Title: The Best Hotels in Sleepy Hollow, Chicago - 2025 Updated Prices | Expedia.co.uk [Holiday Rentals in Chicago](https://expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Sleepy Hollow Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Sleepy-Hollow.d6132427.Car-Hire-Guide)[Sleepy Hollow Holidays](https://expedia.co.uk/Sleepy-Hollow.d6132427.Holidays-City-Breaks) ![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) # Search Hotels in Sleepy Hollow, Chicago ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Sleepy Hollow Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=SPA_ON_SITE) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=PETS) Apart hotel [](https://www.expedia.co.uk/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=APART_HOTEL) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=CONDO) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&travelerType=family_friendly) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=APARTMENT) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=HOT_TUB) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=WATER_PARK) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=POOL) ## Check prices for these dates Tonight [9 Oct - 10 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6132427&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [10 Oct - 11 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6132427&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [10 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6132427&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6132427&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Property class ## Top Trending Hotels Near Sleepy Hollow, Chicago ![Reception](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Single Beds | Premium bedding, desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/6d4883c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/511c43ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e50ef89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Hotel The Loop, 7.9 mi from Sleepy Hollow 8.8/10 Excellent (4729) "Staff friendly and helpful..and accommodations just right..great location! " £96 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Outdoor pool, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/8e39b688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile Streeterville, 8.3 mi from Sleepy Hollow 8.8/10 Excellent (2080) "Great hotel" £139 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/7697ff8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Magnificent) | 1 bedroom, Egyptian cotton sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/53a89031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eurostars Magnificent Mile River North, 8.1 mi from Sleepy Hollow 9.0/10 Wonderful (3071) "The hotel has a restaurant on the first floor with patio seating and great views." £105 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/2866aa1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a9c979ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/55a8ba7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Streeterville, 8.9 mi from Sleepy Hollow 9.4/10 Exceptional (2179) "Great hotel " £173 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cots/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/50be090a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile Streeterville, 8.3 mi from Sleepy Hollow 8.6/10 Excellent (2853) "Had a great stay!" £121 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/f2c5642d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Living area | 37-inch TV with cable channels, pay films](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b812d0f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago The Loop, 7.3 mi from Sleepy Hollow 8.4/10 Very good (2249) "We loved this hotel it was beautiful and convenient . " £183 includes taxes & fees 23 Oct - 24 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e43f096f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 1 King Bed, Lake View, Lakeside | Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e932b9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Congress Plaza Hotel The Loop, 7.4 mi from Sleepy Hollow 8.0/10 Very good (9354) "Beautiful hotel!" £112 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, City View | View from room](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/c06f4b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/1792d463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/bb272e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Chicago