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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, (2,380 reviews)
"Great stay"
United States
Blake
The price is NT$4,163
NT$5,957 total
includes taxes & fees
Feb 22 - Feb 23
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,377 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is NT$3,113
NT$4,540 total
includes taxes & fees
Mar 4 - Mar 5
Hotel Riu Plaza Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,683 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is NT$3,111
NT$3,652 total
includes taxes & fees
Mar 1 - Mar 2
The Wade

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,093 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is NT$2,703
NT$3,173 total
includes taxes & fees
Mar 1 - Mar 2
Aloft Chicago Mag Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,810 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is NT$2,826
NT$3,317 total
includes taxes & fees
Feb 26 - Feb 27
Hilton Chicago/Magnificent Mile Suites

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,206 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is NT$3,823
NT$5,594 total
includes taxes & fees
Feb 22 - Feb 23
Swissotel - Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9,914 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is NT$6,914
NT$8,116 total
includes taxes & fees
Mar 13 - Mar 14
Congress Plaza Hotel

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,865 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is NT$2,809
NT$3,297 total
includes taxes & fees
Feb 26 - Feb 27
Hilton Garden Inn Chicago Downtown South Loop

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,383 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is NT$3,626
NT$4,256 total
includes taxes & fees
Feb 27 - Feb 28
Hyatt Centric The Loop Chicago

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is NT$4,160
NT$5,810 total
includes taxes & fees
Feb 22 - Feb 23
The Blackstone, Autograph Collection

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,255 reviews)
"Great stay "
United States
Kylee
The price is NT$3,029
NT$3,556 total
includes taxes & fees
Feb 22 - Feb 23
Eurostars Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,322 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is NT$3,067
NT$3,600 total
includes taxes & fees
Feb 26 - Feb 27
DoubleTree by Hilton Chicago - Magnificent Mile

Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,004 reviews)
"Staff was friendly, breakfast was delicious and location was great!"
United States
Chelsey
The price is NT$3,067
NT$3,600 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn Majestic Chicago Theatre District

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,016 reviews)
"Great stay, good location, accommodating staff."
United States
Ian
The price is NT$2,912
NT$3,418 total
includes taxes & fees
Feb 22 - Feb 23
River Hotel

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2,643 reviews)
"The room was clean and the staff was very friendly."
United States
Andrea
The price is NT$4,355
NT$6,035 total
includes taxes & fees
Feb 27 - Feb 28
Hilton Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,232 reviews)
"Amazing hotel and staff!"
United States
Corey
Silversmith Hotel Chicago Downtown

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,673 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is NT$4,497
NT$5,279 total
includes taxes & fees
Feb 22 - Feb 23
L7 Chicago by LOTTE

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (463 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is NT$1,854
NT$2,176 total
includes taxes & fees
Mar 2 - Mar 3
FOUND Hotel Chicago River North

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,284 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is NT$3,358
NT$3,942 total
includes taxes & fees
Feb 22 - Feb 23
The Chicago Hotel Collection Ambassador Gold Coast

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,071 reviews)
"Great place "
United States
Kamilah
The price is NT$5,316
NT$7,347 total
includes taxes & fees
Mar 1 - Mar 2
Fairmont Chicago at Millennium Park
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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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

Hotels in Winnetka with star-rating

Find out more about Winnetka

Top reasons to visit Winnetka

  • Scenic Outdoor Spaces: Enjoy beautiful beaches and vibrant urban parks perfect for relaxation and recreation.
  • Family-Friendly Activities: Runnymede Recreation Center offers a variety of recreational options suitable for all ages.
  • Cultural Experiences: Engage in local theater performances and music concerts for a taste of the arts.
  • Charming Nearby Cities: Explore Evanston and Northfield's boutiques and dining options just a short distance away.
  • Diverse Accommodations: Choose from pet-friendly hotels and welcoming guesthouses tailored to every traveler’s needs.

