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Our top choices for Winnetka hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,495 reviews)
"Great place to stay "
United States
Mark
The price is SAR 692
SAR 952 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,832 reviews)
"We enjoy our stay."
United States
Nuria
The price is SAR 484
SAR 575 total
includes taxes & fees
10 May - 11 May
The Wade

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,627 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is SAR 841
SAR 1,133 total
includes taxes & fees
26 May - 27 May
Sheraton Grand Chicago Riverwalk

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,311 reviews)
"Breakfasr good, view great"
United States
Jan
The price is SAR 772
SAR 1,050 total
includes taxes & fees
25 May - 26 May
Swissotel - Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,460 reviews)
"Great location, convenient, very welcoming"
United States
Claire
The price is SAR 571
SAR 679 total
includes taxes & fees
25 May - 26 May
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,852 reviews)
"Great stay"
United States
Darin
The price is SAR 603
SAR 827 total
includes taxes & fees
25 May - 26 May
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,152 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is SAR 722
SAR 992 total
includes taxes & fees
26 May - 27 May
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,232 reviews)
"The design of the property and location is great!"
United States
Fedna
The price is SAR 597
SAR 709 total
includes taxes & fees
26 May - 27 May
Aloft Chicago Mag Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,257 reviews)
"Great stay! "
United States
Taira
The price is SAR 537
SAR 630 total
includes taxes & fees
10 May - 11 May
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,459 reviews)
"Great place to stay."
United States
Yuge
The price is SAR 552
SAR 656 total
includes taxes & fees
10 May - 11 May
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,009 reviews)
"The breakfast was great."
United States
Liangsheng
The price is SAR 446
SAR 531 total
includes taxes & fees
10 May - 11 May
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,278 reviews)
"Great place to stay , good location"
United States
Judith Daniella
The price is SAR 561
SAR 667 total
includes taxes & fees
25 May - 26 May
Hilton Chicago/Magnificent Mile Suites

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,985 reviews)
"Location,staff, and cleaniness were great."
United States
Michelle
The price is SAR 506
SAR 699 total
includes taxes & fees
10 May - 11 May
Millennium Hotel Knickerbocker Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,516 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is SAR 900
SAR 1,204 total
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,095 reviews)
"Great location, clean and updated room and the food was yummy"
United States
Shannon
The price is SAR 634
SAR 865 total
includes taxes & fees
25 May - 26 May
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,882 reviews)
"A wonderful stay"
United States
Lateia
The price is SAR 600
SAR 723 total
includes taxes & fees
10 May - 11 May
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,384 reviews)
"The bar was well stocked and the bar staff was great!!"
United States
Daynese
The price is SAR 427
SAR 507 total
includes taxes & fees
12 May - 13 May
The Chicago Hotel Collection - Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,448 reviews)
"Good place to stay at reasonable rate. The hotel stall was outstanding!"
United States
Richard
The price is SAR 652
SAR 776 total
includes taxes & fees
11 May - 12 May
Hampton Inn Chicago Downtown/Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,091 reviews)
"Great hotel in an amazing location!"
United States
Samer
The price is SAR 559
SAR 771 total
includes taxes & fees
27 May - 28 May
Hotel Riu Plaza Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,189 reviews)
"Great stay"
United States
Matthew
The price is SAR 501
SAR 596 total
includes taxes & fees
10 May - 11 May
Congress Plaza Hotel
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Stay near popular Winnetka attractions

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 theater.

Stinson Memorial Library Anna Illinois Listed on the National Register  Funded by Anna businessman Robert Burns Stinson, designed by Walter Burley Griffin who studied under Frank Lloyd Wright.

Top Winnetka Hotel Reviews

More cheap stays in Winnetka

Find out more about Winnetka

Top reasons to visit Winnetka

  • Scenic Beaches: Winnetka boasts stunning beaches along Lake Michigan, perfect for relaxation and family fun.
  • Outdoor Activities: Enjoy a variety of recreational options at the Runnymede Recreation Center, catering to all ages.
  • Charming Parks: Explore beautiful urban parks that provide picturesque settings for picnics and leisurely strolls.
  • Cultural Experiences: Attend theater performances and music concerts for a taste of local arts and entertainment.
  • Diverse Accommodations: Choose from a range of hotels and guesthouses to suit any travel need.