Downtown Theatre District, 7.9 mi from Sleepy Hollow 9.2/10 Wonderful (3924) "Great place to stay. " £137 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/d24507d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/172457c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/0030a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites Streeterville, 8.6 mi from Sleepy Hollow 8.8/10 Excellent (3055) "Our stay was great" £126 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/cb4330d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/2aaf07f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/c14e1876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freehand Chicago River North, 8 mi from Sleepy Hollow 8.0/10 Very good (2434) "Great place" £81 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f7f78ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f9eed5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/520a670b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 2 Double Beds, Non Smoking, Refrigerator (with Sofabed) | 1 bedroom, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/aeb6fede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western River North Hotel River North, 7.9 mi from Sleepy Hollow 7.8/10 Good (1020) "Great stay" £89 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Best-Western-River-North-Hotel.h17227.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/b9be2277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/5e299c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/18c5ca41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile River North, 8 mi from Sleepy Hollow 8.4/10 Very good (4053) "We definitely will stay there again place was very nice " £148 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/3df6d1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/41b8776a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/373ba7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/a1af2bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regal Inn - Chicago O'Hare Airport 10.6 mi from Sleepy Hollow 8.0/10 Very good (1009) "Inexpensive, close to the airport, clean" £49 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Regal-Inn-Chicago-OHare-Airport.h1305402.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/cbeee5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/68145d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/2b6118c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/9ab0dcf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FOUND Hotel Chicago River North River North, 7.8 mi from Sleepy Hollow 8.2/10 Very good (269) "Perfect location! Tons of restaurants and shopping nearby! " £74 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/c0ded825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed | 1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/f5c52beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago Streeterville, 8.2 mi from Sleepy Hollow 9.4/10 Exceptional (2568) "Great place to stay " £150 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/450000/440500/440405/938c3a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/450000/440500/440405/0d409450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/450000/440500/440405/cc07f74b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/450000/440500/440405/39b9d2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Chicago O'Hare Airport 16.8 mi from Sleepy Hollow 7.6/10 Good (1462) "Budget rate rooms - decent price and decent place to sleep" £64 includes taxes & fees 14 Oct - 15 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Super-8-By-Wyndham-Chicago-OHare-Airport.h440405.Hotel-Information) ![Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/a23482f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/8750140b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/c8177aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whitehall Hotel, BW Premier Collection Streeterville, 8.4 mi from Sleepy Hollow 8.2/10 Very good (3632) "Great location , good breakfast" £90 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.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) ![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 curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f906be7a.