Since 1910 The Jennings Building has stood as a landmark on Main Street, in the center of Joseph, Oregon. Over decades the building served the ever changing needs of rural Wallowa County, evolving from a Hotel & restaurant, to a women’s clothing store; a furniture store; a cobbler; and an undertaker. After a fire In 1975 the upstairs was converted into apartments, and that was the state of affairs when Greg Hennes purchased the building in 2014. Decades of bad decisions needed to be undone, from dropped ceilings, heavily textured drywall and stick down vinyl flooring, to windows & doors, every surface was ripped up, recycled & replaced.

Working collaboratively with a talented group of designers, artists & architects from around the country, Hennes transformed the rundown apartment building into a design focused boutique hotel. By performing & overseeing the design and construction process, Hennes turned the derelict building into a work of art. Throughout the process, elevated design decisions, studious craft and impeccable attention to detail were paramount. Room by room, each of the Jennings’ 14 rooms became uniquely their own, conceived or designed by a different designer, but united by Hennes’ design vision and aesthetic. Highlighting natural materials and integrating art from The Jennings artist residency program, Hennes continued to raise the bar for what he hoped to accomplish, not just a hotel, but a work of art. Custom fixtures & finishes, hand painted signage and site specific installations make every space in The Jennings Hotel a memorable experience.

The Jennings Hotel is now a design focused, self check-in, 14 room boutique hotel with an additional 3000sq/ft of prime, street front restaurant and retail space. Over the course of nearly a decade, The Jennings Hotel has become a beloved destination among design enthusiasts, boutique hotel lovers and those seeking extraordinary accommodations. Its Danish wood stove, spot-on record collection and wall-to-wall library in the well appointed kitchen create a welcoming atmosphere for having conversations with new friends and enjoying a home cooked meal. The balcony offers breathtaking views of the Wallowa mountains and the Finnish sauna is an outstanding amenity any time of the year. The Jennings Hotel is the perfect destination to relax, unplug and luxuriate, or as a jumping off point for explorations of the surrounding mountains and canyons.

Extensive positive press written about the hotel since its revitalization began has produced widespread brand recognition. The Jennings draws design enthusiasts, boutique hotel lovers and those seeking extraordinary accommodations from throughout the US and internationally.

The Jennings Hotel is now for sale and you have the opportunity to take possession of this unique experiential hotel in this special part of Northeast Oregon. Whether you are individuals looking for a career shift or lifestyle change or a corporation looking to add a boutique experience to your operation – this hotel is loaded with possibility. The sale includes the hotel and its brand, operations, fixtures, furniture & equipment, restaurant, retail space and separate adjoining tax lot to the north.

The hotel is NOT a listing of ours but we’d love to help connect you with the owner, Greg Hennes, who is selling it directly himself. Connect with Greg and learn more about the sale as well as the hotel, and even book a stay! – and be sure to let Greg know we sent you his way. We’d love to help shepherd the storied Jennings Hotel legacy on to its new owners.


What is included with the sale?
The real estate, including a separate, adjoining tax lot to the north, The Jennings Hotel brand and its operations, fixtures, furniture & equipment.
Personal art, select books, and a small number of fixtures & furnishings are excluded from the sale. A list of excluded items can be provided to qualified buyers who submit a signed letter of intent.

What’s going on with the ground floor spaces?
The retail space is currently leased to Quickhatch Provisions, a local, boutique outdoor retail store. The restaurant is vacant to remain available for owner occupancy or a tenant of the buyer’s choosing.

Has the roof been replaced?
Yes, the roof and parapet cap were fully replaced in 2016

How is the foundation?

Will current ownership be available to assist with an operational transition?
Yes. We will be available on a contract basis to new owners.

How many staff do you have?
We typically employ 2 full time and 2-3 part time housekeepers from May – September and 2-3 part time the remainder of the year.


Zoning: Commercial
Year Built: 1910
Improvements: 2015-2022


Hotel Guest Rooms: 14
Sauna: 1
Building Size: 10,200 sq/ft
Total Land (2 Parcels): 12,217 sq/ft