Title: Winnetka, IL Cottage Rentals from $85 | Expedia.com [Winnetka Travel Guide](https://expedia.com/Winnetka.dx175751)[Hotels in Winnetka](https://expedia.com/Winnetka-Hotels.d175751.Travel-Guide-Hotels)[Vacation Rentals in Winnetka](https://expedia.com/Winnetka-Vacation-Rentals.d175751.Travel-Guide-VacationRentals)[Flights to Winnetka](https://expedia.com/Cheap-Flights-To-Winnetka.d175751.Travel-Guide-Flights)[Car Rentals in Winnetka](https://expedia.com/Car-Rentals-In-Winnetka.d175751.Car-Rental-Guide)[Winnetka Vacation Packages](https://expedia.com/Winnetka.d175751.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=175751&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=175751&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=175751&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=175751&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Winnetka ![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/e9ea36fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a68260d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/444bc42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) 9.4/10 Exceptional (2,386 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blake $178 nightly $209 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f0cafd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f4944277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/d35b9e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) 8.2/10 Very Good (1,298 reviews) "Great hotel with great location. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila $96 nightly $113 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/832f7b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/1c7b677d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) 8.6/10 Excellent (2,311 reviews) "Excellent stay, we loved it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melani $155 nightly $178 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.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) ![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) 8.6/10 Excellent (3,123 reviews) "Great location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pablo $99 nightly $116 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/w1201h1722x0y78-8f9c452e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/33cb1dae.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) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) 9.4/10 Exceptional (3,449 reviews) "Amazing place, breakfast is great , location is great - honestly great hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brisa $140 nightly $165 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/91aea402.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) ![Shared kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/1da577c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/9ef15d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) 8.4/10 Very Good (479 reviews) "Amazing staff and very clean, modern rooms!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) genevieve $72 nightly $85 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e43f096f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/086ff612.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) ![Junior Suite, City View | City view](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/3e0e58e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) 8.0/10 Very Good (9,909 reviews) "Great location, beautiful historic hotel with clean, updated rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $86 nightly $101 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Magnificent) | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/53a89031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/afa1818a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/a08df61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) 9.0/10 Wonderful (3,289 reviews) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kylee $136 nightly $160 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/72004781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop bar, alfresco dining, open daily](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/4bc08adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/64fc97f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Kings | Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/b8603e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information) 8.8/10 Excellent (2,076 reviews) "Clean rooms, great staff, and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Romel $109 nightly $128 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/06a6d4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bb12c333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/2281badb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/0e6690c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) 9.6/10 Exceptional (3,716 reviews) "Great location and overall great hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fernando $152 nightly $179 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/22315c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/w3996h2667x0y0-d549ad4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/244278d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/44ec70e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-The-Blackstone.h22295.Hotel-Information) 9.0/10 Wonderful (1,001 reviews) "Beautiful place to stay, nice staff 🙏" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yu Ching Dexter $165 nightly $193 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Blackstone.h22295.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/w3995h2667x0y0-afbbbc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6d9bcb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room service - dining](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) 8.4/10 Very Good (1,706 reviews) "Thoroughly enjoyed my stay at The Wade" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle $109 nightly $128 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/833194a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a419e8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) 9.0/10 Wonderful (3,867 reviews) "The staff and the cleanliness of the Hotel was amazing and the views where great!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oliver $104 nightly $122 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/0f103d66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/3b2677cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/d5b5d773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/e065e04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) 8.8/10 Excellent (1,874 reviews) "Absolutely enjoyed my time here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Quayshaun $118 nightly $139 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35140000/35130400/35130365/d9eeaac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/36000000/35140000/35130400/35130365/f13a5c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/36000000/35140000/35130400/35130365/87314c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/36000000/35140000/35130400/35130365/6e228b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Hotel-Essex-Chicago.h35130365.Hotel-Information) 8.8/10 Excellent (1,004 reviews) "Great place to stay..awesome staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica $114 nightly $134 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hotel-Essex-Chicago.h35130365.