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) ### Comfort Suites Chicago O'Hare Airport 11.6 mi from Sleepy Hollow 8.2/10 Very good (2639) "Quiet hotel, friendly staff, shops nearby. I always stay here when flying to/from O'Hare!" £71 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/f931dcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/270c2ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/327a4b6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/b27171fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eaglewood Resort and Spa 18.3 mi from Sleepy Hollow 8.6/10 Excellent (1003) "Beautiful property, reasonably priced for an end of season stay. " £107 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information) ![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) ![In-room safe, desk, laptop workspace, free cots/infant beds](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/64c4029a.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 River North, 7.5 mi from Sleepy Hollow 8.8/10 Excellent (3195) "Great stay " £139 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.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.co.uk/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24®ionId=6132427&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Sleepy Hollow Find the best Sleepy Hollow areas for the activities you enjoy most. - Downtown Chicago - Magnificent Mile - The Loop - River North - Lincoln Park ![Downtown Chicago featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago showing a high-rise building and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332087-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago which includes signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332073-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago which includes signage and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332084-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=6350699) ![Downtown Chicago map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:uxq%7EFvjavOurAq%40mA%7DgDuTtO%7BFzJuOr%40mk%40z_%40MifBum%40%7EAGmaAx%7EAopCna%40uM%7EoC%7C%7DAx%40%7CkCnk%40yAy%40n%7B%40gt%40dE%7Bg%40pFo%40%60%7EB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XpzTv33-iXOpq3icViGLtz3e_jE=) ### Downtown Chicago The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=6350699) ![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543374-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North which includes signage and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191832-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North showing street scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191836-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North which includes a city, a hotel and skyline](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24572-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=800025) ![Magnificent Mile map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gnt%7EF%60dyuOugAK%3FcChgALJ%60C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eJaOW3wrdH9kguwKvLeM9_7UbMs=) ### Magnificent Mile Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=800025) ![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543387-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543370-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![The Loop - Downtown showing a ferry and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191752-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192010-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=800024) ![The Loop map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:syr%7EFxx%7BuOqa%40mAeEqK_%40sp%40kG%7BKvAwg%40Xok%40%7C_%40x%40xF%7EPtlAi%40dCh%40DzOxDxCDnbBkNr%40e%5E%7EEkKzGiVfC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XwfHKgKFqor-NvwNZdw8nZOnNbI=) ### The Loop Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=800024) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543384-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Shops at North Bridge featuring street scenes, cbd and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191962-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191756-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Shops at North Bridge which includes central business district, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191961-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=6350695) ![River North map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7B%7Cu%7EFl_%7DuOWcpA%7CECQ%7Db%40xi%40w%40nGbNJ%7Ep%40xCbHxAdBcB%7ECuAhA%7DKdCyGvFiGdDsD%7CDeCzEwBfBoN%5E&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=pVk_WdkeHd9iD-9kitVtoqcFN2A=) ### River North Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=6350695) ![Chicago featuring a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54398-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24578-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Lincoln Park Zoo featuring autumn leaves and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26661-Lincoln-Park-Zoo.