Find great hotels near Winnetka

Discover a range of inviting accommodations in Winnetka, Illinois, perfect for every traveler. From pet-friendly hotels to welcoming guesthouses, you'll find options that cater to business needs and offer a vibrant LGBTQIA-friendly atmosphere. Explore our selection of hotels near Winnetka, complete with reviews and star ratings to help you choose the ideal stay for your vacation.

  • Holiday Inn Chicago North-Evanston by IHG: This 3-star hotel offers a welcoming atmosphere for all travelers, especially those seeking an LGBTQIA-friendly experience. Located 8.0km from Winnetka, the Holiday Inn Chicago North-Evanston provides modern accommodations tailored for both leisure and business guests. With amenities such as free Wi-Fi, a fitness center, and an on-site restaurant, guests can enjoy a comfortable stay that blends convenience with a commitment to inclusivity. The property is well-connected to local attractions, making it perfect for exploring the vibrant community of Evanston.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: Situated 6.4km from Winnetka, this 4-star hotel is ideal for families and business travelers alike. Known for its warm hospitality, highlighted by the signature chocolate chip cookie upon arrival, the DoubleTree offers spacious rooms and a variety of amenities. Families will appreciate the complimentary cribs and its proximity to shopping districts, making it easy to enjoy a day out. The hotel also features a fitness center, indoor pool, and meeting spaces, ensuring a well-rounded stay for both leisure and work.
  • Motel 6 Prospect Heights, IL: For travelers on a budget, this pet-friendly motel, located 12.9km from Winnetka, offers an affordable and convenient option. Motel 6 Prospect Heights welcomes pets, making it a great choice for those traveling with furry companions. The property features comfortable rooms with essential amenities, ensuring a restful night's sleep. With its straightforward approach to hospitality and a commitment to providing value, this motel is perfect for those seeking a no-frills yet welcoming stay in the Chicago area.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful mix of outdoor adventures, scenic views, and family-friendly activities. Explore local parks and beaches, perfect for relaxation and recreation. Nearby cities like Evanston and Northfield provide vibrant urban atmospheres filled with friendly people, charming boutiques, and romantic dining options. With convenient public transportation and stunning city views, your vacation in Winnetka promises to be both enjoyable and memorable.

  • Chicago: As a bustling metropolis, Chicago is a must-visit destination that offers a vibrant mix of culture, entertainment, and outdoor activities. Located just a short drive from Winnetka, the city draws travelers year-round, peaking in the summer months. Visitors can indulge in shopping at renowned retail areas, enjoy thrilling sports events at local stadiums, or take in a show at one of the many theaters. Chicago is also home to beautiful urban parks, perfect for leisurely strolls or picnics, making it an ideal city for families and outdoor enthusiasts alike.
  • Northfield: Nestled near Winnetka, Northfield is a charming village that provides a quaint and welcoming atmosphere. Travelers flock here primarily in the spring and summer months for its city-themed experiences and outdoor recreational options. Popular activities include visiting local educational institutions and enjoying the area's beautiful parks and golf courses. With its blend of family-friendly attractions and recreational areas, Northfield offers a serene escape where visitors can unwind and explore at their own pace.
  • Kenilworth: A picturesque city located a mere 3.2km from Winnetka, Kenilworth is known for its family-oriented vibe and outdoor spaces. With a moderate influx of visitors, especially in the spring and summer, it offers a delightful array of activities, including educational events and live performances at local theaters and music venues. Highlights in Kenilworth include modern college campuses and event spaces that host various conferences and gatherings. This charming city is perfect for those seeking a blend of culture, entertainment, and community.

Things to do near Winnetka

Winnetka, Illinois, is perfect for outdoor family vacations, offering beautiful scenery and a variety of activities. Visitors can enjoy educational experiences, theater performances, and music concerts. A must-visit is the Runnymede Recreation Center, which provides excellent recreational options for all ages. Whether you're looking to relax or engage in fun activities, Winnetka has something for everyone.

