𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winnetka from RM284 (2026) - Fully Refundable Options

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Our top choices for Winnetka hotels

A spacious lobby with a reception desk, seating area, and a large glass door entrance.

A spacious dining area with multiple tables and chairs, large windows, and a central decorative plant.

A multi-story building with a parking lot in front.

A large indoor swimming pool with multiple lounge chairs and a blue chair in the center.

1. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

Deerfield

Carlos

RM343

RM381 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

An indoor swimming pool with clear windows, green chairs, and a tiled deck.

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

2. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

karen

RM588

RM676 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.

A large conference room with rows of chairs, a stage, and a carpeted floor.

A modern hotel corridor with wooden paneling, a staircase, and a snack bar with various packaged goods.

A hotel reception desk with two computer stations, a modern wall design, and a visible window.

3. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Des Plaines

Yashica Slater

RM535

RM631 total

includes taxes & fees

4 Oct - 5 Oct

A modern lounge area with leather sofas, a coffee table, and a patterned rug.

A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.

A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.

A modern living room with a sectional sofa, a fireplace, and a bar area.

4. Holiday Inn Chicago O'Hare – Rosemont by IHG

Rosemont

Ramona

RM588

RM677 total

includes taxes & fees

25 Oct - 26 Oct

A three-tiered fruit basket on a wooden table against a wall with framed pictures.

A motel reception desk with a clock, a welcome sign, and a sign listing room types and rates.

A kitchen counter with a microwave, two large containers, and baskets of bread and pastries.

A hotel room with two beds, a large window with a city view, a painting on the wall, and a lamp on the nightstand.

5. Heart O' Chicago

Edgewater

Jenn

RM376

RM442 total

includes taxes & fees

28 Sept - 29 Sept

An indoor swimming pool with two separate sections, a brick wall, and a view of the outdoors through large windows.

A spacious restaurant with multiple tables and chairs, a brick wall, and a large window.

A lobby with a brick wall, a round mirror, a glass coffee table, and a reception desk.

A hotel room with a green sofa, a small table with a lamp, and a refrigerator.

6. Quality Inn Schaumburg - Chicago near the Mall

Schaumburg

Sommer

RM396

RM455 total

includes taxes & fees

25 Oct - 26 Oct

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

A residential street with a sidewalk, houses, and greenery.

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

7. Carleton of Oak Park

Oak Park

Suzanne

RM499

RM554 total

includes taxes & fees

28 Sept - 29 Sept

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

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

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

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

8. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Michael T.

RM658

RM782 total

includes taxes & fees

25 Oct - 26 Oct

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 modern living room with a large window overlooking a body of water, a tripod, and a sofa.

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

9. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

RM1,227

RM1,600 total

includes taxes & fees

27 Sept - 28 Sept

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

10. The Wade

Downtown Chicago

Fernanda

RM608

RM723 total

includes taxes & fees

27 Sept - 28 Sept

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

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

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

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

11. River Hotel

Downtown Chicago

Isabella

RM661

RM785 total

includes taxes & fees

27 Sept - 28 Sept

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

A gym with treadmills, ellipticals, and weight machines.

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

12. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Carmina

RM776

RM923 total

includes taxes & fees

27 Sept - 28 Sept

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

A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

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

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

13. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Lora J

RM730

RM868 total

includes taxes & fees

27 Sept - 28 Sept

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 hotel room with a sofa, ottoman, and a dining area with a bar.

14. Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

zhuo

RM873

RM1,159 total

includes taxes & fees

1 Oct - 2 Oct

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

15. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Lauryn

RM658

RM782 total

includes taxes & fees

25 Oct - 26 Oct

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.

A tall, modern hotel with a brick facade and numerous windows.

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

16. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Kelly

RM740

RM879 total

includes taxes & fees

25 Oct - 26 Oct

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 hotel room with a large window offering a cityscape view, including a prominent building with a clock tower.

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

17. Hampton Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

Kevin

RM795

RM946 total

includes taxes & fees

27 Sept - 28 Sept

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

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

A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

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

18. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Brian

RM739

RM878 total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel with a glass facade, multiple floors, and a prominent sign.

A modern conference room with a large oval table, multiple chairs, and a city view through large windows.

A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

A hotel reception desk with a marble counter, a digital kiosk, and a sign indicating Hilton Honors.

19. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Rebecca

RM840

RM999 total

includes taxes & fees

27 Sept - 28 Sept

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A bar with a brick archway, wooden bar counter, and stools.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A restaurant interior with brick walls, wooden tables and chairs, and a bar area.

20. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Michael

RM596

RM709 total

includes taxes & fees

25 Oct - 26 Oct

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Stay near popular Winnetka attractions

Maple Street Beach

Why not spend a lazy afternoon at Maple Street Beach during your trip to Winnetka? Amble around the area's forests or visit its shops.