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24579-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Chicago History Museum showing interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24583-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=6059328) ![Lincoln Park map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:u%7E%7C%7EFhscvO%40%7DMjAWEyE_JFsDaCAl%40qDD%3F%7DBjU_%40AkAiAQ%40aWbAKAyFqALQeJzAIKaNiAJOgUTi%40%7E%40KEgF_BD%3FuMbBMc%40_NiAAI%7DImAIKmB%7CAQMeVxAKQ%7BOwGaCnCQHeCtBKFgC%7DAUSaGbBIx%40i%60Axp%40mMbD%7EGpa%40%7DJpR%7DM%60NgVzGrLV%60n%40mJ%7EEh%40%60AfIKClIuCNp%40xRrBWl%40b%7EAoEJoElF%7CArEjIiGKpNoVzJqItQvCfKsArA%7DL%60FuXhVm%40%60NaKhR%7BK%7CAcFbKiAzFsK_MqLbN%7DAJ&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=KktfaLNeQ_9ZFVphttKdls3N5TA=) ### Lincoln Park Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=6059328) ## Top Sleepy Hollow Hotel Reviews ![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Great stay" [](https://expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![InterContinental Chicago Magnificent Mile by IHG](//images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg) ### InterContinental Chicago Magnificent Mile by IHG 10/10 Excellent "-" [](https://expedia.co.uk/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![citizenM Chicago Downtown](//images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 10/10 Excellent "Guest services on location was wonderful!!" [](https://expedia.co.uk/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![The Wade](//images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "Right across the street from the navy pier! Everything about the hotel is amazing as far as the lobby, weight room, pool, and room. The only thing that wasn’t good was the beds themselves. The weren’t comfortable. Other than that great place to stay." [](https://expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![The Allegro Royal Sonesta Hotel Chicago Loop](//images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg) ### The Allegro Royal Sonesta Hotel Chicago Loop 10/10 Excellent "Very friendly staff. Great at deco decor. " [](https://expedia.co.uk/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Awesome hotel. Super nice staff!" [](https://expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "Excellent location, clean and good room partners " [](https://expedia.co.uk/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](//images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg) ### Sable at Navy Pier Chicago, Curio Collection by Hilton 10/10 Excellent "Everything was wonderful. The lil shopping and big variety of the food was so close. You didn’t have to go off the Pierre to do anything really unless you wanted to do some big shopping the view of the hotel was magnificent as the Chicago and I will come back here as many times as I can such a great stay" [](https://expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "The location was great with the magnificent mile a minute walk away, the beach is also only a 5 minute walk. Breakfast was really good with all the usual options and the room was clean and cozy I would stay again! " [](https://expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ## Frequently asked questions ### What are the best family hotels in Sleepy Hollow? > The [Carlton Inn Midway](https://www.expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) in Chicago is a fantastic option for families seeking comfort and convenience during their travels. This family-friendly hotel offers complimentary cribs and free stays for children, making it an excellent choice for those traveling with little ones. ### What hotels in Sleepy Hollow offer free breakfast? > [Carlton Inn Midway](https://www.expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) in Chicago is an excellent choice for travellers seeking a family-friendly atmosphere with convenient amenities. This welcoming hotel offers a complimentary continental breakfast, ensuring that families can start their day off right without any hassle. The 24-hour airport shuttle service makes it easy for guests to navigate their travel plans, great for families arriving with little ones in tow. ### Can I cancel my hotel reservation on Expedia? