Title: Southwest Wisconsin Holidays 2026 from £661 | Expedia.co.uk [Southwest Wisconsin Travel Guide](https://expedia.co.uk/Southwest-Wisconsin.dx6059824)[Hotels in Southwest Wisconsin](https://expedia.co.uk/Southwest-Wisconsin-Hotels.d6059824.Travel-Guide-Hotels)[Holiday Rentals in Southwest Wisconsin](https://expedia.co.uk/Southwest-Wisconsin-Holiday-Rentals.d6059824.Travel-Guide-HolidayRentals)[Flights to Southwest Wisconsin](https://expedia.co.uk/Cheap-Flights-To-Southwest-Wisconsin.d6059824.Travel-Guide-Flights)[Southwest Wisconsin Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southwest-Wisconsin.d6059824.Car-Hire-Guide) ![](https://images.trvl-media.com/place/5957/f96cbf4a-3a46-4cf7-b7f2-0fff893f2f53.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Wisconsin Holidays from £661 ## Book a Hotel + Flight or Car together to unlock savings Photo by Inbal Arieh - ## 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 Southwest Wisconsin Holiday Set off on your next big adventure with a Southwest Wisconsin holiday package, and leave relaxed knowing all the details are already organised. And with the ability to tailor your escape, it'll be one to remember! A trip to Southwest Wisconsin wouldn't be complete without exploring some of its most well-known cities, starting with [Wisconsin Dells](https://www.expedia.co.uk/Wisconsin-Dells.d6059846.Destination-Travel-Guides). A couple of the most popular attractions here include Mt. Olympus Water and Theme Park and Chula Vista Waterparks. [Lake Delton](https://www.expedia.co.uk/Lake-Delton.d809704353013235712.Destination-Travel-Guides) is another favourite city with Southwest Wisconsin travellers. Visitors to this exciting city enjoy Mt. Olympus Water and Theme Park and Chula Vista Waterparks. Quit dreaming and get packing, because your Southwest Wisconsin holiday is just clicks away with Expedia. ## Top Southwest Wisconsin Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![Level Chicago - River North](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/668d065a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago - River North Downtown Chicago £661 per person 30 Jan - 5 Feb found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9/10 Wonderful! (766 reviews) Aisha, Diamond and Natalie at thr front desk are always so incredibly helpful and accommodating. This is my favorite place to stay in downtown Chicago. Fabulous views. Full kitchen. Washer/dryer. Balcony. Best of Chicago! Truly Reviewed on 15 Dec 2025 ![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 Save 100% on your flight £1,067 per person 30 Jan - 5 Feb found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Loved it here and would stay again! Everything was perfect! Reviewed on 21 Dec 2025 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago Save 100% on your flight £1,371 per person 14 Feb - 21 Feb found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) Service and clean room - paying attention to the details Reviewed on 22 Dec 2025 ![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 £1,455 per person 14 Feb - 21 Feb found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,000 reviews) Absolutely fantastic hotel great service, you couldn’t ask for more. Reviewed on 3 Dec 2025 ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago £664 per person 30 Jan - 5 Feb found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9/10 Wonderful! (380 reviews) Great location, clean room and friendly staff! Reviewed on 14 Dec 2025 ## Where to stay in Southwest Wisconsin Find the best Southwest Wisconsin areas and neighborhoods for the activities you enjoy most. [Learn more about Southwest Wisconsin](https://expedia.co.uk/Southwest-Wisconsin.dx6059824) ![Madison featuring flowers, a house and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/86000/86957-Madison.