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18 Jun - 19 Jun
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19 Jun - 20 Jun
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20 Jun - 22 Jun
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27 Jun - 29 Jun

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Compare 4,377 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
  • Parking available
9.4 out of 10, Exceptional, (2059)
  • cleanliness
    Travelers discover a perfect blend of culture and adventure along Lake Michigan's shores at this sophisticated Navy Pier retreat

What verified guests said

"Amazing stay"

Sable at Navy Pier Chicago, Curio Collection by Hilton highlights

The Sable at Navy Pier Chicago, Curio Collection by Hilton, offers Lake Michigan views from the terrace. Enjoy Latin American cuisine at two restaurants and free in-room WiFi. Navy Pier's energy surrounds visitors with boat tours and outdoor entertainment steps away.
The price is AED 637
AED 854 total
includes taxes & fees
1 Jul - 2 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
  • Spa
  • Pet friendly
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
8.8 out of 10, Excellent, (2238)
  • cleanliness
    A modern urban retreat with WiFi connectivity and convenient dining options just steps from Millennium Park, perfect for exploring Chicago's attractions

What verified guests said

"Great location and nice professional staff!"

Swissotel - Chicago highlights

Swissotel - Chicago, near Michigan Avenue, offers a peaceful respite with a garden and welcoming lobby fireplace. Enjoy spa treatments or meals at The Palm restaurant. Practical amenities include dry cleaning services and bike rentals.
The price is AED 548
AED 751 total
includes taxes & fees
30 Jun - 1 Jul
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
9.4 out of 10, Exceptional, (1460)
  • cleanliness
    Attentive staff helps travelers plan Chicago adventures from this welcoming hotel near Michigan Avenue's shopping and dining destinations

What verified guests said

"Great location and rooms "

Loews Chicago Hotel highlights

Loews Chicago Hotel places travelers near Chicago Riverwalk and Millennium Park. The lobby fireplace offers a cozy spot to relax, and the café serves quality coffee. Guests enjoy the indoor pool and rooftop terrace, with staff ready to guide them to nearby attractions.
The price is AED 621
AED 845 total
includes taxes & fees
30 Jun - 1 Jul
Loews Chicago Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (1866)
  • cleanliness
    Travelers find upscale comfort on Chicago's Magnificent Mile, where seasonal poolside relaxation meets downtown exploration near Millennium Park

What verified guests said

"Very nice hotel and very clean"

DoubleTree by Hilton Chicago - Magnificent Mile highlights

DoubleTree by Hilton Chicago - Magnificent Mile offers a prime location with a rooftop terrace and garden. Families love the kids' meals at HotHouse restaurant, and the poolside bar is great for post-gym refreshment. Guests praise the helpful staff and public area WiFi.
The price is AED 559
AED 656 total
includes taxes & fees
29 Jun - 30 Jun
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
  • Pool
  • Pet friendly
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
8.6 out of 10, Excellent, (1450)
  • cleanliness
    An urban oasis in downtown Chicago where guests enjoy eco-friendly luxury while having vibrant Millennium Park just steps from their doorstep

What verified guests said

"Stayed here a few times and its always great. "

Radisson Blu Aqua Hotel Chicago highlights

Radisson Blu Aqua Hotel Chicago, along the Chicago Riverwalk, offers a retreat from city life. Relax in the rooftop garden, warm up by the fireplace, appreciate local artwork in the gallery, shoot hoops on the basketball court, or lounge in cabanas by the pools.
The price is AED 675
AED 905 total
includes taxes & fees
29 Jun - 30 Jun
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Exterior

Fairmont Chicago at Millennium Park

4.5 star property
  • Spa
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.6 out of 10, Excellent, (1780)
  • cleanliness
    Travelers find peaceful garden moments or join the lively happy hour scene at two bars in this downtown Chicago retreat near Michigan Avenue

What verified guests said

"Great location ! And hotel felt very welcoming and comfortable. "

Fairmont Chicago at Millennium Park highlights

Fairmont Chicago at Millennium Park offers a quiet escape in the city. Guests enjoy urban views from the garden, rejuvenating treatments at Leaf Spa, and free WiFi. The eco-certified hotel features two bars and provides supervised childcare services for families.
The price is AED 757
AED 996 total
includes taxes & fees
6 Jul - 7 Jul
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Exterior

Aloft Chicago Mag Mile

3.0 star property
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.6 out of 10, Excellent, (2747)

What verified guests said

"Great hotel and location! "
The price is AED 525
AED 616 total
includes taxes & fees
6 Jul - 7 Jul
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Parking available
  • Business services
  • Bar
8.8 out of 10, Excellent, (1003)
  • cleanliness
    Business travelers and sightseers find the perfect balance near Millennium Park's iconic landmarks, with American dining and convenient coffee options in the lobby.

