Title: Book the Best Oregon LUXURY Hotels - Upscale Hotels in Oregon, WI | Expedia.ca [Hotels in Oregon](https://expedia.ca/Oregon-Hotels.d553248634983496378.Travel-Guide-Hotels)[Vacation Rentals in Oregon](https://expedia.ca/Oregon-Vacation-Rentals.d553248634983496378.Travel-Guide-VacationRentals)[Oregon Car Rentals](https://expedia.ca/Car-Rentals-In-Oregon.d553248634983496378.Car-Rental-Guide)[Oregon Vacation Packages](https://expedia.ca/Oregon.d553248634983496378.Destination-Travel-Guides) ![#coffeehouse](https://images.trvl-media.com/place/553248634983496378/f9ccb519-5f4b-440c-ad41-054efa9c02fb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Timothy Kilkenny # Find luxury hotels in Oregon, WI - ![](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 Oregon Luxury Hotels Tonight [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=553248634983496378&startDate=2025-12-26&endDate=2025-12-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634983496378&startDate=2025-12-27&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634983496378&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248634983496378&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Oregon luxury hotels ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/a90c37bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/c4fdd713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/2a40cb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/812ff6ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Madison East [](https://www.expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-East.h3157.Hotel-Information) Greater Sandburg 9.4/10 Exceptional (1002) "Friendly staff, clean rooms, really enjoyed my stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $145 CA $167 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-East.h3157.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14400/14397/28867205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/20000/14400/14397/72a0951e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch served; local cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/20000/14400/14397/db0c1ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Camp Wandawega Suite) | Living area](https://images.trvl-media.com/lodging/1000000/20000/14400/14397/2f820de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Graduate by Hilton Madison [](https://www.expedia.ca/Madison-Hotels-Graduate-Madison.h14397.Hotel-Information) Downtown Madison 9.0/10 Wonderful (1001) "The staff is great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deb CA $132 CA $177 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Madison-Hotels-Graduate-Madison.h14397.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/4f17c333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed, Non Smoking, Jetted Tub (Living Room;with Sofabed)](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/97d0e30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/21e073b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking (with Sofabed)](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/3bcade53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Premier Park Hotel [](https://www.expedia.ca/Madison-Hotels-Best-Western-Premier-Park-Hotel.h7043069.Hotel-Information) Downtown Madison 9.6/10 Exceptional (1002) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Celeste CA $140 CA $162 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Madison-Hotels-Best-Western-Premier-Park-Hotel.h7043069.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12000/11944/7654de65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11944/bc138b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed (2 Rooms)](https://images.trvl-media.com/lodging/1000000/20000/12000/11944/00c2684a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/12000/11944/515b44cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Madison Downtown [](https://www.expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-Downtown.h11944.Hotel-Information) Downtown Madison 9.6/10 Exceptional (1002) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanie CA $140 CA $162 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-Downtown.h11944.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/580000/575600/575515/c7c31566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/575600/575515/2bfac4a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/1000000/580000/575600/575515/efc079a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/580000/575600/575515/deb0c5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Madison Monona Terrace [](https://www.expedia.ca/Madison-Hotels-Hilton-Madison-Monona-Terrace.h575515.Hotel-Information) Downtown Madison 8.6/10 Excellent (1003) "Great rooms and staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan CA $153 CA $176 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Madison-Hotels-Hilton-Madison-Monona-Terrace.h575515.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14900/14843/927bfdc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14900/14843/b8ff48a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/14900/14843/6e72dac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14900/14843/04c1a2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Edgewater [](https://www.expedia.ca/Madison-Hotels-The-Edgewater.h14843.Hotel-Information) Downtown Madison 9.2/10 Wonderful (1003) "Overall great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Troy CA $208 CA $275 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Madison-Hotels-The-Edgewater.h14843.