Hotels in Winnetka

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Where to stay in Winnetka?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winnetka on Hotels.com. These Winnetka hotels consistently deliver on quality, location and traveler experience. Last updated on September 3, 2026.

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CNY1,232

CNY1,696 total

includes taxes & fees

Sep 8 - Sep 9

A spacious lobby with a central coffee table, sofas, and a large mirror.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

CNY817

CNY971 total

includes taxes & fees

Sep 8 - Sep 9

A hotel entrance with a marquee and string lights above the entrance.

A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.

A hotel entrance with a marquee, American flag, and a person standing in front.

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

CNY1,219

CNY1,450 total

includes taxes & fees

Sep 7 - Sep 8

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

Hotel Riu Plaza Chicago

Downtown Chicago

CNY979

CNY1,355 total

includes taxes & fees

Sep 7 - Sep 8

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

L7 Chicago by LOTTE

Downtown Chicago

CNY1,737

CNY2,065 total

includes taxes & fees

Sep 20 - Sep 21

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A man in a suit sitting by a window with a vase of red flowers.

A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

A conference room with a long table, chairs, and a vase.

River Hotel

Downtown Chicago

CNY1,063

CNY1,264 total

includes taxes & fees

Sep 7 - Sep 8

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

A cityscape with modern high-rise buildings, a river, and a boat.

Hyatt Regency Chicago

Downtown Chicago

CNY1,337

CNY1,829 total

includes taxes & fees

Sep 7 - Sep 8

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

A modern kitchen with a built-in refrigerator, a coffee maker, and a flat-screen TV on the countertop.

A modern room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.

A modern kitchen area with a long counter, various food items, and a coffee machine.

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

CNY934

CNY1,111 total

includes taxes & fees

Sep 7 - Sep 8

A hotel room with a large window, a bed, a desk, a chair, and a lamp.

A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

CNY1,054

CNY1,253 total

includes taxes & fees

Sep 7 - Sep 8

A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

A modern indoor swimming pool with blue seating and a view of the city through large windows.

A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.

A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

CNY1,034

CNY1,229 total

includes taxes & fees

Sep 7 - Sep 8

A hotel with a modern glass facade, a prominent Hampton Inn sign, and a Homewood Suites by Hilton sign.

A gym with treadmills, a stationary bike, and a rowing machine, with a city view through large windows.

A modern hotel lobby with a long reception desk, seating area, and large windows offering city views.

A hotel room with a large window offering a city view, a sofa, a chair, a small table, and a desk with a chair.

Hampton Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

CNY937

CNY1,114 total

includes taxes & fees

Sep 7 - Sep 8

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

A modern living room with a large window, a potted plant, and a variety of seating options including a sofa, armchairs, and ottoman.

A hotel room with a large bed, two bedside lamps, and a city view through a large window.

A vending machine with various beverages and snacks.

Hyatt Place Chicago/River North

Downtown Chicago

CNY1,344

CNY1,598 total

includes taxes & fees

Sep 7 - Sep 8

A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.

A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

CNY1,131

CNY1,542 total

includes taxes & fees

Sep 10 - Sep 11

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A modern lounge area with seating, a bar, and large windows offering views.

A modern gym with various exercise equipment, large windows, and a city view.

A view from a window with a cityscape in the background, including modern buildings and a clear sky.

Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

CNY1,660

CNY1,974 total

includes taxes & fees

Sep 7 - Sep 8

A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.

An indoor swimming pool with lounge chairs and exercise equipment.

A bar area with a modern design, featuring a long counter and multiple seating options.

A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

CNY1,405

CNY1,870 total

includes taxes & fees

Sep 7 - Sep 8

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

A modern lobby with a seating area, a bar, and a green wall.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

CNY1,023

CNY1,216 total

includes taxes & fees

Sep 9 - Sep 10

A historic building with a glass entrance, large columns, and decorative planters with flowers.

A bar area with a variety of liquor bottles, a television screen, and colorful bar stools.

A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.

A spacious lobby with a checkered floor, colorful seating, and large windows.

Warwick Allerton - Chicago

Downtown Chicago

CNY726

CNY1,060 total

includes taxes & fees

Sep 9 - Sep 10

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

CNY1,023

CNY1,216 total

includes taxes & fees

Sep 9 - Sep 10

A hotel bathroom with a large mirror, a sink, and a vanity.

A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.

A gym with various exercise equipment, including treadmills and weight machines.

A bakery display with pastries and a coffee shop sign in the background.

Sports Illustrated Resorts Chicago

Downtown Chicago

CNY1,370

CNY1,820 total

includes taxes & fees

Sep 10 - Sep 11

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.

A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.

Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

CNY965

CNY1,147 total

includes taxes & fees

Sep 7 - Sep 8

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Go beyond your typical stay in Winnetka

Pet friendly

Pool

Apart hotel

Hot tub

Spa

Family friendly

Top landmarks in Winnetka

Elder Lane Beach

When the beach is calling your name, you might want to head down to Elder Lane Beach, located 1.2 mi (2 km) from central Winnetka. If you want to continue walking by the waves, head to Kenilworth Beach located nearby.

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Maple Street Beach

Maple Street Beach is located 17 mi (27.3 km) from the center of Chicago, why not stop by during your stay. Catch the sunset by the shore at Tower Road Beach, just a short walk away.

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Learn more about Winnetka

Winnetka is well-known for its attractions such as Lake Michigan and Maple Street Beach.

See all hotels in Winnetka

A suburban street with a stone house, a tree, and a clear sky.

Check out reviews of Winnetka hotels guests love

L7 Chicago by LOTTE

8/10 Good

"Excellent location for staying in downtown Chicago"

Hilton Chicago

8/10 Good

"The location was geeat"

The Wade

10/10 Excellent

"Clean rooms, helpful staff"

River Hotel

10/10 Excellent

"Very nice staff when checking in."

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"No"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"A fantastic day experience."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Very"

Frequently asked questions

How much does a hotel room cost in Winnetka?

You can find top hotels in Winnetka from CNY857 with options to suit your budget and needs. If you're looking for an affordable hotel in Winnetka that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Winnetka hotels?

Discover great deals on Winnetka hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Winnetka hotels.

Can I book Winnetka hotels with free cancellation?

In order to book a refundable Winnetka hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some popular hotels in central Winnetka?

For hotels in central Winnetka, check out Graduate by Hilton Evanston and Hilton Orrington / Evanston. Travelers love Graduate by Hilton Evanston for its location, as well as the restaurant, bar/lounge and coffee shop/cafe this hotel offers. Hilton Orrington / Evanston is another popular central hotel with 4 restaurants, a bar/lounge and a 24-hour gym. South Evanston and North Evanston are some of the most central neighborhoods for your Winnetka vacation.

Can I book refundable accommodations in Winnetka?

If you need the flexibility to change your plans to Winnetka, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Winnetka be like during my visit?

The warmest months in Winnetka are usually July and August with an average temp of 70°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are May and June.

Why should I book my Winnetka hotel through Hotels.com?

There are plenty of reasons to book your Winnetka travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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