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Sleepy Hollow. ### How can I save on a Sleepy Hollow hotel booking with Expedia? > Members always get our best prices. Find our best Sleepy Hollow hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Sleepy Hollow hotel? > Hotel prices in Sleepy Hollow often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in New City](https://www.expedia.co.uk/5Star-New-City-Chicago-Hotels.s50-n6132388-0.Travel-Guide-Filter-Hotels) - [Hotels near Anna and Frederick Douglass Park](https://www.expedia.co.uk/Anna-And-Frederick-Douglass-Park-Hotels.0-l507384-0.Travel-Guide-Filter-Hotels) - [Ashburn Hotels](https://www.expedia.co.uk/Ashburn-Chicago-Hotels.0-n6132369-0.Travel-Guide-Filter-Hotels) - [Austin Hotels](https://www.expedia.co.uk/Austin-Chicago-Hotels.0-n6132238-0.Travel-Guide-Filter-Hotels) - [Bedford Park Hotels](https://www.expedia.co.uk/Bedford-Park-Chicago-Hotels.0-n7224-0.Travel-Guide-Filter-Hotels) - [Berwyn Hotels](https://www.expedia.co.uk/Berwyn-Hotels.d79328.Travel-Guide-Hotels) - [Bridgeport Hotels](https://www.expedia.co.uk/Bridgeport-Chicago-Hotels.0-n6132075-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Brighton Park](https://www.expedia.co.uk/Brighton-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132396-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hard Rock Hotels in Brighton Park](https://www.expedia.co.uk/Brighton-Park-Chicago-Hotels-Hard-Rock-Hotels.0-n6132396-0--bHardRockHotels.Travel-Guide-Filter-Hotels) - [Brighton Park Hotels](https://www.expedia.co.uk/Brighton-Park-Chicago-Hotels.0-n6132396-0.Travel-Guide-Filter-Hotels) - [Burbank Hotels](https://www.expedia.co.uk/Burbank-Hotels.d183178.Travel-Guide-Hotels) - [Canaryville Hotels](https://www.expedia.co.uk/Canaryville-Chicago-Hotels.0-n6132307-0.Travel-Guide-Filter-Hotels) - [Chicago Hotels](https://www.expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Chicago Lawn](https://www.expedia.co.uk/Chicago-Lawn-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132188-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Cicero](https://www.expedia.co.uk/Cicero-Hotels-Gay-Friendly-Hotel.0-0-d89615-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Cicero Hotels](https://www.expedia.co.uk/Cicero-Hotels.d89615.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Clearing](https://www.expedia.co.uk/Clearing-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132083-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Clearing Hotels](https://www.expedia.co.uk/Clearing-Chicago-Hotels.0-n6132083-0.Travel-Guide-Filter-Hotels) - [East Garfield Park Hotels](https://www.expedia.co.uk/East-Garfield-Park-Chicago-Hotels.0-n6132269-0.Travel-Guide-Filter-Hotels) - [Forest View Hotels](https://www.expedia.co.uk/Forest-View-Hotels.d6132093.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Gage Park](https://www.expedia.co.uk/Gage-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132375-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Gage Park Hotels](https://www.expedia.co.uk/Gage-Park-Chicago-Hotels.0-n6132375-0.Travel-Guide-Filter-Hotels) - [Garfield Ridge Hotels](https://www.expedia.co.uk/Garfield-Ridge-Chicago-Hotels.0-n6132357-0.Travel-Guide-Filter-Hotels) - [Grace Abbott Homes Hotels](https://www.expedia.co.uk/Grace-Abbott-Homes-Chicago-Hotels.0-n6132393-0.Travel-Guide-Filter-Hotels) - [Lavergne Hotels](https://www.expedia.co.uk/Lavergne-Hotels.d6132171.Travel-Guide-Hotels) - [Little Village Hotels](https://www.expedia.co.uk/Little-Village-Chicago-Hotels.0-n6132436-0.Travel-Guide-Filter-Hotels) - [Lower West Side Hotels](https://www.expedia.co.uk/Lower-West-Side-Chicago-Hotels.0-n6132386-0.Travel-Guide-Filter-Hotels) - [Lyons Hotels](https://www.expedia.co.uk/Lyons-Hotels.d183188.Travel-Guide-Hotels) - [Mckinley Park Hotels](https://www.expedia.co.uk/McKinley-Park-Chicago-Hotels.0-n6132389-0.Travel-Guide-Filter-Hotels) - [Hotels near Midway Intl.](https://www.expedia.co.uk/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels) - [North Lawndale Hotels](https://www.expedia.co.uk/North-Lawndale-Chicago-Hotels.0-n6132403-0.Travel-Guide-Filter-Hotels) - [North Riverside Hotels](https://www.expedia.co.uk/North-Riverside-Hotels.d6132147.Travel-Guide-Hotels) - [Oak Park Hotels](https://www.expedia.co.uk/Oak-Park-Hotels.d9228.Travel-Guide-Hotels) - [Riverside Hotels](https://www.expedia.co.uk/Riverside-Hotels.d6132182.Travel-Guide-Hotels) - [Apartments in Southwest