage of free bikes to explore downtown and Bend's west side. For those traveling with fur babies, it’s hard to imagine a better place to stay. There’s an on-site dog park and, upon arrival, pups are greeted with food and water bowls, treats and their own couch cover. In the evenings, visitors can relax with other guests and have a nightcap around the communal fire.
Best Boutique: Oxford Hotel
Located in the heart of downtown, the Oxford Hotel is Bend's signature lodging — and it delivers. The hotel embraces the surrounding landscape with rustic-chic, clean-lined decor which includes concrete fireplaces warmed up by gorgeous wooden mantels. The 59 suite-style rooms (some of them pet-friendly) start at 442 square feet and have sleek modern decor and well-equipped bathrooms; even the midrange boutique king rooms have a soaking tub, steam shower and organic bath products. After the trails or a day of cycling around Bend on the hotel’s free bikes, there’s a great sauna and steam room to relax in. Downstairs in the lower lobby, organic restaurant 10below offers health-focused, locally sourced food complemented by wine from regional vineyards and a selection of local craft beers. P.S. Feel like rocking out? There are two Breedlove guitars on loan.
Best Budget: Bunk+Brew Historic Lucas House
Two and a half blocks from downtown Bend, the Bunk+Brew Historic Lucas House is a quirky property that’s the first and oldest brick building in town. Yes — it’s technically a hostel, but it’s a fun one. Guests are greeted with a free beer — the better to start adventuring on the nearby Ale Trail with — and solo travelers love the convivial atmosphere, with incredibly helpful hosts, and other travelers always up for hitting the town. There’s a free shuttle on the weekends that runs between the hostel and either Smith Rock or Mt. Bachelor. Back at the ranch, there’s a fire pit, gas grill and pretty gazebo to chill out in — and when it’s time to crash, rooms — which have between four to six beds — are simple and clean.
Best for Families: Pine Ridge Inn
They don’t do anything halfway at the Pine Ridge Inn. The moment guests arrive, they're handed a glass filled with a Naked Wintery red or white or a beer from one of 30 regional breweries. Deluxe King Suites sleep up to four — great for families — and offer a separate living area for kids crashing on the queen-sized Murphy bed. A Keurig coffeemaker in each room gets the parents trail- or slope-ready in the morning, while families can save time and money with the free locally sourced baked goods available downstairs each day (don’t forget to fill up water bottles with the in-room distilled water). At the end of the day, the jacuzzi tub is the perfect way to try out the local DANI Naturals products rooms are stocked with, and there’s a gorgeous gas fireplace for the rest of the gang to gather around.
Best for Romance: Pronghorn Resort
Pronghorn Resort is about 30 minutes outside of Bend, but it’s perfect for busy couples — especially parents — who need a little time for themselves. It may not be in the center of Bend's action, but the resort's secluded location, great on-site restaurants, gorgeous links (including a Jack Nicklaus signature course) and excellent spa (with a great post-golf massage) more than make up for it. To top it off, couples here can enjoy incredible sunsets and sweeping Cascade views from their room or suite in the National Park-style lodge. Rooms are well-appointed, with some upgraded units featuring luxe me-time amenities like a jacuzzi tub. Just don’t think this is a regular resort: The property is largely residential, with just a few select room types available to vacationers. But for couples wanting peace without the pressure of joining in on activities or making small talk with people sharing their breakfast table, that might just be the selling point.
Best Nightlife: McMenamins Old St. Francis School
McMenamins is a Northwestern small hotel, pub, theater and music venue operation that offers a lot of quirk for a truly off-the-beaten-path stay. At the company’s 60-room Bend property, guests can opt to stay in a converted circa-1936 Catholic school that’s conveniently also an excellent pub, with former classrooms refashioned into guest rooms. There are other historic buildings the hotel has expanded into, too, including the “Ed House” and “Art House” — each with plenty to discover (guests love trying to find the secret rooms in the Ed House). Onsite, you'll also find a handful of pubs, including the speakeasy-style Broom Closet, 21+ Fireside Bar, relaxed O’Kanes bar/restaurant, eponymous bar and full-service theater bar. There aren’t a lot of frills in the wood-paneled, cozy rooms, but there’s free Wi-Fi and a relaxing soaking pool.
Best Business: Springhill Suites by Marriott
Located in Bend’s Old Mill District, a few blocks away from the downtown area, the Springhill Suites by Marriott is a great pick for business travelers — and an excellent way to earn some Marriott points on your card. Guests give it top ratings for its modern gym, uncrowded pool and breakfast which features waffles with fresh berries and Nutella. Rooms are corporate but are more spacious than usual, offering a small kitchen area, spacious bathroom and a walk-in closet large enough to be a dressing room. At the end of a day of meetings, the large fridge is a great place to grab a local brew from before curling up with a few shows streamed from the hotel's free-to-use Netflix account.
Best B&B: Hillside Inn
This gem of an inn is well-loved by guests for good reason. The Craftsman-style stay is within walking distance of Bend's west side and downtown, and with just two suites, guests are guaranteed a private, intimate stay. Each room has access to a patio or balcony, while a hot tub is a great place to relax at the end of a long day of hiking (the radiant-heat flooring is a treat, too). Turkish towels and luxe, silky robes round out the in-room pampering. The owner, Annie, takes care to source food locally, using organic whenever possible, and goes out of her way to prepare meals with guests’ dietary restrictions in mind.