4 Best Hotels in Eastern Oregon, Oregon

This cozy 1920s Craftsman bungalow on the south end of downtown Joseph is along Main Street, a short walk from local shops and restaurants; it's surrounded by perennial gardens laced with pathways and containing a bocce court and picnic area. Three rooms with period antiques are on the second floor, and an expansive suite—popular with honeymooners—is on the ground floor and has a private entrance, double whirlpool tub, steam shower, and gas fireplace.

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. 

This gorgeous, 6,000-square-foot pink stucco home in Pendleton's North Hill neighborhood dates to 1917 and abounds with handsome decorative details, including Chinese silk wallpaper and custom woodwork; it's a grand reminder that the Old West had its share of wealth and worldly sophistication. The rooms are quite lavish, some with original fireplaces and French doors leading to Juliet-style balconies. Gourmet breakfasts might include eggs Benedict with prosciutto, toasted pecan-and-cranberry-stuffed French toast, or soufflé frittata ramekins.

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.