Title: Book the Best HISTORIC Hotels in Deschutes River Woods in 2025 | Expedia.ca [Vacation Rentals in Bend](https://expedia.ca/Bend-Vacation-Rentals.d6051534.Travel-Guide-VacationRentals)[Flights to Bend](https://expedia.ca/Cheap-Flights-To-Bend.d6051534.Travel-Guide-Flights)[Deschutes River Woods Car Rentals](https://expedia.ca/Car-Rentals-In-Deschutes-River-Woods.d553248624663229724.Car-Rental-Guide)[Deschutes River Woods Vacations](https://expedia.ca/Deschutes-River-Woods.d553248624663229724.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/13c96d89b70e49789a47e4fd92353c17.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Deschutes River Woods, OR from CA $265 ![](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 Deschutes River Woods Historic Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=553248624663229724&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248624663229724&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248624663229724&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248624663229724&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Deschutes River Woods Historic Hotels ![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/16000000/15310000/15308600/15308577/01912de1.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) ![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 9.6/10 Exceptional (305) "I loved this hotel and will always stay there when in the area. " CA $237 CA $265 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bend-Hotels-McMenamins-Old-St-Francis.h15308577.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 detail](https://images.trvl-media.com/lodging/33000000/32660000/32655600/32655598/05cb4e7b.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) ![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 $282 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Bend-Hotels-Walk-To-Downtown-And-Amphitheater.h32655598.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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/35000000/34330000/34327900/34327840/7468be46.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 $181 CA $433 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) ![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) ![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) ### Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park River West 9.8/10 Exceptional (133) "Excellent location, close to downtown, extremely clean. " CA $112 CA $298 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Bend-Hotels-Convenient-Cozy-Cottage-On-Newport-Near-River.h18979157.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/35000000/34090000/34084500/34084487/30d0f39e.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) ### 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. " CA $195 CA $414 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bend-Hotels-Historic-Downtown-Location-Heart-Of-Bend-Walk-Everywhere-Hot-Tub-High-Demand.h34084487.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) ![Exterior](https://images.trvl-media.com/lodging/104000000/103060000/103057800/103057771/3dceffae.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) ### North Sister - Bungalow Charm, Fireplace, Queen bed, Parking Old Bend CA $133 CA $315 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bend-Hotels-North-Sister-Bungalow-Charm.h103057771.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) ![Interior](https://images.trvl-media.com/lodging/28000000/27360000/27354500/27354418/74af24c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/28000000/27360000/27354500/27354418/6e49e524.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 $209 CA $434 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Bend-Hotels-Trendy-West-Side-Walk-To-Breweries-Food-Carts-Hot-Tub-Fenced-Outdoor-Space.h27354418.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) ![Interior](https://images.trvl-media.com/lodging/54000000/53860000/53858800/53858761/0d31f386.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) "Easy walking to all of Bend, fun neighborhood and clean space. Recommended without reservation." CA $44 CA $331 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Bend-Hotels-Brick-Brownstone-Living-In-The-Most-Desired-Neighborhood-In-Bend.h53858761.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/a9a014d9.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 $125 CA $289 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bend-Hotels-Middle-Sister-Sweet-Bungalow.h103057773.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34850000/34844800/34844781/9f2f9506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34850000/34844800/34844781/50b673b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/35000000/34850000/34844800/34844781/b95fa7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/35000000/34850000/34844800/34844781/edb3ed96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Layout │West Side │Walk Everywhere │Hot Tub │One Block to River River West 9.8/10 Exceptional (64) "Great location ! " CA $237 CA $525 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Bend-Hotels-Spacious-Layout-West-Side-Walk-Everywhere-Hot-Tub-One-Block-To-River.h34844781.