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Our top choices for Winnetka hotels

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (531 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
United States
William
The price is NT$2,568
NT$3,015 total
includes taxes & fees
Apr 14 - Apr 15
FOUND Hotel Chicago River North

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, (1,949 reviews)
"Hotel was really nice"
United States
LaCarr
The price is NT$4,036
NT$4,737 total
includes taxes & fees
Apr 30 - May 1
Hilton Garden Inn Chicago Downtown South Loop

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,852 reviews)
"Was nice! "
Canada
Emilie
The price is NT$2,344
NT$3,314 total
includes taxes & fees
Apr 13 - Apr 14
Freehand Chicago

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, (1,415 reviews)
"The hotel staffs are really nice! The location is great"
United States
Teshinee
The price is NT$3,729
NT$4,378 total
includes taxes & fees
Apr 9 - Apr 10
Hampton Inn Chicago Downtown/Magnificent Mile

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, (1,006 reviews)
"Great stay "
United States
Jennifer
The price is NT$3,422
NT$4,018 total
includes taxes & fees
Apr 12 - Apr 13
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,060 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
The price is NT$2,960
NT$3,475 total
includes taxes & fees
Apr 9 - Apr 10
Central Loop Hotel

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, (1,361 reviews)
"Very beautiful place to stay"
United States
angie
The price is NT$3,635
NT$4,267 total
includes taxes & fees
Apr 20 - Apr 21
The Chicago Hotel Collection Ambassador Gold Coast

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,168 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is NT$3,867
NT$4,540 total
includes taxes & fees
Apr 12 - Apr 13
Aloft Chicago Mag 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, (2,807 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is NT$4,156
NT$5,817 total
includes taxes & fees
Apr 15 - Apr 16
Embassy Suites by Hilton Chicago Downtown 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, (2,408 reviews)
"Loved this hotel!"
United States
Ellen
The price is NT$4,086
NT$4,797 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Chicago - Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,033 reviews)
"Excellent service, clean, comfortable, and a great location. "
United States
Lisa
The price is NT$3,259
NT$4,764 total
includes taxes & fees
Apr 12 - Apr 13
Warwick Allerton - Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,744 reviews)
"Great hotel "
United States
Marina
The price is NT$4,122
NT$5,740 total
includes taxes & fees
Apr 12 - Apr 13
Hotel Riu Plaza Chicago

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,970 reviews)
"Very small shower, cleanish"
United States
Riley
The price is NT$2,972
NT$4,239 total
includes taxes & fees
Apr 19 - Apr 20
Millennium Hotel Knickerbocker Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,052 reviews)
"The stay is well worth the affordable price."
United States
Thomas
The price is NT$3,463
NT$4,065 total
includes taxes & fees
Apr 16 - Apr 17
Congress Plaza Hotel

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,154 reviews)
"Great stay!"
United States
Hannah
The price is NT$3,504
NT$4,113 total
includes taxes & fees
Apr 8 - Apr 9
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,428 reviews)
"Wonderful hotel, friendly and accommodating staff! "
United States
Chevon
The price is NT$3,151
NT$3,699 total
includes taxes & fees
Apr 26 - Apr 27
Club Quarters Hotel, Central Loop, Chicago

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,163 reviews)
"Great stafff great breakfast great location "
United States
Nancy
The price is NT$3,913
NT$4,593 total
includes taxes & fees
Apr 26 - Apr 27
Homewood Suites by Hilton Chicago-Downtown

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, (2,444 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is NT$6,525
NT$8,747 total
includes taxes & fees
Apr 15 - Apr 16
Sable at Navy Pier Chicago, Curio Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,516 reviews)
"Great place to stay"
United States
Anthony
The price is NT$2,856
NT$4,291 total
includes taxes & fees
Apr 13 - Apr 14
Claridge House Chicago, Tapestry Collection by Hilton

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,076 reviews)
"Excellent stay overall"
United States
Emre
The price is NT$4,380
NT$5,142 total
includes taxes & fees
Apr 12 - Apr 13
Hilton Chicago/Magnificent Mile Suites
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 Hilton Chicago/Magnificent Mile Suites and Embassy Suites by Hilton Chicago Downtown River North. 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 4558 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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