Title: Oregon Holidays 2026 from £1,100 | Expedia.co.uk [Hotels in Oregon](https://expedia.co.uk/Oregon-Hotels.d553248634983496378.Travel-Guide-Hotels)[Holiday Rentals in Oregon](https://expedia.co.uk/Oregon-Holiday-Rentals.d553248634983496378.Travel-Guide-HolidayRentals)[Oregon Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Oregon.d553248634983496378.Car-Hire-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oregon Holidays from £1,100 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected #### Your Oregon Holiday Book a Oregon holiday package and get ready to experience the highlights of this city. Consider staying in the neighbourhood of Marquette, which is good for cycling, culture and fishing. [Legend at Bergamont](https://www.expedia.co.uk/Legend-At-Bergamont-Oregon.d553248621532659152.Attraction) is among the big-ticket attractions to check off your itinerary during a trip to Oregon. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Oregon holiday is a walk in the park with Expedia. ## Top Oregon Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![Thompson Chicago, by Hyatt](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w2559h3837x0y3-191558cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Thompson Chicago, by Hyatt Downtown Chicago £1,100 per person 19 Apr - 25 Apr found 1 day ago Return flight included London (LON) to Chicago (ORD) 9.2/10 Wonderful! (1,266 reviews) Everything was great. Love the restaurant and bar, staff was friendly and helpful Reviewed on 14 Jan 2026 ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago Save 100% on your flight £1,445 per person 19 Apr - 25 Apr found 1 day ago Return flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,000 reviews) Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. Reviewed on 26 Jan 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago £1,424 per person 19 Apr - 25 Apr found 1 day ago Return flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Lovely room. Excellent staff. Reviewed on 3 Feb 2026 ![Viceroy Chicago](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/3aeed14b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Viceroy Chicago Downtown Chicago £1,242 per person 19 Apr - 25 Apr found 1 day ago Return flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,129 reviews) I’ve had the pleasure of a stay at this hotel more than a few times now and it’s right up there with the Four Seasons and Peninsula, which I adore, but the design is a step above. Friendly but demure staff and a fabulous location…steps away from a number of gorgeous restaurants and my go-to and frequented boutiques when I’m in town. ⭐️⭐️⭐️⭐️⭐️ Reviewed on 3 Feb 2026 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago £1,184 per person 27 Mar - 1 Apr found 1 day ago Return flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium. Reviewed on 31 Jan 2026 ## Oregon Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Dane County Regional Airport (MSN) | | Population | 10,000 | | Max Temp Winter | \-3.89ºC | | Max Temp Summer | 24ºC | | Top Sights | [Henry Vilas Zoo](https://www.expedia.co.uk/Henry-Vilas-Zoo-Madison.d6068337.Attraction), [Overture Centre for the Arts](https://www.expedia.co.uk/Overture-Center-For-The-Arts-Downtown-Madison.d6068323.Attraction) and [Orpheum Theatre](https://www.expedia.co.uk/Orpheum-Theater-Downtown-Madison.d6260969.Attraction) | ## Top hotels in Oregon ![Sleep Inn & Suites Oregon - Madison](https://images.trvl-media.com/lodging/28000000/27710000/27705600/27705527/b98c8042_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleep Inn & Suites Oregon - Madison 1120 Park Street Oregon WI Fully refundable £61 8 Mar - 9 Mar includes taxes & fees 9.2/10 Wonderful! (373 reviews) Hotel was clean and very nice. Reviewed on 27 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=27705527&PinnedHotelID=27705527&HadPinnedHotel=true®ionId=553248634983496378) ![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Madison Concourse Hotel and Governor's Club 1 W Dayton St Madison WI Fully refundableReserve now, pay when you stay 9.4/10 Exceptional! (3,481 reviews) Very clean, friendly and knowledgeable staff and we really appreciated the free shuttle service around town!! Reviewed on 1 Feb 2026 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=28447&PinnedHotelID=28447&HadPinnedHotel=true®ionId=553248634983496378) [](https://expedia.co.uk/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=28447&PinnedHotelID=28447&HadPinnedHotel=true®ionId=553248634983496378) ![Baymont by Wyndham Madison West/Middleton WI West](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Madison West/Middleton WI West 8102 Excelsior Dr Madison WI Fully refundableReserve now, pay when you stay £50 11 Feb - 12 Feb includes taxes & fees 8/10 Very Good! (1,158 reviews) It was great! Reviewed on 2 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=40004&PinnedHotelID=40004&HadPinnedHotel=true®ionId=553248634983496378) [See all 489 properties in Oregon](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=553248634983496378) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app