5 Best Hotels in Eastern Oregon, Oregon

This three-story 1920 redbrick hotel anchors the small town of Condon. The spacious rooms are done with 1920s- and '30s-era antiques alongside contemporary touches like wall-mounted flat-screen TVs, hair dryers, and coffeemakers. The Buckhorn Saloon, open nightly except Sunday and Monday, serves regional wines, craft brews, classic cocktails, and a nice selection of bistro food, from classic bar snacks to burgers made with Painted Hill natural beef. This is a great option for visitors exploring the Clarno (35 miles south) and Painted Hills (60 miles south) sections of John Day Fossil Beds National Monument.

This charming inn just outside downtown Joseph on the way to Wallowa Lake is warm and welcoming, with cozy, contemporary rooms that are uniquely decorated and named after places the owners have lived and traveled, gorgeous flower- and herb-filled grounds, and several spacious outdoor decks with heaters for year-round use. Some rooms, like the Mount Tomanivi, have stunning views of the Wallowa Mountains. Of the eight rooms, two sets of two rooms can be combined to make suites; as standalone rooms they share adjacent full and half bathrooms. The other four rooms have private bathrooms and sitting areas; some have bunk beds or a sofabed and sleep up to 4, making them convenient for families or groups. The shared main floor lounge has a rustic lodge feel with comfortable seating, massive fireplace, large dining table, and library with books, puzzles, and games. There's a mini-refrigerator and microwave for guest use, and complimentary coffee, tea, soft drinks, and snacks. Though the owners are avid outdoor adventurers and enthusiastically share tips about getting outside to take in all the stunning natural wonders nearby, their inn also provides a relaxing, cozy place to chill out inside with a good book, a glass of wine, or a nap on the extra-comfortable beds. 

Situated on a sweeping mesa 6 miles southeast of downtown Pendleton, this contemporary hotel at Wildhorse Resort (operated by the Umatilla tribe) offers plenty of perks even if you're not a gamer, including spacious, modern rooms, a slew of amenities, and a completely smoke-free environment. Rooms are in two different buildings: the stylish 10-story tower building completed in 2011 as part of a $45-million expansion has spacious and attractive rooms. The older courtyard building's rooms are more economical but small and very dated; the building is slated for replacement with a new 200-room tower in the near future. On-site draws include the Tamástslikt Cultural Institute museum, one of the largest casinos in the state, several restaurants and bars, a concert hall, and an acclaimed 18-hole golf course. A $26-million expansion in 2020 added a "Family FunPlex" with a 24-lane bowling alley, food court, arcade, and drop-off child care center. Plan ahead with a reservation for dinner at the fine dining restaurant Plateau, which features several entrees that include Pendleton whisky, including pepper-crusted New York strip steak and pork chops glazed with the whisky. Don't miss the delicious desserts that change by the season but might include cheesecake, creme brulee, chocolate mousse cake, and housemade ice cream.

An old, rundown motel was reborn in 2022 as a hip motor lodge with attractive, minimalist rooms in black-and-white decor, supercomfortable beds, big-screen streaming TVs, and cool amenities—including a year-round hot tub and Pendleton Whisky barrel sauna. There's convenient parking right outside your room and downtown is just a 5-minute walk. While there are no eateries on site, rooms have mini-fridges for stashing your snacks and beverages. Off-season rates can be below $100, making this an affordable getaway for a no-frills but very comfortable stay. 

From the outside, this lodge on Main Street is constructed like many others built in eastern Oregon during the timber boom of the late 1920s, using wood from the original mines' construction. Inside, the wood mingles with walls of deep blues and reds, reflecting a clean, homespun beauty. Thirteen assorted rooms of varying decor and size are available in the lodge and the adjacent structures called the Blue Dog and The Yellow House. The standalone Main Shack is Halfway's oldest standing building and has a tree growing out of one side and a separate bunk room for kids. You can "rock out" in high-backed wicker rocking chairs on the porches, or take a swing on the hammock. Rather than an alarm clock, Pine Valley's wake-up call alerts the nose instead of the ears with homemade scones; the innkeepers serve up a hearty full breakfast to fuel guests for the day's outdoor adventures.