Title: Book the Best HISTORIC Hotels in Redmond in 2025 | Expedia.ca [Hotels in Redmond](https://expedia.ca/Redmond-Hotels.d2964.Travel-Guide-Hotels)[Vacation Rentals in Redmond](https://expedia.ca/Redmond-Vacation-Rentals.d2964.Travel-Guide-VacationRentals)[Flights to Redmond](https://expedia.ca/Cheap-Flights-To-Redmond.d2964.Travel-Guide-Flights)[Things to do in Redmond](https://expedia.ca/Things-To-Do-In-Redmond.d2964.Travel-Guide-Activities)[Redmond Car Rentals](https://expedia.ca/Car-Rentals-In-Redmond.d2964.Car-Rental-Guide)[Redmond Vacation Packages](https://expedia.ca/Redmond.d2964.Destination-Travel-Guides) ![Three Sisters Mountain. View from Redmond, Oregon. River in foreground leading to mountains in the distant.; Shutterstock ID 197274512; Purchase Order: -](https://images.trvl-media.com/place/2964/170feb66-547e-41a4-bdcb-27283f1eb2ba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Redmond, OR from CA $79 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Redmond Historic Hotels Tonight [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=2964&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=2964&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=2964&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=2964&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Redmond Historic Hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/893300/893219/d108e3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/893300/893219/649d9b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893219/86f4185b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/893300/893219/dc19dee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Desert Inn Prineville 6.8/10 (561) "Walking to nearby accommodations and parking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sondra CA $71 CA $79 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Prineville-Hotels-High-Desert-Inn.h893219.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/54000000/53860000/53858800/53858761/09d141a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/54000000/53860000/53858800/53858761/fd441af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53860000/53858800/53858761/e074d8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/54000000/53860000/53858800/53858761/349f6a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brick Brownstone Living in the most desired neighborhood in Bend. Southern Crossing 10/10 Exceptional (39) "Enjoyed stay and property was perfect for our needs" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evie K. CA $10 CA $297 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Bend-Hotels-Brick-Brownstone-Living-In-The-Most-Desired-Neighborhood-In-Bend.h53858761.Hotel-Information) ![King](https://images.trvl-media.com/lodging/16000000/15310000/15308600/15308577/1fd58c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15310000/15308600/15308577/900380e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15310000/15308600/15308577/0e6809e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15310000/15308600/15308577/92d4bd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### McMenamins Old St. Francis Old Bend 9.4/10 Exceptional (307) "I loved this hotel and will always stay there when in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara CA $224 CA $251 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Bend-Hotels-McMenamins-Old-St-Francis.h15308577.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979157/1e6d3992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979157/8e268d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979157/dd347d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979157/2fc815c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park River West 9.8/10 Exceptional (134) "Perfect place to stay. Walking distance to downtown and parks. Comfortable, quiet and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marianne R. CA $112 CA $302 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Bend-Hotels-Convenient-Cozy-Cottage-On-Newport-Near-River.h18979157.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057771/73f45620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057771/6a5c218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057771/c0fa46c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057771/3dceffae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Sister - Bungalow Charm, Fireplace, Queen bed, Parking Old Bend 10/10 Exceptional (2) "Perfect place for a night to work/visit Bend. Lovely neighborhood." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy M. CA $134 CA $318 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Bend-Hotels-North-Sister-Bungalow-Charm.h103057771.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/35000000/34330000/34327900/34327840/3b70fdb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34330000/34327900/34327840/b5c0803e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34327900/34327840/w6016h3547x0y0-43e065bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34330000/34327900/34327840/2883b0df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite River West 9.8/10 Exceptional (65) "Needed a weekend get away and it was the perfect spot. The host was fantastic and easy to work with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shila J. CA $168 CA $423 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Bend-Hotels-Westside-Cottage-Fenced-Yards-Hot-Tub-One-Block-To-Galveston-Guest-Favorite.h34327840.