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Madison The ample dining options and fantastic lake views are top of the list for many visitors to Downtown Madison. A stop by Orpheum Theater or Overture Center for the Arts might round out your trip. [Find hotels in Downtown Madison](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=6059906) ![Default Image](https://mediaim.expedia.com/destination/1/f80835acfc029051bd8d77dd7d1d420a.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lake Delton 1 out of top 10 points of interest in this area If you're spending some time in Lake Delton, Noah's Ark Waterpark and Mt. Olympus Water and Theme Park are top sights worth seeing. [Find hotels in Lake Delton](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=976030065785991168) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Monona Visitors to Monona enjoy its restaurants, and if you want to do some exploring, Aldo Leopold Nature Center is worth a stop. [Find hotels in Monona](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=134458) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Spring Brook If you're spending some time in Spring Brook, Spring Brook Golf Course and Lake Blass are top sights worth seeing. [Find hotels in Spring Brook](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976480150) ![La Crosse showing a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/88000/88075-La-Crosse-And-Vicinity.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic Downtown La Crosse The abundant dining options and stunning river views are top of the list for many visitors to Historic Downtown La Crosse. A stop by La Crosse Center or Oktoberfest Grounds might round out your trip. [Find hotels in Historic Downtown La Crosse](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=6179190) ## Southwest Wisconsin Essential Information | Language | English | | --------------- | ---------------------------------- | | Currency | U.S dollars | | Closest Airport | Dane County Regional Airport (MSN) | ## Top hotels in Southwest Wisconsin ![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! (3,381 reviews) They have one of the most comfortable beds and pillows I've ever felt. They are on my top 3 best sleeps. Reviewed on 21 Dec 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&selected=28447&PinnedHotelID=28447&HadPinnedHotel=true®ionId=6059824) [](https://expedia.co.uk/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&selected=28447&PinnedHotelID=28447&HadPinnedHotel=true®ionId=6059824) ![DoubleTree by Hilton Madison East](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/a90c37bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Madison East 4402 E Washington Ave Madison WI Fully refundableReserve now, pay when you stay £91 28 Dec - 29 Dec includes taxes & fees 9.2/10 Wonderful! (1,000 reviews) Clean and super close to airport! Great indoor pool area. Reviewed on 16 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=3157&PinnedHotelID=3157&HadPinnedHotel=true®ionId=6059824) ![Hampton Inn & Suites Madison-West](https://images.trvl-media.com/lodging/3000000/2140000/2135000/2134982/w3835h2385x4y4-ff0bb2ca_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Madison-West 483 Commerce Dr Madison WI Fully refundableReserve now, pay when you stay £62 9 Jan - 10 Jan 2026 includes taxes & fees 9/10 Wonderful! (1,006 reviews) Stayed for one night when it was -30 below. Check in was great, got an extra pillow no problem and some tea in the lobby. No weird smells in lobby or room. Minor issues knocked it down a bit. No fan in bathroom. This was strange to me. Fan grate, but no fan switch or auto on fan. No usb plugs in ... Reviewed on 18 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=2134982&PinnedHotelID=2134982&HadPinnedHotel=true®ionId=6059824) [See all 3,684 properties in Southwest Wisconsin](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=23%2F12%2F2025&endDate=24%2F12%2F2025®ionId=6059824) 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) ### Popular places to visit ![University of Wisconsin-Madison](https://mediaim.expedia.com/destination/2/daa1e9c767c057cbdee5f25a3c3ea327.