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/888b2e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/ebdbf83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/w1015h683x0y0-49201ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/7d1b89f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dylin by Mint House [](https://www.expedia.ca/Madison-Hotels-The-Dylin-By-Locale.h110849795.Hotel-Information) Tenney-Lapham 9.4/10 Exceptional (122) "Great stay at the Dylin" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauri CA $149 CA $173 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Madison-Hotels-The-Dylin-By-Locale.h110849795.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005166/b67e0721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005166/00fb3778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005166/aa247cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (THE VARSITY SUITE)](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005166/6bf1e9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Buckingham Inn [](https://www.expedia.ca/Madison-Hotels-The-Buckingham-Inn.h23005166.Hotel-Information) Regent 9.8/10 Exceptional (44) "Great experience, room, bathroom and breakfast just wonderful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose Luis [](https://www.expedia.ca/Madison-Hotels-The-Buckingham-Inn.h23005166.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/35700/35610/472df730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/35700/35610/212e5a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Room 1](https://images.trvl-media.com/lodging/1000000/40000/35700/35610/8d2f774a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/35700/35610/501c7e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansion Hill Inn [](https://www.expedia.ca/Madison-Hotels-Mansion-Hill-Inn.h35610.Hotel-Information) Downtown Madison 9.8/10 Exceptional (177) "Staff Juan, Adam, Eric, and Max were friendly and professional - a welcoming and quaint inn." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jodilyn CA $313 CA $361 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Madison-Hotels-Mansion-Hill-Inn.h35610.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=2026-01-10&endDate=2026-01-11®ionId=553248634983496378&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Top Oregon Hotel Reviews ![Hampton Inn & Suites Madison / Downtown](https://images.trvl-media.com/lodging/7000000/6850000/6842700/6842611/13390bcb_y.jpg) ### Hampton Inn & Suites Madison / Downtown 10/10 Excellent "." [](https://expedia.ca/Madison-Hotels-Hampton-Inn-Suites-Madison-Downtown.h6842611.Hotel-Information) ![The Edgewater](https://images.trvl-media.com/lodging/1000000/20000/14900/14843/927bfdc3_y.jpg) ### The Edgewater 10/10 Excellent "All the staff at the front desk and the restaurants were remarkable. Professional, helpful, etc. They really exemplified the customer service experience." [](https://expedia.ca/Madison-Hotels-The-Edgewater.h14843.Hotel-Information) ![Baymont by Wyndham Madison West/Middleton WI West](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0_y.jpg) ### Baymont by Wyndham Madison West/Middleton WI West 10/10 Excellent "Yes spotless room, front desk staff was amazing exceot for 1 gentlemen but regardless the others made up for him. Very attentive and willing to help with what we needed. " [](https://expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.Hotel-Information) ![Hilton Madison Monona Terrace](https://images.trvl-media.com/lodging/1000000/580000/575600/575515/c7c31566_y.jpg) ### Hilton Madison Monona Terrace 10/10 Excellent "Everything was great. Staff, room, location, and the breakfast was delicious." [](https://expedia.ca/Madison-Hotels-Hilton-Madison-Monona-Terrace.h575515.Hotel-Information) ![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c_y.jpg) ### The Madison Concourse Hotel and Governor's Club 10/10 Excellent "They have one of the most comfortable beds and pillows I've ever felt. They are on my top 3 best sleeps. " [](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Madison American Center](https://images.trvl-media.com/lodging/1000000/70000/66500/66424/d7e153c1_y.jpg) ### La Quinta Inn & Suites by Wyndham Madison American Center 10/10 Excellent "Good in every way.. Irish pub nearby made the drive around Chicago melt away with warm staff, lovely decor and even Smidwick beer! What’s not like!" [](https://expedia.ca/Madison-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Madison-American-Center.h66424.Hotel-Information) ![AmericInn by Wyndham Madison West](https://images.trvl-media.com/lodging/1000000/20000/18900/18880/4be65267_y.jpg) ### AmericInn by Wyndham Madison West 10/10 Excellent "Brittanny was very nice and helpful!!" [](https://expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-West.h18880.Hotel-Information) ![Best Western East Towne Suites](https://images.trvl-media.com/lodging/1000000/10000/9100/9095/d6e92708_y.jpg) ### Best Western East Towne Suites 10/10 Excellent "Location was great near restaurants and shopping. Clean & comfortable " [](https://expedia.ca/Madison-Hotels-Best-Western-East-Towne-Suites.h9095.Hotel-Information) ## Frequently asked questions ### Are you searching for the perfect hotel for your luxury trip to Oregon? ### When can I expect good weather in Oregon? ### What's there to see and do in Oregon? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [1 Star Hotels in South Madison ](https://www.expedia.ca/1Star-South-Madison-Hotels.s10-0-d6059908.Travel-Guide-Filter-Hotels) - [Hotels near Alliant Energy Center ](https://www.expedia.ca/Alliant-Energy-Center-Hotels.0-l6068339-0.Travel-Guide-Filter-Hotels) - [Casino Hotels in Arbor Hills ](https://www.expedia.ca/Arbor-Hills-Madison-Hotels-Casino-Hotel.0-n896157260806574080-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Arbor Hills ](https://www.expedia.ca/Arbor-Hills-Madison-Hotels-Winery-Hotel.0-n896157260806574080-0-tWineryHotel.Travel-Guide-Filter-Hotels) - 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