What verified guests said

"The Ivy Hotel was so nice! It was very roomy and had everything to make our stay convenient and special! "

Ivy Boutique Hotel highlights

Located in downtown's heart, the Ivy Boutique Hotel offers two stylish bars, a scenic rooftop terrace, American cuisine at the on-site restaurant, conference facilities, attentive staff, complimentary in-room WiFi, and concierge services for a memorable stay.
The price is AED 496
AED 583 total
includes taxes & fees
30 Jun - 1 Jul
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Gym
  • Parking available
8.4 out of 10, Very Good, (1825)
  • cleanliness
    Elevate your downtown experience where shopping meets hospitality.

What verified guests said

"Very close to downtown, helpful staff, excellent breakfast"

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical highlights

In the heart of Chicago, Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical offers a perfect blend of comfort and convenience. Begin your day with a full breakfast, stay connected with in-room WiFi, and enjoy the gym and business center. With multilingual staff, an off-leash area for pets, luggage storage at your fingertips along with helpful staff that has received top marks from previous guests.
The price is AED 502
AED 590 total
includes taxes & fees
6 Jul - 7 Jul
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
Exterior

Hyatt Regency Chicago

4.0 star property
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
  • Parking available
9.2 out of 10, Wonderful, (3255)
  • cleanliness
    Chicago Riverwalk location puts travelers in the heart of the action with riverside shopping and dining, plus two welcoming coffee shops to start the day

What verified guests said

"Room, service and restaurant were top notch."

Hyatt Regency Chicago highlights

Hyatt Regency Chicago, along the scenic Riverwalk, offers 4 on-site restaurants, 2 coffee shops/cafes, a rooftop terrace, in-room WiFi, 2 bars, and a gym. Guests particularly appreciate the attentive staff who enhance their stay.
The price is AED 690
AED 918 total
includes taxes & fees
6 Jul - 7 Jul
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Gym
  • Parking available
  • Business services
8.8 out of 10, Excellent, (2309)
  • cleanliness
    Michigan Avenue's downtown hotel is steps from shopping, with a relaxing indoor pool and well-equipped gym for unwinding after city exploration.

What verified guests said

"Great stay "

Hilton Chicago/Magnificent Mile Suites highlights

Hilton Chicago/Magnificent Mile Suites is in downtown Chicago's heart, offering a welcoming atmosphere with an indoor pool. The hotel features a state-of-the-art gym, business center, and dry cleaning services, keeping guests close to Michigan Avenue shopping.
The price is AED 509
AED 597 total
includes taxes & fees
8 Jul - 9 Jul
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Parking available
  • Business services
8.4 out of 10, Very Good, (1835)
  • cleanliness
    Travelers can unwind with a good book in the library or plan their Navy Pier adventure, while benefiting from express check-in and the hotel's attentive staff.

What verified guests said

"Nice hotel! "

Millennium Knickerbocker Chicago highlights

The Millennium Knickerbocker Chicago provides a peaceful retreat near Navy Pier and the Museum of Contemporary Art Chicago. Guests find a quiet library for reading, NiX Restaurant serving breakfast and brunch, dry cleaning services, meeting spaces, and complimentary in-room WiFi.
The price is AED 437
AED 599 total
includes taxes & fees
6 Jul - 7 Jul
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Exterior

Hyatt Centric Chicago Magnificent Mile

4.0 star property
  • Pool
  • Hot Tub
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, (1015)
  • cleanliness
    Travelers can stroll along Chicago's riverfront or visit nearby landmarks, then return to this downtown hotel to unwind in the indoor pool and spa tub

What verified guests said

"A great place to stay"