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/84fcc5bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fairmont Gold, Suite, 1 King Bed, Accessible | Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/3b05bc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/7e178380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Fairmont-Chicago-At-Millennium-Park.h15937.Hotel-Information) 8.6/10 Excellent (2,072 reviews) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kamilah $199 nightly $234 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Fairmont-Chicago-At-Millennium-Park.h15937.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/9c357764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/098ab5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed (Millennium - ADA) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/6822e14c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/2f61b704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Hotel-Julian.h26910691.Hotel-Information) 9.4/10 Exceptional (2,002 reviews) "Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $150 nightly $177 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hotel-Julian.h26910691.Hotel-Information) ![City view](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/9f5e73dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/32068350.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/1000000/20000/17300/17288/bebf91fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) 9.0/10 Wonderful (3,207 reviews) "Place is always top notch..stay here anytime we stay in Chicago." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon $152 nightly $178 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/19985e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/bbf9e380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LCD TV with cable channels, iPod dock, streaming services](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/c580c0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/b161c307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Staypineapple.h284792.Hotel-Information) 9.4/10 Exceptional (1,016 reviews) "Location was great, staff was very friendly, and the rooms were clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori $142 nightly $167 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Staypineapple.h284792.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/37fa1971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/99cc20aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/e3571b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/c476053d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel in Downtown Chicago [](https://www.expedia.com/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) 7.6/10 Good (1,220 reviews) "Amazing stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Napoleon $107 nightly $125 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hotel-Audrey.h21619.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.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19®ionId=175751&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_175751) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APART_HOTEL) Condos [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CONDO) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VACATION_HOME) Villas [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VILLA) Cottages [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=COTTAGE) Residences [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=RESIDENCE) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Cottages.d175751-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Cottages.d175751-aaCottages.Travel-Guide-Accommodation) ## Top Winnetka Hotel Reviews ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Great stay! Wonderful location!" [](https://expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925_y.jpg) ### River Hotel 4/10 Poor "The king bed was actually 2 twin mattresses put together! Room was small and dark. " [](https://expedia.com/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg) ### Congress Plaza Hotel 2/10 Terrible "There was no hot water in the shower the whole time we were there. " [](https://expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 4/10 Poor "Big room but the water drain in the bathroom and a bad smell. Carpet was old. " [](https://expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099_y.jpg) ### Courtyard by Marriott Chicago Magnificent Mile 8/10 Good "Nice " [](https://expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fa2dd97c_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "My wife and I agreed that this was the nicest room we've ever stayed in, and we've stayed in a lot of nice rooms. Do not even hesitate to stay here and please do yourself a favor and splurge on a State Suite like we did. Maybe we got lucky with the room we ended up in, but we LOVED staring at the river and cityscape among the Chicago skyscrapers for a week -- and I can't even begin to describe the luxury level on the bathroom and supersize tub. Stay here. Do it. You deserve it." [](https://expedia.com/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "Great breakfast buffet! Great location to Michigan Ave. I would stay here again. " [](https://expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1_y.jpg) ### LondonHouse Chicago, Curio Collection by Hilton 2/10 Terrible "Toilet paper holder broken, water bottles in room cost money, room was facing brick wall when I paid for city view. Staff was unwilling to help. I hate the feeling of being nickel and dimed, and I felt that way here. Rooftop bar was partially closed and dead (bar outside was closed) " [](https://expedia.com/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "Yes." [](https://expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ## Find out more about Winnetka ## Winnetka Cottages information | Number of reviews | 51,005 | | ----------------- | ----------- | | Accommodation | 16 Cottages | | Lowest Price | $85 | | Highest Price | $234 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Chicago Hotels ](https://www.expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels near Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near Home Alone House ](https://www.expedia.com/Home-Alone-House-Hotels.0-l553248635997949865-0.Travel-Guide-Filter-Hotels) - [Hotels near Winnetka Station ](https://www.expedia.com/Winnetka-Station-Hotels.d6214780.Travel-Guide-Hotels) - [Hotels near Chocolate Box ](https://www.expedia.com/Chocolate-Box-Hotels.0-l553248621532658670-0.Travel-Guide-Filter-Hotels) - 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