Title: Book the Best ADVENTURE Hotels in Highland Hills in 2026 | Expedia.ca [Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Highland Hills Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Hills.d6132236.Car-Rental-Guide)[Highland Hills Vacations](https://expedia.ca/Highland-Hills.d6132236.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Highland Hills, IL from CA $107 - ![](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 Highland Hills Hotels & Resorts for Couples Tonight [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highland Hills Hotels & Resorts for Couples ![Bar (on property)](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/6b27f192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/dd081548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/5496cb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/ddbd86a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Chicago Downtown - Riverwalk by IHG Downtown Chicago 8.8/10 Excellent (3430) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clara CA $144 CA $169 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/a07d9bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/9cc7a10c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/7012a512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago Dwtn - The Mart by IHG Downtown Chicago 8.8/10 Excellent (2024) "Great hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mario CA $122 CA $143 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information) ![3 bars/lounges, piano bar](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/d06b01bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/52469d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/9752c1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/w1101h1283x0y1-ef09926c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hoxton Chicago Downtown Chicago 9.0/10 Wonderful (1000) "Love the Hoxton, it’s a beautiful hotel and the staff is amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sam CA $564 CA $703 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, pizza](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/27ecd933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/ca3aaed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f906be7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Chicago O'Hare Airport Schiller Park 8.0/10 Very good (2773) "Room was clean and beds were comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $94 CA $107 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/668d065a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/ceec2d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/8af1883d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Level) | Living area](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/84c2ec31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Level Chicago - River North Downtown Chicago 9.0/10 Wonderful (784) "Good location to visit the riverfront...walkable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $315 CA $401 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Chicago-Hotels-Level-Chicago-River-North.h74500458.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/65c30d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/98e3ca35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/3dbc8b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/e8f8e393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG Bedford Park 9.0/10 Wonderful (1210) "Will definitely stay there again ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose Remedios CA $165 CA $193 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/15600/15560/8a058213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (North Shore Suite with Parlor) | Living area](https://images.trvl-media.com/lodging/1000000/20000/15600/15560/f44a4095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15600/15560/cc988c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15600/15560/203abe84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - North Shore Conference Center Skokie 8.8/10 Excellent (1003) "Clean, comfortable, quiet room. Staff at check-in and check-out were efficient." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $141 CA $161 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-North-Shore-Conference-Center.h15560.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/27000/26925/1432517f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/27000/26925/47083683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/27000/26925/6850f86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/27000/26925/ea8e1e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago North Shore by IHG Skokie 7.6/10 Good (1402) "Easy check in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ada CA $110 CA $126 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-North-Shore.h26925.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/9004f7ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/d2c8d670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/db346c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/fdfeebf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG Rosemont 8.6/10 Excellent (2650) "I enjoyed my stay, friendly staff, close to shopping and variety of dining choices, nice parking " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $155 CA $177 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/c5f12fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/5a443c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/ddda760e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/1efb3e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Simply Suites Chicago O'Hare Airport Schiller Park 8.2/10 Very good (2160) "The room was excellent and the staff was very helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Inga CA $113 CA $129 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.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=2025-12-18&endDate=2025-12-19®ionId=6132236&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Highland Hills Hotel Reviews ![SureStay Plus Hotel by Best Western Chicago Lombard](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/w3838h2556x2y3-00664b38_y.jpg) ### SureStay Plus Hotel by Best Western Chicago Lombard 10/10 Excellent "all good!" [](https://expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.Hotel-Information) ![Holiday Inn Chicago Dwtn - The Mart by IHG](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344_y.jpg) ### Holiday Inn Chicago Dwtn - The Mart by IHG 10/10 Excellent "Very clean" [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information) ![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg) ### Hyatt Regency O'Hare Chicago 10/10 Excellent "Easy access to airport Decent sized rooms with balconies on request. Would definitely recommend " [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) ![Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/9004f7ac_y.jpg) ### Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG 10/10 Excellent "Good service!" [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information) ![Holiday Inn Chicago SW-Countryside ConfCtr by IHG](https://images.trvl-media.com/lodging/1000000/10000/9200/9128/fae3f436_y.jpg) ### Holiday Inn Chicago SW-Countryside ConfCtr by IHG 10/10 Excellent "Very satisfying! Clean room actually the best hotel in Illinois I been to well return again " [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Countryside-Lagrange.h9128.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Chicago Downtown](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/b573f792_y.jpg) ### La Quinta Inn & Suites by Wyndham Chicago Downtown 10/10 Excellent "Right next to venue" [](https://expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Downtown.h2506471.Hotel-Information) ![DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove](https://images.trvl-media.com/lodging/1000000/10000/6600/6545/8dd24dc8_y.jpg) ### DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove 10/10 Excellent "Great place." [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.Hotel-Information) ![Hampton Inn Chicago-O'Hare International Airport](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/75d50163_y.jpg) ### Hampton Inn Chicago-O'Hare International Airport 10/10 Excellent "Everything was great" [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-OHare.h14509.Hotel-Information) ![Crowne Plaza Chicago West Loop by IHG](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg) ### Crowne Plaza Chicago West Loop by IHG 10/10 Excellent "Clean Rooms and great pricing" [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ## Frequently asked questions ### How much do hotels for couples in Highland Hills cost? ### Why book your hotel for couples in Highland Hills with Expedia? ### How can I find cheap hotels for couples in Highland Hills? ## Explore a world of travel with Expedia - 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