Side](https://www.expedia.co.uk/Southwest-Side-Apartments.d553248635976475403-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Southwest Side](https://www.expedia.co.uk/Southwest-Side-Cabins.d553248635976475403-aaCabins.Travel-Guide-Accommodation) - [Hostels in Stickney](https://www.expedia.co.uk/Stickney-Hostels.d6132201-aaHostels.Travel-Guide-Accommodation) - [Marriott Hotels & Resorts in Stickney](https://www.expedia.co.uk/Stickney-Hotels-Marriott-Hotels-Resorts.0-0-d6132201--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Stickney Hotels](https://www.expedia.co.uk/Stickney-Hotels.d6132201.Travel-Guide-Hotels) - [Summit Hotels](https://www.expedia.co.uk/Summit-Hotels.d177671.Travel-Guide-Hotels) - [West Englewood Hotels](https://www.expedia.co.uk/West-Englewood-Chicago-Hotels.0-n6132412-0.Travel-Guide-Filter-Hotels) - [Flights to Berwyn](https://www.expedia.co.uk/Cheap-Flights-To-Berwyn.d79328.Travel-Guide-Flights) - [Flights to Chicago](https://www.expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights to Cicero](https://www.expedia.co.uk/Cheap-Flights-To-Cicero.d89615.Travel-Guide-Flights) - [Flights to Lavergne](https://www.expedia.co.uk/Cheap-Flights-To-Lavergne.d6132171.Travel-Guide-Flights) - [Flights to Southwest Side](https://www.expedia.co.uk/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights) - [Delta Atlanta (ATL) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/delta-from-hartsfield-jackson-atlanta-intl-to-midway-intl/dl/atl/mdw) - [Delta Lagos (LOS) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/delta-from-murtala-muhammed-intl-to-midway-intl/dl/los/mdw) - [Klm London (LHR) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/klm-from-heathrow-to-midway-intl/kl/lhr/mdw) - [Porter Airlines Toronto (YTZ) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/porter-airlines-from-billy-bishop-toronto-city-to-midway-intl/pd/ytz/mdw) - [United Houston (IAH) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/united-from-george-bush-intercontinental-to-midway-intl/ua/iah/mdw) - [Virgin Atlantic London (LHR) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/virgin-atlantic-from-heathrow-to-midway-intl/vs/lhr/mdw) - [Flights from Stickney](https://www.expedia.co.uk/lp/flights/6132201/flights-from-stickney) - [Flights from Berwyn](https://www.expedia.co.uk/lp/flights/79328/flights-from-berwyn) - [Flights from Albuquerque (ABQ) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/abq/mdw/albuquerque-to-chicago) - [Flights from Abu Dhabi (AUH) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/auh/mdw/abu-dhabi-to-chicago) - [Flights from Hartford (BDL) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/bdl/mdw/hartford-to-chicago) - [Flights from Bristol (BRS) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/brs/mdw/bristol-to-chicago) - [Flights from Burbank (BUR) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/bur/mdw/burbank-to-chicago) - [Flights from Baltimore (BWI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/bwi/mdw/baltimore-to-chicago) - [Flights from Concord (CCR) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/ccr/mdw/concord-to-chicago) - [Flights from Charleston (CHS) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/chs/mdw/charleston-to-chicago) - [Flights from Champaign (CMI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/cmi/mdw/champaign-to-chicago) - [Flights from Wenatchee (EAT) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/eat/mdw/wenatchee-to-chicago) - [Flights from Edinburgh (EDI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/edi/mdw/edinburgh-to-chicago) - [Flights from Kalispell (FCA) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/fca/mdw/kalispell-to-chicago) - [Flights from Galesburg (GBG) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/gbg/mdw/galesburg-to-chicago) - [Flights from Glasgow (GLA) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/gla/mdw/glasgow-to-chicago) - [Flights from Geneva (GVA) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/gva/mdw/geneva-to-chicago) - [Flights from Hull (HUY) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/huy/mdw/hull-to-chicago) - [Flights from Washington (IAD) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/iad/mdw/washington-to-chicago) - [Flights from Indianapolis (IND) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/ind/mdw/indianapolis-to-chicago) - [Flights from Iowa City (IOW) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/iow/mdw/iowa-city-to-chicago) - [Flights from New York (JFK) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/jfk/mdw/new-york-to-chicago) - [Flights