Hyatt Centric Chicago Magnificent Mile highlights

Just steps from Chicago Riverwalk and Millennium Park, Hyatt Centric Chicago Magnificent Mile offers an upscale urban retreat. Relax in the spa tub, swim in the indoor pool, or dine at Level 2 restaurant. Enjoy on-site shopping, a coffee shop, and multilingual staff assistance.
The price is AED 599
AED 810 total
includes taxes & fees
6 Jul - 7 Jul
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Gym
  • Parking available
  • Bar
7.2 out of 10, Good, (1080)
  • cleanliness
    Travelers find 24-hour comfort and convenience steps from Water Tower Place, where attentive staff ensure a seamless stay in downtown Chicago

What verified guests said

"Great stay! "

The Chicago Hotel Collection - Magnificent Mile highlights

The Chicago Hotel Collection - Magnificent Mile is in downtown Chicago, offering 24/7 access to fitness and business facilities. Guests appreciate the WiFi, secure luggage storage, and express check-out, while praising the helpful staff and central location.
The price is AED 122
AED 658 total
includes taxes & fees
29 Jun - 30 Jun
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
8.2 out of 10, Very Good, (1632)
  • cleanliness
    Step outside Hotel Saint Clair-Magnificent Mile to explore Chicago's landmarks, enjoy the 24-hour gym, NORA Restaurant, and concierge help.

What verified guests said

"Check-in was fast, our room was clean and had everything we needed, and the on-site restaurant offered nice choices and was a lovely space. "

Hotel Saint Clair- Magnificent Mile highlights

Hotel Saint Clair-Magnificent Mile combines style with practicality in downtown Chicago. Guests enjoy meals at NORA Restaurant or quick coffees in the café. The hotel provides high-speed WiFi and 24-hour gym access, with Cloud Gate and Navy Pier just a short walk away.
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
  • Breakfast included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Bar
9.4 out of 10, Exceptional, (2039)
  • cleanliness
    Travelers fuel up with a hearty breakfast buffet before stepping out to explore downtown Chicago's attractions, all conveniently within walking distance.

What verified guests said

"Absolutely stunning place to stay. "

Hotel Riu Plaza Chicago highlights

Hotel Riu Plaza captures Chicago's energy just steps from Michigan Avenue and the Riverwalk. Guests enjoy al fresco meals at Skybar, stay connected with in-room WiFi, and maintain workout routines at the 24-hour gym - all while being perfectly positioned to experience the city.
The price is AED 475
AED 661 total
includes taxes & fees
29 Jun - 30 Jun
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
  • Parking available
8.2 out of 10, Very Good, (2509)
  • cleanliness
    Downtown Chicago adventures await just steps from this centrally located hotel, featuring helpful staff and convenient amenities for city exploration.

What verified guests said

"Great stay"

Best Western Grant Park Hotel highlights

Travelers stay in the heart of Chicago at Best Western Grant Park Hotel. Enjoy a hearty breakfast and in-room WiFi for planning adventures. The hotel's luggage storage and concierge help guests explore nearby Grant Park and downtown attractions.
The price is AED 421
AED 495 total
includes taxes & fees
1 Jul - 2 Jul
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
  • Parking available
8.0 out of 10, Very Good, (8918)
  • cleanliness
    Downtown Chicago's iconic landmarks like the Museum of Contemporary Photography await exploration, with convenient dining options to fuel each day's adventures

What verified guests said

"Great place to stay."

Congress Plaza Hotel highlights

Experience the vibrant energy of Chicago at Congress Plaza Hotel, where shopping and dining meet. Enjoy a meal at one of the two on-site restaurants, unwind with a coffee or cocktail from the coffee shop/cafe or 2 bars, and stay connected with free in-room WiFi. Guests rave about this hotel's central location near Auditorium Building and Theatre.
The price is AED 526
AED 617 total
includes taxes & fees
3 Jul - 4 Jul
Congress Plaza Hotel
Le Méridien Essex Chicago
City view

Le Méridien Essex Chicago

4.0 star property
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Parking available
8.6 out of 10, Excellent, (1008)
  • cleanliness
    Travelers enjoy Grant Park Bistro's delicious cuisine and complimentary in-room WiFi at this downtown Chicago hotel.

