Winnetka Hotels

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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, (2,396 reviews)
"Great stay"
United States
Blake
The price is P7,644
P10,932 total
includes taxes & fees
Mar 24 - Mar 25
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,194 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is P6,996
P10,238 total
includes taxes & fees
Mar 24 - Mar 25
Swissotel - Chicago

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 P4,968
P5,832 total
includes taxes & fees
Mar 5 - Mar 6
Aloft Chicago Mag Mile

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, (1,289 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is P6,146
P7,215 total
includes taxes & fees
Mar 4 - Mar 5
The Chicago Hotel Collection Ambassador Gold Coast

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,698 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is P5,694
P6,685 total
includes taxes & fees
Mar 4 - Mar 5
The Wade

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,415 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is P7,164
P10,038 total
includes taxes & fees
Mar 8 - Mar 9
Hotel Riu Plaza Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,317 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is P8,678
P11,625 total
includes taxes & fees
Mar 6 - Mar 7
Palmer House a Hilton Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9,937 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is P15,539
P18,241 total
includes taxes & fees
Mar 13 - Mar 14
Congress Plaza Hotel

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is P8,031
P11,116 total
includes taxes & fees
Feb 28 - Mar 1
The Blackstone, Autograph Collection

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,011 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is P7,053
P9,971 total
includes taxes & fees
Mar 18 - Mar 19
Staypineapple, An Iconic Hotel, The Loop

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (471 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is P3,847
P4,516 total
includes taxes & fees
Mar 2 - Mar 3
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, (1,868 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is P5,527
P6,488 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Garden Inn Chicago Downtown South Loop

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,695 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is P7,874
P9,243 total
includes taxes & fees
Mar 24 - Mar 25
L7 Chicago by LOTTE

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,779 reviews)
"I enjoyed my stay"
United States
Emily
The price is P3,858
P5,546 total
includes taxes & fees
Mar 2 - Mar 3
Freehand Chicago

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,400 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is P6,664
P7,823 total
includes taxes & fees
Feb 27 - Feb 28
Hyatt Centric The Loop Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,217 reviews)
"Amazing stay "
United States
Napoleon
The Chicago Hotel Collection - Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,838 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is P5,973
P7,012 total
includes taxes & fees
Mar 22 - Mar 23
Hilton Chicago/Magnificent Mile Suites

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,001 reviews)
"Super clean rooms , nice down stairs , loved the bathroom "
United States
Kaiya
The price is P6,296
P7,391 total
includes taxes & fees
Feb 27 - Feb 28
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,266 reviews)
"Great stay "
United States
Kylee
The price is P6,470
P7,595 total
includes taxes & fees
Mar 1 - Mar 2
Eurostars Magnificent Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,144 reviews)
"I always stay here when in town. "
United States
Jeffrey
Ivy Boutique Hotel
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

Find out more about Winnetka

Top reasons to visit Winnetka

  • Charming Beaches: Enjoy the picturesque local beaches perfect for relaxation and family fun.
  • Scenic Parks: Explore the lush greenery of urban parks, ideal for leisurely strolls and picnics.
  • Community Events: Experience vibrant theatre performances and music concerts that showcase local talent.
  • Recreational Activities: Visit the Runnymede Recreation Centre for various activities suitable for all ages.
  • Diverse Accommodations: Choose from welcoming guesthouses to pet-friendly hotels, ensuring a comfortable stay.

Find great hotels near Winnetka

Discover a delightful array of hotel accommodations in Winnetka, Illinois, catering to both business and leisure travellers. From welcoming guesthouses to well-equipped hotels, you'll find options that embrace a pet-friendly ethos and promote an LGBTQIA-friendly environment. Whether you seek star-rated hotels or nearby lodgings, Winnetka offers a charming retreat with a range of amenities to ensure a comfortable and memorable stay.

  • Holiday Inn Chicago North-Evanston by IHG: This 3-star hotel offers a welcoming atmosphere for both business and leisure travellers. Located 8.0km from Winnetka, it is renowned for its commitment to inclusivity, catering especially to the LGBTQIA community. Guests can enjoy a range of modern amenities, including complimentary Wi-Fi, a fitness centre, and on-site dining options. The hotel’s location allows easy access to local attractions, making it a convenient base for exploring the vibrant culture of the area.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: A luxurious 4-star property situated 6.4km from Winnetka, this hotel is perfect for those seeking a pet-friendly environment while maintaining a business-friendly atmosphere. The DoubleTree is well-known for its warm hospitality, highlighted by their signature chocolate chip cookies upon arrival. With comprehensive conference facilities, a fitness centre, and an inviting pool, this hotel caters to both corporate guests and families. The pet policy allows dogs and cats, ensuring that your furry companions can join in on the adventure.
  • Motel 6 Prospect Heights, IL: Located 12.9km from Winnetka, this budget-friendly motel offers a practical stay for travellers with pets. Known for its straightforward amenities, Motel 6 provides complimentary Wi-Fi and a welcoming environment for both pets and their owners. The property features an uncomplicated design, ensuring that guests enjoy a comfortable and hassle-free stay. With a commitment to affordability and convenience, this motel serves as a reliable option for those looking for a no-frills accommodation experience.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful blend of outdoor adventures and family-friendly experiences, making it an ideal destination for tourists. Visitors can explore scenic parks and charming neighbourhoods while enjoying the warm atmosphere created by friendly locals. Nearby cities provide urban amenities and excellent public transportation, allowing for easy exploration of the region. Whether you're seeking relaxation or romance, Winnetka and its surroundings promise a memorable vacation filled with diverse experiences.