from Kigali (KGL) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/kgl/mdw/kigali-to-chicago) - [Flights from London (LGW) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/lgw/mdw/london-to-chicago) - [Flights from London (LHR) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/lhr/mdw/london-to-chicago) - [Flights from Manchester (MAN) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/man/mdw/manchester-to-chicago) - [Flights from Kansas City (MCI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/mci/mdw/kansas-city-to-chicago) - [Flights from Durham (MME) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/mme/mdw/durham-to-chicago) - [Flights from Norwich (NWI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/nwi/mdw/norwich-to-chicago) - [Flights from Portland (PDX) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/pdx/mdw/portland-to-chicago) - [Flights from Phoenix (PHX) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/phx/mdw/phoenix-to-chicago) - [Flights from St. Cloud (STC) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/stc/mdw/st-cloud-to-chicago) - [Flights from Fayetteville (XNA) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/xna/mdw/fayetteville-to-chicago) - [Flights from Windsor (YQG) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/yqg/mdw/windsor-to-chicago) - [Berwyn Holidays](https://www.expedia.co.uk/Berwyn.d79328.Holidays-City-Breaks) - [Visit Brighton Park](https://www.expedia.co.uk/Chicago-Brighton-Park.dx6132396) - [Visit Chicago Lawn](https://www.expedia.co.uk/Chicago-Chicago-Lawn.dx6132188) - [Visit Clearing](https://www.expedia.co.uk/Chicago-Clearing.dx6132083) - [Visit Gage Park](https://www.expedia.co.uk/Chicago-Gage-Park.dx6132375) - [Visit Little Village](https://www.expedia.co.uk/Chicago-Little-Village.dx6132436) - [Visit North Lawndale](https://www.expedia.co.uk/Chicago-North-Lawndale.dx6132403) - [Visit West Elsdon](https://www.expedia.co.uk/Chicago-West-Elsdon.dx6132410) - [Cicero Holidays](https://www.expedia.co.uk/Cicero.d89615.Holidays-City-Breaks) - [S.s. Peter and Paul Church](https://www.expedia.co.uk/SS-Peter-And-Paul-Church-McKinley-Park.d6247219.Attraction) - [Visit Summit](https://www.expedia.co.uk/Summit.dx177671) - [Rental cars Midway Intl. airport](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Midway-Intl.d5719117.Car-Hire-Guide) - [Enterprise Rental Cars in Southwest Side](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Southwest-Side.d553248635976475403-c15.Car-Rental-Guide-Suppliers) - [Things to do in Stickney](https://www.expedia.co.uk/Things-To-Do-In-Stickney.d6132201.Travel-Guide-Activities) - [Book Hotels in Sleepy Hollow on Expedia.com](https://www.expedia.com/Sleepy-Hollow-Chicago-Hotels.0-n6132427-0.Travel-Guide-Filter-Hotels) - Explore a world of travel with Expedia ### Hotels in top Chicago neighborhoods - [Hotels in Downtown Chicago](https://expedia.co.uk/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels in Magnificent Mile](https://expedia.co.uk/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels in The Loop](https://expedia.co.uk/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels in River North](https://expedia.co.uk/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels) - [Hotels in Lincoln Park](https://expedia.co.uk/Lincoln-Park-Chicago-Hotels.0-n6059328-0.Travel-Guide-Filter-Hotels) - [Hotels in Theatre District](https://expedia.co.uk/Theatre-District-Chicago-Hotels.0-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Hotels in West Loop](https://expedia.co.uk/West-Loop-Chicago-Hotels.0-n553248634029130868-0.Travel-Guide-Filter-Hotels) - [Hotels in Lakeview](https://expedia.co.uk/Lakeview-Chicago-Hotels.0-n178166-0.Travel-Guide-Filter-Hotels) - [Hotels in Streeterville](https://expedia.co.uk/Streeterville-Chicago-Hotels.0-n6130109-0.Travel-Guide-Filter-Hotels) - [Hotels in Near North Side](https://expedia.co.uk/Near-North-Side-Chicago-Hotels.0-n137043-0.Travel-Guide-Filter-Hotels) - [Hotels in O'Hare](https://expedia.co.uk/OHare-Chicago-Hotels.0-n553248635074842747-0.Travel-Guide-Filter-Hotels) - [Hotels in West Town](https://expedia.co.uk/West-Town-Chicago-Hotels.0-n6132439-0.Travel-Guide-Filter-Hotels) - [Hotels in Near West Side](https://expedia.co.uk/Near-West-Side-Chicago-Hotels.0-n6132434-0.Travel-Guide-Filter-Hotels) - [Hotels in Wrigleyville](https://expedia.co.uk/Wrigleyville-Chicago-Hotels.0-n6338684-0.Travel-Guide-Filter-Hotels) - [Hotels in Near South Side](https://expedia.co.uk/Near-South-Side-Chicago-Hotels.0-n6132399-0.Travel-Guide-Filter-Hotels) - [Hotels