Title: Winnetka Travel Guide: Best of Winnetka, Chicago Travel 2026 | Expedia.co.uk [Hotels in Winnetka](https://expedia.co.uk/Winnetka-Hotels.d175751.Travel-Guide-Hotels)[Holiday Rentals in Winnetka](https://expedia.co.uk/Winnetka-Holiday-Rentals.d175751.Travel-Guide-HolidayRentals)[Flights to Winnetka](https://expedia.co.uk/Cheap-Flights-To-Winnetka.d175751.Travel-Guide-Flights)[Winnetka Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winnetka.d175751.Car-Hire-Guide)[Winnetka Holidays](https://expedia.co.uk/Winnetka.d175751.Holidays-City-Breaks) # Winnetka Travel Guide ## Tourist Guide ## Visit Winnetka Things to do - Top hotels in Winnetka - Top Holiday Rentals in Winnetka ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Magnificent Mile Suites 198 E Delaware Pl Chicago IL £78 5 Jan - 6 Jan 2026 includes taxes & fees Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ... 8.8/10 Excellent! (3,552 reviews) Excellent check in check out. Staff is amazing. We had a small suite. It was perfect. Clean. Location is perfect Reviewed on 23 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=175751) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palmer House a Hilton Hotel 17 E Monroe St Chicago IL £132 4 Jan - 5 Jan 2026 includes taxes & fees Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ... 8.4/10 Very Good! (2,168 reviews) Decent room and the staff at the front desk and restaurant were friendly and helpful. The front desk area is cramped and confusing (i.e.) once you get your key card from check-in, it is so tight in that area that that it’s unclear how you get out of the area without pushing past the people in line ... Reviewed on 22 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=8079&PinnedHotelID=8079&HadPinnedHotel=true®ionId=175751) ![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Silversmith Hotel Chicago Downtown 10 S Wabash Ave Chicago IL £93 30 Dec - 31 Dec includes taxes & fees Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff and ... 9.2/10 Wonderful! (2,152 reviews) Very friendly and helpful staff Reviewed on 23 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=30%2F12%2F2025&endDate=31%2F12%2F2025&selected=116674&PinnedHotelID=116674&HadPinnedHotel=true®ionId=175751) [See all 4,641 properties in Winnetka](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=175751) 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. ![Sentral Michigan Avenue](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/a9b3121a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sentral Michigan Avenue 808 SOUTH MICHIGAN AVENUE Chicago IL Stay at this business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the ... 9.2/10 Wonderful! (1,019 reviews) Absolutely loved our stay here. I’m 18 and not many places let us book but central was perfect and easy. Definitely will be back. Reviewed on 22 Dec 2025 [](https://expedia.co.uk/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Level Chicago – Old Town 1140 North Wells Street Chicago IL Stay at this family-friendly aparthotel in Chicago. Enjoy free Wi-Fi, an outdoor pool and a rooftop terrace. Our guests praise the helpful staff in their reviews. ... 9/10 Wonderful! (401 reviews) Great location, clean room and friendly staff! Reviewed on 14 Dec 2025 [](https://expedia.co.uk/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) ![Kasa Magnificent Mile Chicago](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/5915e3d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kasa Magnificent Mile Chicago One Superior Place Chicago IL Stay at this aparthotel in Chicago. Enjoy free Wi-Fi, a fitness centre and parking (surcharge). Our guests praise the helpful staff in their reviews. Popular ... 9.2/10 Wonderful! (653 reviews) Clean, cute space with an excellent city view. Reviewed on 20 Dec 2025 [](https://expedia.co.uk/Chicago-Hotels-Kasa-Chicago-River-North-Apartments.h46231022.Hotel-Information) [See all properties in Winnetka](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=175751&sort=VACATION_RENTAL) 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. ## Check Winnetka hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175751&startDate=2025-12-24&endDate=2025-12-25)[24 Dec - 25 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175751&startDate=2025-12-24&endDate=2025-12-25) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175751&startDate=2025-12-25&endDate=2025-12-26)[25 Dec - 26 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175751&startDate=2025-12-25&endDate=2025-12-26) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175751&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)[26 Dec - 