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Wisconsin-Madison Enjoy the student vibe around University of Wisconsin-Madison, a top university in Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area. [](https://expedia.co.uk/University-Of-Wisconsin-Madison-Campus-Area.d6068319.Attraction) #### Kalahari Indoor Waterpark Enjoy the rides and games at Kalahari Indoor Waterpark and see why this is a favourite theme park in Baraboo. Stroll along the riverfront or experience the entertainment choices in this family-friendly area. [](https://expedia.co.uk/Kalahari-Indoor-Waterpark-Baraboo.d6094031.Attraction) #### Noah's Ark Waterpark Bring the family to Noah's Ark Waterpark and have a fun-filled day at this theme park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices. [](https://expedia.co.uk/Noahs-Ark-Waterpark-Lake-Delton.d6094037.Attraction) ## Frequently asked questions ### Can I cancel my flight booking to Southwest Wisconsin due to COVID-19? ### What's the best way to find cheap flights to Southwest Wisconsin that have flexible change policies? ### What are some of the general tips for travellers to Southwest Wisconsin during the COVID-19 outbreak? > - Investigate if any travel restrictions apply to your origin and destination before locking in a flight. Also check if there are any requirements you'll need to follow on arrival, such as taking a COVID-19 test. > - When you pass through airport screening, do not remove your face mask. You will be asked to lower it briefly for identification purposes. Travellers who refuse to wear a mask may face civil penalties and may also be escorted from the terminal. > - Rather than handing a TSA agent your boarding pass, position it directly on the scanner yourself. Once that's done, hold it up for inspection. > - One container of liquid hand sanitizer is now allowed in your carry-on bag. It must be no larger than 12 oz (350 ml), and you'll need to take it out of your bag at the X-ray machine for scanning. > - To minimize handling during the screening process, put items such as your belt, phone and wallet into your carry-on instead of into the bins. > - Transport all food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on makes it less likely that a TSA agent will need to touch and open your bag for inspection. ### Which airlines fly to Southwest Wisconsin? ### How can I find cheap tickets to Southwest Wisconsin? ### How much is a flight to Southwest Wisconsin? ### What are the most popular airports to fly into in Southwest Wisconsin? ### When is the cheapest time to fly to Southwest Wisconsin? ### How much is a plane ticket to Southwest Wisconsin? ### Which airlines with flights to Southwest Wisconsin employ COVID-19 cleanliness policies? > - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant. > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - [5 Star Hotels in Lake Delton ](https://www.expedia.co.uk/5Star-Lake-Delton-Hotels.s50-0-d184198.Travel-Guide-Filter-Hotels) - [Hotels near American Players Theatre ](https://www.expedia.co.uk/American-Players-Theatre-Hotels.0-l553248621532649582-0.Travel-Guide-Filter-Hotels) - [Arena Hotels ](https://www.expedia.co.uk/Arena-Hotels.d3000422679.Travel-Guide-Hotels) - [Avoca Hotels ](https://www.expedia.co.uk/Avoca-Hotels.d3000422739.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Baraboo ](https://www.expedia.co.uk/Baraboo-Hotels-Gay-Friendly-Hotel.0-0-d5957-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Baraboo Hotels ](https://www.expedia.co.uk/Baraboo-Hotels.d5957.Travel-Guide-Hotels) - [Blue River Hotels ](https://www.expedia.co.uk/Blue-River-Hotels.d6360548.Travel-Guide-Hotels) - [Boscobel Hotels ](https://www.expedia.co.uk/Boscobel-Hotels.d184179.Travel-Guide-Hotels) - [Hotels near Christmas Mountain ](https://www.expedia.co.uk/Christmas-Mountain-Hotels.0-l6094025-0.Travel-Guide-Filter-Hotels) - [Vernon County Hotels ](https://www.expedia.co.uk/Destinations-In-Vernon-County.d553248635976432371.Hotel-Destinations) - [Elroy Hotels ](https://www.expedia.co.uk/Elroy-Hotels.d6050705.Travel-Guide-Hotels) - [Gotham Hotels ](https://www.expedia.co.uk/Gotham-Hotels.d553248635973492230.Travel-Guide-Hotels) - [Highland Hotels ](https://www.expedia.co.uk/Highland-Hotels.d6360555.Travel-Guide-Hotels) - [Hillsboro Hotels ](https://www.expedia.co.uk/Hillsboro-Hotels.d115380.Travel-Guide-Hotels) - [Hotels near Kalahari Indoor Waterpark ](https://www.expedia.co.uk/Kalahari-Indoor-Waterpark-Hotels.0-l6094031-0.Travel-Guide-Filter-Hotels) - [Kendall Hotels ](https://www.expedia.co.uk/Kendall-Hotels.d3000461803.Travel-Guide-Hotels) - [La Farge Hotels ](https://www.expedia.co.uk/La-Farge-Hotels.d6050269.Travel-Guide-Hotels) - [Beach Resorts & in Lake Delton ](https://www.expedia.co.uk/Lake-Delton-Hotels-Beach-Hotels.0-0-d184198-tBeachHotels.Travel-Guide-Filter-Hotels) - [Lake Delton Hotels ](https://www.expedia.co.uk/Lake-Delton-Hotels.d184198.Travel-Guide-Hotels) - [Lake Delton Hotels ](https://www.expedia.co.uk/Lake-Delton-Hotels.d809704353013235712.Travel-Guide-Hotels) - [Lyndon Station Hotels ](https://www.expedia.co.uk/Lyndon-Station-Hotels.d3000461853.Travel-Guide-Hotels) - [Family-Friendly Hotels in Mauston ](https://www.expedia.co.uk/Mauston-Hotels-Family-Friendly-Hotel.0-0-d8755-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels) - [Mauston Hotels ](https://www.expedia.co.uk/Mauston-Hotels.d8755.Travel-Guide-Hotels) - [Mazomanie Hotels ](https://www.expedia.co.uk/Mazomanie-Hotels.d184204.Travel-Guide-Hotels) - [Hotels near Mt. 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Horeb Area Museum ](https://www.expedia.co.uk/Mt-Horeb-Area-Museum-Mount-Horeb.d553248635930352866.Attraction) - [Visit Muscoda ](https://www.expedia.co.uk/Muscoda.dx3000461893) - [National Mustard Museum ](https://www.expedia.co.uk/National-Mustard-Museum-Madison.d6161940.Attraction) - [Noah's Ark Waterpark ](https://www.expedia.co.uk/Noahs-Ark-Waterpark-Wisconsin-Dells.d6094037.Attraction) - [Olin Park ](https://www.expedia.co.uk/Olin-Park-Madison.d6292824.Attraction) - [Portage Holidays ](https://www.expedia.co.uk/Portage.d9390.Holidays-City-Breaks) - [Sauk City Holidays ](https://www.expedia.co.uk/Sauk-City.d6694.Holidays-City-Breaks) - [Shrine of our Lady of Guadalupe ](https://www.expedia.co.uk/Shrine-Of-Our-Lady-Of-Guadalupe-La-Crosse.d6144524.Attraction) - [Visit Spring Green ](https://www.expedia.co.uk/Spring-Green.dx161007) - [Top Secret ](https://www.expedia.co.uk/Top-Secret-Wisconsin-Dells.d553248621558928139.Attraction) - [University of Wisconsin-Madison ](https://www.expedia.co.uk/University-Of-Wisconsin-Madison-Eagle-Heights-Assembly.d6068319.Attraction) - [Verona Holidays ](https://www.expedia.co.uk/Verona.d178206.Holidays-City-Breaks) - [Washburn Observatory ](https://www.expedia.co.uk/Washburn-Observatory-Madison.d553248621532659160.Attraction) - [Wisconsin Dells Holidays ](https://www.expedia.co.uk/Wisconsin-Dells.d6059846.Holidays-City-Breaks) - [Wollersheim Winery ](https://www.expedia.co.uk/Wollersheim-Winery-Sauk-City.d6157691.Attraction) - [Woodside Ranch Resort & Conference Center ](https://www.expedia.co.uk/Woodside-Ranch-Resort-Conference-Center-Mauston.d553248635998112323.Attraction) - [Yahara Place Park ](https://www.expedia.co.uk/Yahara-Place-Park-Marquette.d6292829.Attraction) - [Car hire near Top Secret ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Top-Secret.d553248621558928139.Car-Hire-Guide) - [Thai Cars Rental Cars in Avalanche ](https://www.expedia.co.uk/Thai-Cars-Car-Rentals-In-Avalanche.d553248635975873682-c1027.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Lime Ridge ](https://www.expedia.co.uk/Thrifty-Car-Rental-Car-Rentals-In-Lime-Ridge.d553248634983403523-c45.Car-Rental-Guide-Suppliers) - [Plain Holiday Rentals ](https://www.expedia.co.uk/Plain-Holiday-Rentals.d3000461952.Travel-Guide-HolidayRentals) \* Savings based on package bookings compared to the price of the same components booked separately. 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