Find hotels in Winnetka, IL from NT$1,453

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Our top choices for Winnetka hotels

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, (1259)
Set in the Gold Coast neighborhood, this historic hotel offers tranquil rooms just a 10-minute walk from Lake Michigan. The Ambassador Room serves hearty breakfast with robust coffee, while a 24-hour fitness center keeps routines intact. Clark-Division Station is 6 minutes away.

"Solid stay in a great part of town"
United States
Michael
The price is NT$4,060
NT$4,766 total
includes taxes & fees
Dec 19 - Dec 20
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1166)
Steps from Water Tower Place, this boutique Chicago retreat boasts a lobby bar and 24-hour fitness center. Enjoy clean rooms with excellent views, plus easy access to Lake Michigan and the Riverwalk. Red Line stations are just minutes away.

"The room was spacious and clean and it was a good value."
United States
Dj
The Chicago Hotel Collection - Magnificent Mile

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, (1486)
Enjoy facials and manicures at this tranquil urban retreat just minutes from Clark-Division Station. The coffee shop transforms into an evening cocktail bar, while Michigan Avenue and Chicago Riverwalk wait to be explored nearby.

"I really liked this location - we will stay here again. "
United States
Lynnsey
The price is NT$2,040
NT$3,319 total
includes taxes & fees
Dec 28 - Dec 29
Claridge House Chicago, Tapestry Collection by Hilton

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3780)
This boutique hotel offers Japanese cuisine at Kirei restaurant and a peaceful retreat near Lake Michigan. Just 6 minutes from Chicago Station and within walking distance of shopping havens and tourist spots, its historic charm creates a relaxing atmosphere with magnificent views.

"Clean room, good location, friendly staff"
United States
Zacharias
The price is NT$2,411
NT$2,830 total
includes taxes & fees
Dec 21 - Dec 22
The Whitehall Hotel, BW Premier Collection

ACME Hotel Company

ACME Hotel Company
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1924)
Steps from Grand Station, this Chicago boutique hotel offers an artsy urban retreat with a welcoming bar/lounge and fitness center. Just minutes from Millennium Park and Chicago Riverwalk, guests praise the comfortable beds and attentive staff.

"The location is great. The price considering the location is wonderful. Love the Berkshire bar."
United States
Tara
The price is NT$3,090
NT$3,627 total
includes taxes & fees
Dec 21 - Dec 22
ACME Hotel Company

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (1346)
Just 5 minutes from Michigan Avenue, this hotel offers easy access to Chicago Riverwalk and Lake Michigan. The indoor pool provides a refreshing escape, while free continental breakfast starts each day. Chicago Station is only 7 minutes away.

"Very happy with my two stays here. "
United States
Courteney
The price is NT$2,815
NT$3,305 total
includes taxes & fees
Dec 24 - Dec 25
Hampton Inn Chicago Downtown/Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1936)
Enjoy American cuisine at Elephant & Castle or workout in the 24-hour fitness center. Just 3 minutes from Jackson Station, this downtown hotel puts you near Millennium Park and Chicago Riverwalk with free WiFi and attentive service.

"Easy check in and room was good for the time I was there"
United States
WILLIAM
The price is NT$2,619
NT$3,075 total
includes taxes & fees
Dec 21 - Dec 22
Central Loop Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1043)
"Staff was amazing! "
United States
Ahren
Ivy Boutique Hotel

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (377)
Set in a prime River North location, this hotel puts you within walking distance to Merchandise Mart Station and Chicago Station. Enjoy Michigan Avenue and the Riverwalk nearby while taking advantage of free WiFi and convenient laundry facilities.

"Good place, good location, friendly staff and a great bar! "
United States
Georgi
The price is NT$1,858
NT$2,181 total
includes taxes & fees
Jan 7 - 2026/1/8
FOUND Hotel Chicago River North

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4251)
Immerse yourself in the heart of Chicago at this centrally located hotel. Just a 1-minute walk from Grand Station and 5 minutes from Michigan Avenue, enjoy the indoor pool, Weber Grill restaurant, and bar after a day of sightseeing.