Find great hotels near Winnetka

Winnetka offers a diverse selection of accommodations, including hotels and guesthouses, perfect for any traveler. Whether you need a business-friendly environment, a pet-friendly space, or an LGBTQIA-welcoming atmosphere, you'll find options that cater to your needs. Explore our recommended hotels, read reviews, and discover star-rated stays near Winnetka for an unforgettable vacation experience.

  • Holiday Inn Chicago North-Evanston by IHG: This 3-star hotel is a welcoming haven for LGBTQIA travelers and those on business trips. Located 8.0km from Winnetka, the Holiday Inn Chicago North-Evanston offers a unique blend of comfort and inclusivity. Guests appreciate the modern amenities and business-friendly facilities, making it an ideal choice for corporate stays. The hotel's affiliation with LGBTQI travel guides underscores its commitment to providing a safe and friendly environment for all guests.
  • Motel 6 Prospect Heights, IL: Situated 12.9km from Winnetka, Motel 6 Prospect Heights stands out as a pet-friendly lodging option, welcoming furry companions with open arms. This budget-friendly motel allows pets on-site without any extra fees, making it a great choice for travelers who don't want to leave their pets behind. The straightforward accommodations are clean and comfortable, catering to those seeking an uncomplicated stay while enjoying the surrounding areas.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: A 4-star gem located only 6.4km from Winnetka, the DoubleTree by Hilton is perfect for business travelers, families, and shoppers alike. Nestled in a vibrant shopping district, this hotel features spacious rooms and a variety of amenities, including complimentary cribs for families traveling with young children. Guests enjoy the attentive service and luxurious surroundings, making it a top choice for both leisure and business stays.

Where to stay in Winnetka

Winnetka, Illinois offers a delightful mix of outdoor adventures and family-friendly activities. Visitors can explore scenic parks, enjoy beautiful lake views, and experience the welcoming atmosphere of this charming town. With convenient public transportation options, it's easy to venture into nearby cities for vibrant urban experiences. Whether you're seeking a romantic getaway or a fun family vacation, Winnetka provides a perfect blend of relaxation and exploration.

  • Chicago: As a vibrant metropolis, Chicago offers an array of experiences for travelers. Located about 32.2km southwest of Winnetka, this bustling city is known for its iconic skyline, diverse neighborhoods, and rich cultural scene. Visitors flock to Chicago for its family-friendly attractions, outdoor activities, and urban adventures. The summer months, particularly June through August, see a peak in tourism, with popular activities including shopping along the Magnificent Mile, catching a game at one of the city's renowned sports facilities, or enjoying a show in the theater district. Notable landmarks such as Millennium Park and the Art Institute of Chicago are easily accessible, making it a must-visit during your stay.
  • Northfield: Just a short drive from Winnetka, Northfield is a charming village known for its family-oriented atmosphere and outdoor recreational options. The village experiences a steady flow of visitors, especially from April to July. Northfield is perfect for those seeking a quieter getaway while still enjoying city-themed experiences. Popular activities include exploring the local parks, golfing at scenic courses, and visiting educational institutions like the renowned North Shore Country Day School. With its blend of suburban charm and accessibility to urban attractions, Northfield is a delightful addition to your itinerary.
  • Kenilworth: Situated approximately 3.2km from Winnetka, Kenilworth is an upscale suburb known for its picturesque streets and community-focused atmosphere. This city sees moderate seasonal tourism, with peak visitors in March, May, and July. Travelers come to enjoy outdoor spaces, attend music concerts, and experience the local theater scene. Kenilworth is home to notable landmarks like the modern college university and event venues, providing ample opportunities for cultural enrichment. The close-knit community and beautiful surroundings make Kenilworth an inviting destination for those looking for a serene experience close to the city.

Things to do near Winnetka

Winnetka, Illinois, is a charming destination perfect for outdoor and family vacations, featuring beautiful scenery and a variety of activities. Visitors can enjoy educational opportunities, theater performances, and music concerts. A highlight is the Runnymede Recreation Center, which offers numerous recreational options for all ages. Whether you're looking to relax or engage in fun activities, Winnetka has something for everyone.

Shopping

If you're up for a drive, the Fashion Outlets of Chicago, located 17.7km away, offers a vibrant shopping experience with a mix of business and entertainment. Closer to home, Schaefer's Wines and Liquors, just 4.8km away, is perfect for unique gifts and souvenirs.