28 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175751&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175751&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026)[2 Jan - 4 Jan](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175751&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026) ### Popular places to visit ![Magnificent Mile - River North which includes street scenes, signage and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [](https://expedia.co.uk/Michigan-Avenue-Downtown-Chicago.d6156167.Attraction) ![Wrigley Field featuring a city, a sporting event and city views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.co.uk/Wrigley-Field-Lakeview.d6034754.Attraction) ![McCormick Place](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/248000/248117-Mccormick-Place.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### McCormick Place Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges. [](https://expedia.co.uk/McCormick-Place-Near-South-Side.d6069191.Attraction) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.co.uk/Navy-Pier-Downtown-Chicago.d6069215.Attraction) ![Soldier Field which includes a high-rise building, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35616-Soldier-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Soldier Field Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations. [](https://expedia.co.uk/Soldier-Field-Near-South-Side.d6058043.Attraction) ![Millennium Park which includes autumn colours, modern architecture and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26436-Millennium-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Millennium Park A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape. [](https://expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction) ### Things to do ![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wendella's 90-min Chicago River Architecture Tour £30 per adult **94%** of travellers recommend [](https://expedia.co.uk/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details) ![Chicago: Navy Pier Centennial Wheel Regular & Express Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago: Navy Pier Centennial Wheel Ticket £18 per adult **88%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details) ![Chicago C3® : Save on admission to your choice of 3 top attractactions](https://mediaim.expedia.com/localexpert/46362450/da44d619-18fc-4969-97e2-f7b8d0da99b5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago C3® by CityPASS® £79 per adult **88%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-c3-by-citypass.a46362450.activity-details) ![cruise ship sailing past navy pier in chicago](https://mediaim.expedia.com/localexpert/173241/21d8d1a0-e61c-4298-ab2f-118c1794b450.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### City Cruises Chicago: Lake Michigan Premier Dinner Cruise £153 per adult **80%** of travellers recommend [](https://expedia.co.uk/things-to-do/city-cruises-chicago-lake-michigan-premier-dinner-cruise.a173241.activity-details) ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket £25 per adult **96%** of travellers recommend [](https://expedia.co.uk/things-to-do/color-factory-chicago-ticket.a49191714.activity-details) ![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/0b36f3b1-b375-4fa2-8cfd-1a9815dcdcdc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting £24 per adult **96%** of travellers recommend [](https://expedia.co.uk/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.activity-details) [See all activities in Winnetka](https://expedia.co.uk/Things-To-Do-In-Winnetka.d175751.Travel-Guide-Activities) ## Cities near Winnetka ![Chicago showing a city and a skyscraper as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332049-Chicago.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Chicago ## Explore a world of travel with Expedia - 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[Visit Ravenswood Manor ](https://www.expedia.co.uk/Chicago-Ravenswood-Manor.dx6132438) - [Visit Riverwoods ](https://www.expedia.co.uk/Chicago-Riverwoods.dx602113) - [Visit Rogers Park ](https://www.expedia.co.uk/Chicago-Rogers-Park.dx6132293) - [Visit Village of Long Grove ](https://www.expedia.co.uk/Chicago-Village-Of-Long-Grove.dx6203799) - [Visit West Ridge ](https://www.expedia.co.uk/Chicago-West-Ridge.dx6132443) - [Visit Wrigleyville ](https://www.expedia.co.uk/Chicago-Wrigleyville.dx6338684) - [Visit Deerfield ](https://www.expedia.co.uk/Deerfield.dx7613) - [Visit Des Plaines ](https://www.expedia.co.uk/Des-Plaines.dx7863) - [Visit Elk Grove Village ](https://www.expedia.co.uk/Elk-Grove-Village.dx7833) - [Visit Elmwood Park ](https://www.expedia.co.uk/Elmwood-Park.dx101509) - [Visit Evanston ](https://www.expedia.co.uk/Evanston.dx8049) - [Gallery Park ](https://www.expedia.co.uk/Gallery-Park-Chicago.d6186155.Attraction) - [Glencoe Holidays ](https://www.expedia.co.uk/Glencoe.d54977.Holidays-City-Breaks) - [Golf Holidays ](https://www.expedia.co.uk/Golf.d6132095.Holidays-City-Breaks) - [Home Alone House ](https://www.expedia.co.uk/Home-Alone-House-Chicago.d553248635997949865.Attraction) - [Visit Lake Forest ](https://www.expedia.co.uk/Lake-Forest.dx8508) - [Visit Lincolnshire ](https://www.expedia.co.uk/Lincolnshire.dx8425) - [Visit Morton Grove ](https://www.expedia.co.uk/Morton-Grove.dx8978) - [Visit North Suburbs ](https://www.expedia.co.uk/North-Suburbs.dx6059336) - [Northwestern University ](https://www.expedia.co.uk/Northwestern-University-Chicago.d6034942.Attraction) - [Visit Rosemont ](https://www.expedia.co.uk/Rosemont.dx7581) - [Visit Vernon Hills ](https://www.expedia.co.uk/Vernon-Hills.dx6371) - [Car hire Evanston ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Evanston.d8049.Car-Hire-Guide) - [Car hire Glenview ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Glenview.d8006.Car-Hire-Guide) - [Car hire Golf ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Golf.d6132095.Car-Hire-Guide) - [Car hire near North Suburbs ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-North-Suburbs.d6059336.Car-Hire-Guide) - [Car hire Northbrook ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Northbrook.d9142.Car-Hire-Guide) - [Car hire Skokie ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Skokie.d6903.Car-Hire-Guide) - [Enterprise Rental Cars in Golf ](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Golf.d6132095-c15.Car-Rental-Guide-Suppliers) - [Midway Car Rental Rental Cars in North Suburbs ](https://www.expedia.co.uk/Midway-Car-Rental-Car-Rentals-In-North-Suburbs.d6059336-c27.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Golf ](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Golf.d6132095-c35.Car-Rental-Guide-Suppliers) - [Evanston Holiday Rentals ](https://www.expedia.co.uk/Evanston-Holiday-Rentals.d8049.Travel-Guide-HolidayRentals) - [Golf Holiday Rentals ](https://www.expedia.co.uk/Golf-Holiday-Rentals.d6132095.Travel-Guide-HolidayRentals) - [Northbrook Holiday Rentals ](https://www.expedia.co.uk/Northbrook-Holiday-Rentals.d9142.Travel-Guide-HolidayRentals) - [Northfield Holiday Rentals ](https://www.expedia.co.uk/Northfield-Holiday-Rentals.d6132153.Travel-Guide-HolidayRentals) - [Wilmette Holiday Rentals ](https://www.expedia.co.uk/Wilmette-Holiday-Rentals.d54976.Travel-Guide-HolidayRentals) - [Things to do in North Suburbs ](https://www.expedia.co.uk/Things-To-Do-In-North-Suburbs.d6059336.Travel-Guide-Activities) - Cities near Winnetka - Places of interest [Chicago](https://expedia.co.uk/Chicago.dx178248) - [Home Alone House ](https://expedia.co.uk/Home-Alone-House-Chicago.d553248635997949865.Attraction) - [Michigan Avenue ](https://expedia.co.uk/Michigan-Avenue-Downtown-Chicago.d6156167.Attraction) - [Wrigley Field ](https://expedia.co.uk/Wrigley-Field-Lakeview.d6034754.Attraction) - [Navy Pier ](https://expedia.co.uk/Navy-Pier-Downtown-Chicago.d6069215.Attraction) - [Lake Michigan ](https://expedia.co.uk/Lake-Michigan-United-States-of-America.d6338716.Attraction) - [Millennium Park ](https://expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction) - [Chicago Riverwalk ](https://expedia.co.uk/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Attraction) - [United Center ](https://expedia.co.uk/United-Center-Near-West-Side.d6064077.Attraction) - [Grant Park ](https://expedia.co.uk/Grant-Park-Downtown-Chicago.d507389.Attraction) - [Northwestern University ](https://expedia.co.uk/Northwestern-University-Chicago.d6034942.Attraction) - [Willis Tower ](https://expedia.co.uk/Willis-Tower-Downtown-Chicago.d6064069.Attraction) - [Art Institute of Chicago ](https://expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction) - [Woodfield Mall ](https://expedia.co.uk/Woodfield-Mall-Chicago.d6064089.Attraction) - [Chicago Theatre ](https://expedia.co.uk/Chicago-Theatre-Downtown-Chicago.d6064049.Attraction) - [Allstate Arena ](https://expedia.co.uk/Allstate-Arena-Chicago.d6069163.Attraction) - [Cloud Gate ](https://expedia.co.uk/Cloud-Gate-Downtown-Chicago.d6182888.Attraction) - [Merchandise Mart ](https://expedia.co.uk/Merchandise-Mart-Downtown-Chicago.d6069193.Attraction) - [875 North Michigan Avenue ](https://expedia.co.uk/875-North-Michigan-Avenue-Downtown-Chicago.d6065131.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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