See properties

Elder Lane Beach

This lakefront sanctuary offers a serene escape with pristine sandy shores and Lake Michigan views. Enjoy a peaceful afternoon in the adjacent park with its well-maintained picnic areas and playground.

See properties

Learn more about Winnetka

Elegant North Shore homes line the streets near Lake Michigan beaches where locals picnic during summer festivals. Explore the historic Crow Island School's architecture or catch a show at the Winnetka Community House theatre.

See all hotels in Winnetka

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

Top Winnetka Hotel Reviews

Congress Plaza Hotel

8/10 Good

"Great location, great value. Nothing fancy but nothing to complain about."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"We loved the vintage feel and location."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"staff was super friendly and helpful!"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Na"

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Great location, close to the pink line, river is walkable distance, lots of restaurants etc. close parking if you don’t want to pay valet. Downside: no coffee in the room, they have it in the lobby but I like a good garbage coffee before I get dressed (Starbucks is attached as well if you want to pay for coffee). Second was many of the restaurants close on the weekend since it’s the business district."

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"The room was very clean and spacious. Our check in was easy and the staff was very helpful with recommendations. Didn't make it for the breakfast but it sounded like it was good after meeting some other guest."

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"The room was nice, small, but clean and nice! Staff were friendly and very helpful! It was in a great area with plenty of places in walking distance!"

More cheap stays in Winnetka

Motel 6 Elk Grove Village, IL - O'Hare

2881 Touhy Ave Elk Grove Village IL

RM252

RM284 total

26 Oct - 27 Oct

includes taxes & fees

7.8/10 Good! (2,000 reviews)

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

RM251

RM289 total

30 Sept - 1 Oct

includes taxes & fees

6.8/10 (2,341 reviews)

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL

RM367

RM422 total

20 Oct - 21 Oct

includes taxes & fees

7.2/10 Good! (1,008 reviews)

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

RM588

RM676 total

27 Sept - 28 Sept

includes taxes & fees

9.4/10 Exceptional! (2,384 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

RM650

RM772 total

25 Oct - 26 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

RM795

RM946 total

27 Sept - 28 Sept

includes taxes & fees

Frequently asked questions

What's the best place to stay in Winnetka?

Located 16.2 mi (26.1 km) from the heart of Winnetka, River Hotel is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Congress Plaza Hotel and The Chicago Hotel Collection Ambassador Gold Coast. See all available top hotels, or vacation rentals in Winnetka.

If I need to cancel my hotel reservation in Winnetka, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winnetka.

What is staying in Winnetka like?

Visitors can enjoy all that Winnetka has to offer, including the shopping, forests and sporting events. Tourists can also enjoy the city's restaurants and coffee shops. Top sights around the area include Wrigley Field, Navy Pier and Michigan Avenue. There are 4399 hotels and other accommodation options in the surrounding area. Find out more about Winnetka.

What should I see while I'm in Winnetka?

Favourite places to visit include Lake Michigan, Maple Street Beach and Elder Lane Beach. Additionally, you'll find Wrigley Field and Navy Pier in the area. Take a look at what more there is to see and do in Expedia's Winnetka guide.

How can I get around Winnetka?

To venture out into the surrounding area, hop aboard a train at Winnetka Station or Winnetka Indian Hill Station. If you want to venture out around the area, you may want a rental car in Winnetka for your journey.

What's the seasonal weather in Winnetka?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Winnetka is 1216 mm.

Winnetka hotels from RM284

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winnetka

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winnetka hotels

1. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

2. Hampton Inn Chicago-O'Hare International Airport

3. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

4. Holiday Inn Chicago O'Hare – Rosemont by IHG

5. Heart O' Chicago

6. Quality Inn Schaumburg - Chicago near the Mall

7. Carleton of Oak Park

8. The Chicago Hotel Collection Ambassador Gold Coast

9. Sable at Navy Pier Chicago, Curio Collection by Hilton

10. The Wade

11. River Hotel

12. Aloft by Marriott Chicago Mag Mile

13. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

14. Hyatt Centric Chicago Magnificent Mile

15. The Chicago Hotel Collection - Magnificent Mile

16. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

17. Hampton Inn Chicago Downtown/Magnificent Mile

18. Hilton Chicago/Magnificent Mile Suites

19. Hampton Inn Chicago West Loop Fulton Market Area

20. Club Quarters Hotel, Central Loop, Chicago

Stay near popular Winnetka attractions

Maple Street Beach

Elder Lane Beach

Learn more about Winnetka

Top Winnetka Hotel Reviews

Congress Plaza Hotel

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection - Magnificent Mile

InterContinental Chicago Magnificent Mile by IHG

The Allegro Royal Sonesta Hotel Chicago Loop

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hotel Saint Clair- Magnificent Mile

More cheap stays in Winnetka

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Schiller Park, IL - Chicago O'Hare

Comfort Inn Chicago Schaumburg - O'Hare Airport

Hampton Inn Chicago-O'Hare International Airport

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

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