Recreation

Experience the vibrant atmosphere of Ravinia Pavilion, just 6.4km from Winnetka, where you can enjoy live music under the stars. For sports enthusiasts, Ryan Field offers thrilling events, also 6.4km away. For a more relaxing vibe, visit Northbrook Sports Complex, located 9.7km from Winnetka, for wellness activities.

Adventure

At Rainbow Falls Waterpark, located 24.1km from Winnetka, you can enjoy thrilling water slides and wave pools for a fun family day. For nature lovers, the Salt Creek Trail offers scenic hiking experiences 32.2km away, while Jet Funn, situated 49.9km away, provides exciting water sports activities.

Nightlife

Experience the vibrant nightlife in Winnetka by visiting the Rosemont Theatre for captivating shows, only 17.7km away. For a fun adventure, head to Kiddie Kingdom, located 11.3km away, or enjoy a romantic film at AMC Village Crossing 18, also 11.3km away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winnetka

To save money during your trip to Winnetka, plan your visit between December and February, when accommodation prices drop. Book your stay on a Wednesday for the best rates, avoiding Saturdays, which are most expensive. Utilize Expedia’s search tool to filter by budget and explore eco-friendly hotel options. Combine your hotel, flights, and activities for package discounts. For free activities, consider local parks and libraries. Always compare room rates and look for exclusive discounts to maximize your savings while enjoying your vacation.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winnetka are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winnetka is Wednesday. The most expensive day to stay in Winnetka is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your selections based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winnetka with your flights and activities through an Expedia package.

Find the best attractions near Winnetka

Winnetka, Illinois, offers a delightful vacation experience perfect for families and outdoor enthusiasts. With its scenic beaches, urban parks, and modern colleges, visitors can enjoy a mix of relaxation and cultural exploration. The area caters to those seeking memorable family experiences and beautiful landscapes, making it an ideal destination for a refreshing getaway.

  • Northwestern University: Experience the vibrant atmosphere of this prestigious institution, located 8.0km from Winnetka. Explore its beautiful campus, modern architecture, and dynamic student life, perfect for those who appreciate city vibes.
  • Donald E. Stephens Convention Center: Situated 17.7km away, this event venue is a hub for conferences and exhibitions. Enjoy the business-oriented environment, where you can attend various events and network with professionals.
  • Chicago Botanic Garden: Just 6.4km from Winnetka, this stunning garden offers a serene escape with lush landscapes, perfect for families, romantic strolls, or peaceful outdoor retreats.

Best time to go to Winnetka

The best time to visit Winnetka can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winnetka falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winnetka falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.8°F (-4.0°C)Light RainMostly CloudySlightly LowSlightly Low
February26.2°F (-3.2°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.5°F (19.7°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
September66.7°F (19.3°C)Light RainMostly SunnyAverageSlightly High
October54.3°F (12.4°C)Light RainMostly SunnySlightly LowSlightly High
November41.5°F (5.3°C)Light RainMostly SunnyAverageAverage
December32.2°F (0.1°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Winnetka

Winnetka, Illinois, is conveniently accessible via major airports such as Chicago O'Hare International Airport (ORD), located 20.9km away. Nearby hotels include the 4.5-star Loews Chicago O'Hare Hotel, just 3.2km from the airport, and the Hilton Chicago O'Hare Airport, a mere 161m away. Milwaukee General Mitchell International Airport (MKE) is 95.0km away, with options like the Potawatomi Hotel & Casino and The Pfister Hotel, both 9.7km from the airport. Chicago Midway International Airport (MDW) is 23.2km away, featuring luxurious hotels such as Nobu Hotel Chicago and The Langham, both within 16.1km of the airport, ensuring comfortable stays for travelers.

Frequently asked questions

What's the best place to stay in Winnetka?
Located 15.7 mi (25.2 km) from the heart of Winnetka, Hotel Felix River North/Magnificent Mile is a top choice for your stay based on our traveler data. Two other options for your visit to the area are River Hotel 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?
ENVITAE Hotel, 4BR Luxury Modern Apartments: Visitors like this Winnetka vacation home rental. It is located in the city center and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, 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 Navy Pier. There are 4556 hotels and other accommodations in the surrounding area. 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.