in South Loop](https://expedia.co.uk/South-Loop-Chicago-Hotels.0-n6130108-0.Travel-Guide-Filter-Hotels) - [Hotels in Hyde Park](https://expedia.co.uk/Hyde-Park-Chicago-Hotels.0-n117842-0.Travel-Guide-Filter-Hotels) - [Hotels in Old Town Chicago](https://expedia.co.uk/Old-Town-Chicago-Chicago-Hotels.0-n6351828-0.Travel-Guide-Filter-Hotels) - [Hotels in Wicker Park](https://expedia.co.uk/Wicker-Park-Chicago-Hotels.0-n6227639-0.Travel-Guide-Filter-Hotels) - [Hotels in Gold Coast](https://expedia.co.uk/Gold-Coast-Chicago-Hotels.0-n6130105-0.Travel-Guide-Filter-Hotels) ### Hotels near popular Chicago Attractions - [Hotels near Wrigley Field](https://expedia.co.uk/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels) - [Hotels near Michigan Avenue](https://expedia.co.uk/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels) - [Hotels near Navy Pier](https://expedia.co.uk/Navy-Pier-Hotels.0-l6069215-0.Travel-Guide-Filter-Hotels) - [Hotels near McCormick Place](https://expedia.co.uk/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park](https://expedia.co.uk/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Hotels near Soldier Field](https://expedia.co.uk/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels) - [Hotels near Grant Park](https://expedia.co.uk/Grant-Park-Hotels.0-l507389-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Riverwalk](https://expedia.co.uk/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels) - [Hotels near Lake Michigan](https://expedia.co.uk/Lake-Michigan-Hotels.0-l6338716-0.Travel-Guide-Filter-Hotels) - [Hotels near United Center](https://expedia.co.uk/United-Center-Hotels.0-l6064077-0.Travel-Guide-Filter-Hotels) ### More accommodation types in Sleepy Hollow - [Apartments in Chicago](https://expedia.co.uk/Chicago-Apartments.d178248-aaApartments.Travel-Guide-Accommodation) - [Holiday Homes in Chicago](https://expedia.co.uk/Chicago-Private-Holiday-Homes.d178248-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Condo Rentals in Chicago](https://expedia.co.uk/Chicago-Condos.d178248-aaCondos.Travel-Guide-Accommodation) - [Serviced Apartments in Chicago](https://expedia.co.uk/Chicago-Apart-Hotels.d178248-aaApartHotels.Travel-Guide-Accommodation) - [Motels in Chicago](https://expedia.co.uk/Chicago-Motels.d178248-aaMotels.Travel-Guide-Accommodation) - [B&B in Chicago](https://expedia.co.uk/Chicago-Bed-And-Breakfasts.d178248-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Guest Houses in Chicago](https://expedia.co.uk/Chicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation) - [Villas in Chicago](https://expedia.co.uk/Chicago-Villas.d178248-aaVillas.Travel-Guide-Accommodation) - [Hostels in Chicago](https://expedia.co.uk/Chicago-Hostels.d178248-aaHostels.Travel-Guide-Accommodation) - [Cabin Rentals in Chicago](https://expedia.co.uk/Chicago-Cabins.d178248-aaCabins.Travel-Guide-Accommodation) - [Farmstay in Chicago](https://expedia.co.uk/Chicago-Agritourism.d178248-aaAgritourism.Travel-Guide-Accommodation) ### Hotels Close to Nearby Airports - [Hotels near O'Hare Intl. Airport](https://expedia.co.uk/OHare-Intl-Airport-Hotels.0-aORD-0.Travel-Guide-Filter-Hotels) - [Hotels near Midway Intl. Airport](https://expedia.co.uk/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Executive Airport](https://expedia.co.uk/Chicago-Executive-Airport-Hotels.0-aPWK-0.Travel-Guide-Filter-Hotels) - [Hotels near Greater Rockford Airport](https://expedia.co.uk/Greater-Rockford-Airport-Hotels.0-aRFD-0.Travel-Guide-Filter-Hotels) - [Hotels near Gary - Chicago Intl. Airport](https://expedia.co.uk/Gary-Chicago-Intl-Airport-Hotels.0-aGYY-0.Travel-Guide-Filter-Hotels) ### Explore more hotels - [The Royal Sonesta Chicago Downtown](https://expedia.co.uk/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) - [The Chicago Hotel Collection - Magnificent Mile](https://expedia.co.uk/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) - [The Wade](https://expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) - [The Whitehall Hotel, BW Premier Collection](https://expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) - [Sable at Navy Pier Chicago, Curio Collection by Hilton](https://expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) - [Holiday Inn Chicago Dwtn - The Mart by IHG](https://expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mart-Plaza.h5467.Hotel-Information) - [Hotel Felix River North/Magnificent Mile](https://expedia.co.uk/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) - 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