Title: The 10 Best 5 Star Hotels in Hillside - 2025 Updated Prices | Expedia.co.uk [Hillside Travel Guide](https://expedia.co.uk/Hillside.dx8353)[Hotels in Hillside](https://expedia.co.uk/Hillside-Hotels.d8353.Travel-Guide-Hotels)[Holiday Rentals in Hillside](https://expedia.co.uk/Hillside-Holiday-Rentals.d8353.Travel-Guide-HolidayRentals)[Flights to Hillside](https://expedia.co.uk/Cheap-Flights-To-Hillside.d8353.Travel-Guide-Flights)[Hillside Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Hillside.d8353.Car-Hire-Guide)[Hillside Holidays](https://expedia.co.uk/Hillside.d8353.Holidays-City-Breaks) ![If you're in Chicago and like to visit famous grave sites, here is one not to miss. ](https://images.trvl-media.com/place/8353/04417658-847c-4a59-a291-8bfe14a93297.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Off The Beaten Track # Compare and book 5 Star hotels in Hillside, Chicago - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Hillside 5 Star Hotels Tonight [28 Nov - 29 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=8353&startDate=2025-11-28&endDate=2025-11-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [29 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=8353&startDate=2025-11-29&endDate=2025-11-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=8353&startDate=2025-11-28&endDate=2025-11-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=8353&startDate=2025-12-05&endDate=2025-12-07&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Hillside 5 Star Hotels ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/7da48e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/fc796025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/d00895ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/56d62feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Chicago Downtown Chicago 9.4/10 Exceptional (1005) "Amazing hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £372 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0ab012f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Club Suite, 1 Bedroom, Lake View | 1 bedroom, hypo-allergenic bedding, down duvets, minibar](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/9a653c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0c7c3240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Chicago Downtown Chicago 9.8/10 Exceptional (1006) "Spa ,pool are awesome " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jared £405 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/5616df34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), body treatments, hydrotherapy, aromatherapy](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/6ca152e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peninsula Chicago Downtown Chicago 9.8/10 Exceptional (1011) "Great rooms, location and top flight service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew £448 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, body wraps, body scrubs, facials](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/743bf216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c35e7743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trump International Hotel & Tower Chicago Downtown Chicago 9.4/10 Exceptional (1783) "Excellent place to stay in Chicago. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom £326 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/cc9f9fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/9baa79de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Chicago Downtown Chicago 9.4/10 Exceptional (1006) "Simply love this hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) laura £351 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) ![Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ca3d604d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, al fresco dining ](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/6526f50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (LAKE MICHIGAN SUITE) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ef2f5d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Hyatt Chicago Downtown Chicago 9.6/10 Exceptional (1002) "Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larissa £399 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) ![Indoor pool, open 6:00 AM to 9:00 PM, pool loungers](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/486e1134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/8f021abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/37b7786f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Designer toiletries, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/ab9e9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nobu Hotel Chicago Downtown Chicago 9.4/10 Exceptional (750) "Great location, amenities and staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas £222 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/30b68b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Premium bedding, down duvets, pillow-top beds, minibar](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/bedaec25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/75bfc3f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/4690ab59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Chicago Downtown Chicago 9.2/10 Wonderful (1004) "Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alejandro Randolph £342 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/0d225744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/5bfebb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/bd0f84f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/43b7d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The St. Regis Chicago Downtown Chicago 9.2/10 Wonderful (82) "Nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John £395 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/00656023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/93a33738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/c0bd1b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/6cef91d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Villa West Town 10/10 Exceptional (2) " " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tomonobu [](https://www.expedia.co.uk/Chicago-Hotels-Art-Villa.h115163763.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Hillside-Hotels.s50-0-d8353.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Hillside-Hotels.s50-0-d8353.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Hillside. ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St Chicago IL £77 21 Dec - 22 Dec includes taxes & fees 8.4/10 Very Good! (5,287 reviews) [](https://expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Palmer House a Hilton Hotel 17 E Monroe St Chicago IL £115 28 Dec - 29 Dec includes taxes & fees 8.4/10 Very Good! (2,102 reviews) [](https://expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Chicago O'Hare Airport O'Hare International Airport Chicago IL £174 19 Dec - 20 Dec includes taxes & fees 8.2/10 Very Good! (2,180 reviews) [](https://expedia.co.uk/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) Still don't see what you're looking for? [See all properties in Hillside.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F11%2F2025&endDate=30%2F11%2F2025®ionId=8353&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F11%2F2025&endDate=30%2F11%2F2025®ionId=8353&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F11%2F2025&endDate=30%2F11%2F2025®ionId=8353&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F11%2F2025&endDate=30%2F11%2F2025®ionId=8353&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F11%2F2025&endDate=30%2F11%2F2025®ionId=8353&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F11%2F2025&endDate=30%2F11%2F2025®ionId=8353&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Hillside This small village offers a peaceful escape with its charming Hillside Park and community events throughout the year. Grab a bite at local family restaurants before exploring nearby Forest Park's beautiful Concordia Cemetery or Oak Park's Frank Lloyd Wright attractions. [See all hotels in Hillside](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-12&endDate=2025-12-13&adults=2®ionId=8353) ![If you're in Chicago and like to visit famous grave sites, here is one not to miss. ](https://images.trvl-media.com/place/8353/04417658-847c-4a59-a291-8bfe14a93297.jpg?impolicy=fcrop&w=400&h=400&p=1&q=high) Photo by Off The Beaten Track ## Top Hillside Hotel Reviews ## Find out more about Hillside ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Hillside? > The amount you pay for a 5-star hotel in Hillside depends on things such as when you plan to travel and the length of your escape. Our top tip for landing an awesome deal? Use our pricing filters to check out the available hotels for your chosen dates. > > > > - Search for the lowest price per night from £77 ### What makes a hotel 5 stars in Hillside? > Faultless guest service characterises every 5-star hotel in Hillside. From the instant you arrive, staff cater to your every need, whether arranging customised tours or providing in-room massages. On top of that, hotels must offer superior conveniences to be entitled to a 5-star rating. These can include luxury toiletries, spas or saunas, swimming pools, gourmet kitchens and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Hillside? > Our convenient filters are the best way to narrow down what you want. Check the "All inclusive" and "5-star" boxes to see the most upscale resorts in Hillside where your accommodation, meals, activities and entertainment are included in the upfront price. 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