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057773/47be9f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057773/92a56dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057773/6a1b952c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057773/aa5a2349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend Old Bend CA $126 CA $296 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Bend-Hotels-Middle-Sister-Sweet-Bungalow.h103057773.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/28000000/27350000/27349400/27349393/97bdf9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27350000/27349400/27349393/36744830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27350000/27349400/27349393/a8468e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27350000/27349400/27349393/44938064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River River West 9.8/10 Exceptional (70) "Super cute place, amazing location. Plenty of room, great backyard and hot tub! Will definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $154 CA $367 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Bend-Hotels-Great-Reviews-West-Side-Bungalow-Walk-Everywhere-Hot-Tub-One-Block-To-River.h27349393.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057769/b455f232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057769/51adcba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057769/4291ef87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057769/395fef72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet South Sister - Bungalow charm, King bed, Parking, So Walkable Old Bend CA $126 CA $291 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Bend-Hotels-Sweet-South-Sister-Bungalow-Charm.h103057769.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/35000000/34090000/34084500/34084487/29ea60d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34090000/34084500/34084487/17644b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/35000000/34090000/34084500/34084487/c3659cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34090000/34084500/34084487/75808741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand Old Bend 9.4/10 Exceptional (72) "Beautiful little house within walking distance of everything in Downtown, Old Mill, and River West. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn A. CA $168 CA $386 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Bend-Hotels-Historic-Downtown-Location-Heart-Of-Bend-Walk-Everywhere-Hot-Tub-High-Demand.h34084487.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06®ionId=2964&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_2964) ## Top Redmond Hotel Reviews ![Campfire Hotel](https://images.trvl-media.com/lodging/1000000/10000/7200/7172/88aee0e9_y.jpg) ### Campfire Hotel 10/10 Excellent "Everyone is so nice. Rooms are clean and comfortable. Easy access to downtown. Love Campfire Hotel. " [](https://expedia.ca/Bend-Hotels-Campfire-Hotel.h7172.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Redmond? > You're likely already making plans to see the sights of historical relevance during your vacation in Redmond. While you're here, you can visit the shops and mountain landscape. ### How many historical hotels will I find in Redmond? > In Redmond, you'll find 366 hotel accommodations bookable on Expedia but not many designated as historic hotels. ### What are the top historical sites and other places to visit in Redmond? > Favorite places to visit include Deschutes County Fairgrounds Expo Center, Eagle Crest Golf Courses, and Deschutes River. A couple of additional sights to add to your agenda are Redmond Caves Recreation Area and Hooker Creek Events Center. ### What is a historic hotel like in Redmond? > By booking a historic hotel, guests can sleep in a building that has an officially recognized historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be considered a historic hotel as long as it's of special interest. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of historic hotels in Redmond, giving a real sense of character. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. overall though the terms are similar. The building and architecture of historic hotels tend to be the most significant aspect. For a heritage hotel, it's mainly the cultural value along with how it shaped the community. ### Do historic hotels in Redmond have modern facilities? > Hotels include modern conveniences and safety features you expect to find, while every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the normal amenities found at a contemporary hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Redmond, you won't find yourself staying at a place that is rundown or uncomfortable. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Boutique Hotels in Bend](https://www.expedia.ca/Bend-Hotels-Boutique-Hotel.0-0-d6051534-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bend](https://www.expedia.ca/Bend-Hotels-Cheap-Hotels.0-0-d6051534-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Bend](https://www.expedia.ca/Bend-Hotels-Golf-Hotel.0-0-d6051534-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Bend](https://www.expedia.ca/Bend-Hotels-Hotels-With-Free-Breakfast.0-0-d6051534-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Bend](https://www.expedia.ca/Bend-Hotels-Hotels-With-Waterslides.0-0-d6051534-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bend](https://www.expedia.ca/Bend-Hotels-Luxury-Hotel.0-0-d6051534-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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