What verified guests said

"Great place for price and location "

Le Méridien Essex Chicago highlights

Le Méridien Essex Chicago offers a sophisticated downtown retreat. Guests can enjoy meals at Grant Park Bistro, in-room WiFi, and services like dry cleaning and luggage storage. The helpful staff and excellent dining consistently earn praise from visitors.
The price is AED 485
AED 624 total
includes taxes & fees
29 Jun - 30 Jun
Le Méridien Essex Chicago
InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
  • Pool
  • Spa
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, (1888)
  • cleanliness
    Rejuvenate by day with spa treatments and unwind by night with fine dining.

What verified guests said

"Great hotel location and service excellent ! "

InterContinental Chicago Magnificent Mile by IHG highlights

In the heart of downtown, InterContinental Chicago Magnificent Mile offers a luxurious retreat with modern comforts. Unwind in the steam room, indulge in a rejuvenating massage or facial, and enjoy American cuisine at one of two on-site restaurants. Guests rave about the indoor pool and central location.
The price is AED 628
AED 855 total
includes taxes & fees
6 Jul - 7 Jul
InterContinental Chicago Magnificent Mile by IHG
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.
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Learn more about Winnetka

Explore Winnetka: its forests, sports, food, and more!

See all hotels in Winnetka

More cheap stays in Winnetka

More cheap stays in Winnetka

Motel 6 Schiller Park, IL - Chicago O'Hare

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue, I-90 at Kennedy Expwy, Exit 79-A S., Schiller Park, IL
The price is AED 192 per night from Jul 2 to Jul 3
AED 192
AED 219 total
2 Jul - 3 Jul
includes taxes & fees
6.4/10 (1,650 reviews)

Hotels in Winnetka with star-rating

Hotels in Winnetka with star-rating

Stay near popular Winnetka attractions

Stay near popular Winnetka attractions

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Wrigley Field is one of the more well-known attractions to visit during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

See properties in Wrigley Field
Wrigley Field

Recent reviews of Winnetka hotels

Recent reviews of Winnetka hotels

The Wade

The Wade

5/5 Excellent
Great views and location in Chicago
"This is our 2nd stay at the Wade, it was previously called the W. We love the location, steps from Ohio beach and a short walk to the Navy Pier. Plenty of walkable places to eat. Bus stops are 5 minute walk. Michigan Ave. is about a 10 min walk. We love the view from our room! A great view of Navy Pier and the lake! Rooms are clean and well attended. Free coffee in the lobby in the morning was nice. "
A verified traveler stayed at The Wade
Posted 13 hours ago
The Wade

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's the best place to stay in Winnetka?

Located 15.9 mi (25.5 km) from the heart of Winnetka, Embassy Suites by Hilton Chicago Downtown River North is a top choice for your stay based on our traveler data. Two other options for your visit to the area are InterContinental Chicago Magnificent Mile by IHG and Hilton Chicago/Magnificent Mile Suites. See all available top hotels, or vacation rentals in Winnetka.

What are some of the best vacation home rentals that Winnetka has to offer?

Charming 3-bedroom townhome with AC and WiFi in Waukegan.: You might want to consider this vacation home rental near Winnetka, which is equipped with a balcony, air-conditioning, and WiFi to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. See all vacation rentals in Winnetka.

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

Yes, you'll find most hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winnetka.

Where can I learn more about changing or cancelling my trip to Winnetka?

For additional details about rescheduling or cancelling your trip to Winnetka, click here.

What's the best place to stay close to Elder Lane Beach?

DoubleTree by Hilton Chicago - North Shore Conference Center is one of the top choices for your stay based on our traveler data, and this 4-star hotel offers a restaurant and an outdoor pool. It's located 3.5 mi (5.6 km) from Elder Lane Beach. Other good options within 5 miles include Hampton Inn & Suites Chicago-North Shore/Skokie and Residence Inn by Marriott Chicago Wilmette/Skokie.

What's the best accommodation near O'Hare International Airport (ORD)?

Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.

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 coffeehouses. Top sights around the area include Wrigley Field, Naval Base Great Lakes, and Michigan Avenue. In Winnetka, there are 2 hotels and other accommodations to choose from. Find out more about Winnetka.

What should I do while I'm visiting Winnetka?

Favorite places to visit include Lake Michigan, Chocolate Box, and Maple Street Beach. Additionally, you'll find Wrigley Field and Naval Base Great Lakes in the area. Check out what more to see and do in Expedia's Winnetka guide.

What's the best way to get around Winnetka?

To see more of 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 like in Winnetka?

The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.