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=2025-10-27&endDate=2025-10-28®ionId=553248624663229724&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Deschutes River Woods Hotel Reviews ![My Place Hotel - Bend, OR](//images.trvl-media.com/lodging/13000000/12350000/12347300/12347238/d0b16fe2_y.jpg) ### My Place Hotel - Bend, OR 10/10 Excellent "Darla and Josh at the front desk were very friendly. Very attentive with help printing passes and local travel tips. Locals who grew up in Bend . The hotel was extremely clean , one of the tidiest we’ve visited . And that stands out today among other declining properties . Location is convenient walking distance to the River , shops , Hayden Homes , Deschutes Brewery and more " [](https://expedia.ca/Bend-Hotels-My-Place-Hotel-Bend.h12347238.Hotel-Information) ![Sugarloaf Mt Motel](//images.trvl-media.com/lodging/3000000/2580000/2570400/2570325/028112cb_y.jpg) ### Sugarloaf Mt Motel 10/10 Excellent "Great breakfast" [](https://expedia.ca/Bend-Hotels-Sugarloaf-Mt-Motel.h2570325.Hotel-Information) ![Campfire Hotel](//images.trvl-media.com/lodging/1000000/10000/7200/7172/14db3792_y.jpg) ### Campfire Hotel 10/10 Excellent "Rooms are very quirky and fun. Was sad to see the phone had been stolen from the room." [](https://expedia.ca/Bend-Hotels-Campfire-Hotel.h7172.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Deschutes River Woods? > You're likely already making plans to see the places with historical relevance while on vacation in Deschutes River Woods. And don't forget to enjoy all there is to see and do while you're in the area. ### How many historical hotels will I find in Deschutes River Woods? > Deschutes River Woods is home to 29 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels. ### What are the most important historical sites and other places to visit in Deschutes River Woods? > A couple of favorite places to visit are Deschutes River and Newberry National Volcanic Monument. You'll also find High Desert Museum and Deschutes Brewery in the area. ### What is a historic hotel like in Deschutes River Woods? > Guests who choose a historic hotel can sleep in a building that has an officially recognized historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be considered a historic hotel as long as it has special significance. Traditional architecture and period features can be admired in the guestrooms or communal spaces of these historic hotels in Deschutes River Woods, giving a historical feel. ### 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. though overall the terms are quite similar. The physical building and architecture of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value as well as how it influenced the community. ### Do historic hotels in Deschutes River Woods have modern facilities? > Hotel interiors feature the modern conveniences and safety features you've come to expect, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found in any hotel should be available at a historic hotel. When you choose a historic hotel in Deschutes River Woods, don't worry that you'll find a place that's uncomfortable for guests or simply rundown. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Bend](https://www.expedia.ca/5Star-Bend-Hotels.s50-0-d6051534.Travel-Guide-Filter-Hotels) - [Apartments in Bend](https://www.expedia.ca/Bend-Apartments.d6051534-aaApartments.Travel-Guide-Accommodation) - [B&B in Bend](https://www.expedia.ca/Bend-Bed-And-Breakfast.d6051534-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Bend](https://www.expedia.ca/Bend-Cabins.d6051534-aaCabins.Travel-Guide-Accommodation) - [Condo Rentals in Bend](https://www.expedia.ca/Bend-Condos.d6051534-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Bend](https://www.expedia.ca/Bend-Guest-Houses.d6051534-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Bend](https://www.expedia.ca/Bend-Hostels.d6051534-aaHostels.Travel-Guide-Accommodation) - 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[Visit Westbrook Meadows](https://www.expedia.ca/Bend-Westbrook-Meadows.dx553248635976479141) - [Bend Vacations](https://www.expedia.ca/Bend.d6051534.Destination-Travel-Guides) - [Visit Bend](https://www.expedia.ca/Bend.dx6051534) - [Deschutes National Forest](https://www.expedia.ca/Deschutes-National-Forest-La-Pine.d6087479.Vacation-Attraction) - [Drake Park](https://www.expedia.ca/Drake-Park-Old-Bend.d6127678.Vacation-Attraction) - [Hayden Homes Amphitheater](https://www.expedia.ca/Hayden-Homes-Amphitheater-Southern-Crossing.d6127688.Vacation-Attraction) - [High Desert Museum](https://www.expedia.ca/High-Desert-Museum-Bend.d6087481.Vacation-Attraction) - [Lava River Cave](https://www.expedia.ca/Lava-River-Cave-La-Pine.d6087483.Vacation-Attraction) - [Old Mill District](https://www.expedia.ca/Old-Mill-District-Southern-Crossing.d6127680.Vacation-Attraction) - [Widgi Creek Golf Club](https://www.expedia.ca/Widgi-Creek-Golf-Club-Seventh-Mountain.d553248621560904208.Vacation-Attraction) - [Car rental Bend](https://www.expedia.ca/Car-Rentals-In-Bend.d6051534.Car-Rental-Guide) - [Enterprise Rental Cars in Bend](https://www.expedia.ca/Enterprise-Car-Rentals-In-Bend.d6051534-c15.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Bend](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Bend.d6051534-c33.Car-Rental-Guide-Suppliers) - [Bend Vacation Rentals](https://www.expedia.ca/Bend-Vacation-Rentals.d6051534.Travel-Guide-VacationRentals) - [Book Hotels in Deschutes River Woods on Expedia.com](https://www.expedia.com/Deschutes-River-Woods-Bend-Hotels-Historic-Hotel.0-n553248624663229724-0-tHistoricHotel.Travel-Guide-Filter-Hotels)