"Excellent location Restaurant attached "
United States
Rebecca
The price is NT$2,712
NT$3,183 total
includes taxes & fees
Jan 7 - 2026/1/8
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2446)
Experience an urban retreat with a 24-hour health club and convenient bar/lounge. Just 6 minutes from Chicago Station and a short stroll to Water Tower Place and Chicago Riverwalk. Guests rave about the spotless rooms, attentive staff and prime downtown location.

"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1789)
Immerse yourself in Chicago's energy at this centrally located Art Deco hotel. Just 5 minutes from Michigan Avenue with easy access to Millennium Park and the Riverwalk. Unwind at the cafe, energize in the 24-hour fitness center, or grab drinks at the bar.

"Great stay in a great area."
United States
Giselle
Hotel Saint Clair- Magnificent Mile

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (2650)
"Great staff & Great location. "
United States
Gabrielle
The price is NT$2,268
NT$2,662 total
includes taxes & fees
Jan 7 - 2026/1/8
Best Western Grant Park Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2968)
Experience modern comfort in downtown Chicago with an indoor pool and on-site American restaurant. Just a 10-minute walk from Michigan Avenue and close to Grand Station, this hotel offers a fitness center and bar for your urban adventure.

"The room was very clean, the location was excellent."
United States
Craig
The price is NT$2,394
NT$2,810 total
includes taxes & fees
Dec 24 - Dec 25
Aloft Chicago Mag Mile

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1522)
This Chicago hotel offers an indoor pool and stylish American dining at Current restaurant. Clean rooms provide tranquil comfort despite the central location, with stunning lake and city views. Minutes from Lake Michigan, perfect for urban explorers.

"Great staff and great location. "
United States
Joe
The price is NT$3,181
NT$3,734 total
includes taxes & fees
Dec 24 - Dec 25
The Wade

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3018)
This historic Chicago hotel offers amazing views and a quiet, relaxing atmosphere. Just 6 minutes from Chicago Station and near the Riverwalk, guests enjoy a 24-hour fitness center and convenient bar/lounge after a day of city exploration.

"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$2,066
NT$3,350 total
includes taxes & fees
Jan 4 - 2026/1/5
Warwick Allerton - Chicago

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, (2298)
"Excellent hotel. Loved staying there"
United States
cristina
The price is NT$2,968
NT$3,484 total
includes taxes & fees
Dec 29 - Dec 30
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3494)
"Great place to stay "
United States
RaShawna
The price is NT$2,815
NT$3,305 total
includes taxes & fees
Jan 5 - 2026/1/6
Hilton Chicago/Magnificent Mile Suites

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4123)
Located a 5-minute walk from Michigan Avenue and Chicago Riverwalk, this hotel offers international cuisine at CanteenM, open 24/7. Just 10 minutes to Millennium Park and Chicago Theatre, with State Station only 4 minutes away.

"Great stay"
United States
Ericka
The price is NT$3,052
NT$3,583 total
includes taxes & fees
Dec 24 - Dec 25
citizenM Chicago Downtown

Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG
2.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1010)
Tucked between State Street and Chicago Riverwalk, this downtown hotel offers complimentary breakfast and WiFi. Grand Station and Chicago Riverwalk are minutes away. After exploring nearby attractions, return to comfortable rooms and a fitness center.

"Excellent hotel super clean, great staff "
United States
Dulce
The price is NT$2,488
NT$2,921 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Express 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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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 15.5 mi (25 km) from the heart of Winnetka, Hilton Chicago/Magnificent Mile Suites is a top choice for your stay based on our traveler data. Two other options for your visit to the area are Silversmith Hotel Chicago Downtown and Club Quarters Hotel Wacker at Michigan, 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. 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?
The picturesque setting of Lake Michigan and Elder Lane Beach exemplify the area's natural beauty. You'll also 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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