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) ![](https://mediaim.expedia.com/destination/1/abf11cfe2e47b19ac476243ffdffd18e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Redmond, OR from CA $82 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=2964&startDate=2025-10-06&endDate=2025-10-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=2964&startDate=2025-10-07&endDate=2025-10-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=2964&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=2964&startDate=2025-10-17&endDate=2025-10-19&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) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/893300/893219/dc19dee8.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) ![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/893300/893219/4884856a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Desert Inn Prineville 6.8/10 (539) "Very nice and quiet although it was a Sunday" CA $74 CA $82 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Prineville-Hotels-High-Desert-Inn.h893219.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32660000/32655600/32655598/7860ddca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32660000/32655600/32655598/56a91f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32660000/32655600/32655598/05cb4e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32660000/32655600/32655598/b8276626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to downtown and amphitheater River West 9.6/10 Exceptional (41) "The Drake Club was great! Really nice little cottage that is well decorated and includes a great kitchen and bathroom. The location is excellent as you are a short walk/bike ride to everything Bend has to offer. The Drake Club is a great little spot in Bend and I would highly recommend it to anyone considering a stay in Bend!" CA $133 CA $281 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Bend-Hotels-Walk-To-Downtown-And-Amphitheater.h32655598.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979157/e20f1f47.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 (132) "Excellent location, close to downtown, extremely clean. " CA $112 CA $297 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Bend-Hotels-Convenient-Cozy-Cottage-On-Newport-Near-River.h18979157.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) ![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) ![Interior](https://images.trvl-media.com/lodging/54000000/53860000/53858800/53858761/0d31f386.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) ### Brick Brownstone Living in the most desired neighborhood in Bend. Southern Crossing 10/10 Exceptional (39) "Easy walking to all of Bend, fun neighborhood and clean space. Recommended without reservation." CA $182 CA $516 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Bend-Hotels-Brick-Brownstone-Living-In-The-Most-Desired-Neighborhood-In-Bend.h53858761.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115090000/115082400/115082362/69db68dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115090000/115082400/115082362/6f9a8319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115090000/115082400/115082362/59f2ef84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115090000/115082400/115082362/4a034716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mill Quarter - In the HEART of Bend! Southern Crossing 10/10 Exceptional (4) "Excellent location for anything you want to do in Bend." CA $256 CA $674 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Bend-Hotels-Mill-Quarter-In-The-HEART-Of-Bend.h115082362.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18979100/18979066/f33c704e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18979100/18979066/d7270d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/19000000/18980000/18979100/18979066/29ba584e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/19000000/18980000/18979100/18979066/4a39cce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*NEW\* Downtown Modern Nostalgia, completely updated and convenient River West 9.6/10 Exceptional (37) "We have stayed here before and love the house and location! Perfect size for a few people to stay and the house is always clean! Will definitely be back!" CA $237 CA $571 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Bend-Hotels-NEW-Downtown-Modern-Nostalgia.h18979066.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27360000/27354500/27354418/9e2ad10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27360000/27354500/27354418/f4911fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27360000/27354500/27354418/74af24c5.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/28000000/27360000/27354500/27354418/41c6e274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space River West 10/10 Exceptional (64) "Perfect Location!!" CA $250 CA $489 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Bend-Hotels-Trendy-West-Side-Walk-To-Breweries-Food-Carts-Hot-Tub-Fenced-Outdoor-Space.h27354418.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) ![Smart TV](https://images.trvl-media.com/lodging/35000000/34330000/34327900/34327840/7468be46.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) ![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) ### Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite River West 9.8/10 Exceptional (64) "Needed a weekend get away and it was the perfect spot. The host was fantastic and easy to work with." CA $180 CA $431 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bend-Hotels-Westside-Cottage-Fenced-Yards-Hot-Tub-One-Block-To-Galveston-Guest-Favorite.h34327840.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) ![Exterior](https://images.trvl-media.com/lodging/28000000/27350000/27349400/27349393/aeb4a142.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) ![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) ### 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. " CA $166 CA $378 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bend-Hotels-Great-Reviews-West-Side-Bungalow-Walk-Everywhere-Hot-Tub-One-Block-To-River.h27349393.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29630000/29626400/29626352/55c340c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/30000000/29630000/29626400/29626352/83c32186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29626400/29626352/46a06514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/30000000/29630000/29626400/29626352/66a4532a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Bedrooms │Trendy West Side Near 10 Barrel │Walkable │Hot Tub │Fenced Yard River West 9.6/10 Exceptional (50) "Nothing fancy- just bare bones and cleanNice to have a fenced yard and hot tub Great location for casual dining and walking everywhere" CA $250 CA $537 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bend-Hotels-Three-Bedrooms-Trendy-West-Side-Near-10-Barrel-Walkable-Hot-Tub-Fenced-Yard.h29626352.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=2025-10-20&endDate=2025-10-21®ionId=2964&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Redmond Hotel Reviews ## 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 High Desert Sports Complex. ### 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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