Shopping

You can enjoy shopping at Schaefer's Wines and Liquors, just 4.8km away, offering a great selection of wines and spirits. If you're up for a drive, visit the Fashion Outlets of Chicago, located 17.7km away, for a wide variety of brand-name stores and entertainment options.

Recreation

Ravinia Pavilion offers a vibrant atmosphere for music lovers, just 6.4km from Winnetka, ideal for enjoying outdoor concerts. Nearby, Ryan Field showcases thrilling sports events, also 6.4km away, while the Northbrook Sports Complex, 9.7km from Winnetka, provides a relaxing environment for wellness activities.

Adventure

Rainbow Falls Waterpark offers thrilling slides and family fun, perfect for a day of adventure, located 24.1km from Winnetka. For hiking enthusiasts, Salt Creek Trail features beautiful scenery and outdoor exploration, situated 32.2km away. Jet Funn provides exciting water sports, located 49.9km from Winnetka.

Nightlife

In Winnetka, the North Shore Center for the Performing Arts offers an intimate setting for captivating performances. For family fun, Kiddie Kingdom provides an exciting arcade experience. Nearby, the Rosemont Theatre features a variety of shows, perfect for a romantic night out filled with culture and entertainment.

*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 visit to Winnetka, consider traveling between December and February when hotel prices are lower. Booking accommodations on a Wednesday can also help you find better deals, as Saturdays tend to be the most expensive. Use Expedia's search tool to compare rates, filter for low-budget options, and find eco-certified hotels. Additionally, you can save by bundling your hotel, flights, and activities through Expedia package deals. Exploring the area on foot or using affordable public transport can also enhance your experience without breaking the bank.

  • 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: Expedia's search tool makes it easy for you to choose your budget, preferred location, and other preferences. You can sort your results by price, allowing you to view the most affordable hotels first. Additionally, you can refine your search by hotel type. For instance, if you select the Eco-certified filter, you'll find a range of sustainable and environmentally-friendly hotels ready for booking.
  • Consider bundling your trip: You can save some money by combining your hotel stay in Winnetka with your flights and activities through an Expedia package deal.

Find the best attractions near Winnetka

Winnetka, Illinois, is perfect for outdoor and family-oriented vacations, showcasing beautiful beaches, vibrant urban parks, and modern college campuses. Visitors can enjoy a mix of cultural experiences and scenic views, making it an ideal destination for those seeking both relaxation and family fun. Explore the local attractions that cater to various interests, ensuring memorable moments for everyone.

  • Northwestern University: Located a mere 8.0km from Winnetka, Northwestern University boasts a vibrant campus atmosphere. Visitors can explore its stunning architecture, beautiful lakeside views, and engaging art installations, providing a perfect blend of education and leisure.
  • Donald E. Stephens Convention Center: Situated 17.7km away, this convention center is a hub for various events and conferences. With its modern facilities and professional ambiance, it’s an ideal spot for networking and discovering new business opportunities.
  • Chicago Botanic Garden: Just 6.4km from Winnetka, this expansive botanical garden offers a serene escape filled with lush landscapes and themed gardens. Perfect for families, couples, and outdoor enthusiasts, it’s a place to relax and connect with nature.

Best time to go to Winnetka

The best time to visit Winnetka is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 three major airports. Chicago O'Hare International Airport (ORD) is located 20.9km away, with nearby hotel options like the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both 3.2km from the airport. Milwaukee General Mitchell International Airport (MKE) is 95.0km away, with quality accommodations such as the Potawatomi Hotel & Casino and The Pfister Hotel, both 9.7km from the airport. Chicago Midway International Airport (MDW) is 23.2km from Winnetka, offering luxury stays like The Langham, Chicago, and Nobu Hotel Chicago, situated 8 to 16.1km from the airport.

Frequently asked questions

What's the best place to stay in Winnetka?
Located 17.1 mi (27.5 km) from the heart of Winnetka, Congress Plaza Hotel is a top choice for your stay based on our traveler data. Two other options for your visit to the area are Hotel Riu Plaza Chicago and Hilton Chicago. 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, 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. There are 4642 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.

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