  • Chicago: A vibrant metropolis, Chicago is the heart of the Midwest. With its iconic skyline and rich cultural scene, the city offers a plethora of experiences for travellers. Peak visitor numbers occur from June to August, making it the ideal time to explore the city's famous attractions such as Millennium Park, the Art Institute of Chicago, and the bustling Magnificent Mile. Outdoor activities abound, from enjoying lakefront parks to thrilling sports events in renowned stadiums. Chicago’s diverse culinary scene and vibrant nightlife ensure that there is never a dull moment in this bustling city.
  • Northfield: Nestled close to Winnetka, Northfield is a charming village that provides a delightful mix of urban and suburban experiences. With visitor numbers peaking in April and June to July, the village boasts an array of recreational activities, including golf courses and serene parks. Travellers can immerse themselves in educational pursuits at the local college or enjoy leisurely strolls through its picturesque streets. Northfield’s family-friendly atmosphere makes it a pleasant stop for those seeking a quieter yet engaging experience.
  • Kenilworth: Located a mere 3.2km from Winnetka, Kenilworth is an affluent city known for its picturesque residential areas and community-oriented vibe. Visitor numbers tend to peak in March, May, and July, drawing families and outdoor enthusiasts alike. The city features beautiful parks and venues for theatre and music concerts, providing a rich cultural experience. Kenilworth's proximity to a modern college university and its elegant event spaces make it a great choice for those looking to blend leisure with learning.

Things to do near Winnetka

Winnetka, Illinois, is ideal for outdoor family vacations, offering a range of scenic activities. Visitors can enjoy educational experiences, theatre performances, and music concerts. A highlight is the Runnymede Recreation Centre, which provides various recreational opportunities for all ages. Delight in the charm of this picturesque town while exploring its vibrant community and attractions.

Shopping

Schaefer's Wines and Liquors is a delightful store just 4.8km away, perfect for picking up unique beverages. If you're up for a drive, Market Square and the Fashion Outlets of Chicago, both located 17.7km away, offer a vibrant shopping experience with a variety of gifts and souvenirs.

Recreation

Experience the serene atmosphere at Camp Pine Woods, where you can unwind amidst nature. At Ravinia Green Country Club, indulge in luxurious amenities and golf. Enjoy live performances at Ravinia Pavilion, immersing yourself in vibrant entertainment under the stars.

Adventure

Rainbow Falls Waterpark offers thrilling water slides and family-friendly attractions, perfect for a day of splashing fun, located 24.1km from Winnetka. For hiking enthusiasts, Salt Creek Trail provides scenic views and outdoor adventures, situated 32.2km away. Experience exhilarating water sports at Jet Funn, 49.9km from Winnetka.

Nightlife

Experience the vibrant nightlife in Winnetka with a visit to the North Shore Center for the Performing Arts, offering romantic cultural performances just 6.4km away. Alternatively, catch a film at AMC Village Crossing 18, located 11.3km away, providing family-friendly entertainment and a relaxed atmosphere.

*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 travelling between December and February when accommodation prices are lower. Book your stay for a Wednesday, the most affordable day, and use Expedia’s search tool to find budget-friendly hotels, including eco-certified options. Combine your hotel, flights, and activities into an Expedia package for further savings. Take advantage of local public transport for economical travel around the area, and explore free activities like parks and walking trails to enjoy the natural beauty without spending a fortune.

  • 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 enables you to specify your budget, desired location, and additional preferences. You can arrange the results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Furthermore, you have the option to filter your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel booking in Winnetka with your flights and activities through an Expedia package.

Find the best attractions near Winnetka

Winnetka, Illinois, offers a delightful blend of outdoor and family-friendly activities, making it an ideal destination for a scenic vacation. Visitors can explore the charming local beaches, enjoy the greenery of urban parks, and experience the vibrant atmosphere of modern colleges and universities. With a focus on culture and family experiences, Winnetka provides a variety of attractions that cater to those seeking relaxation and adventure in a picturesque setting.

  • Northwestern University: This modern university offers a vibrant atmosphere, showcasing impressive architecture and a lively campus life. Visitors can enjoy a stroll through its beautiful grounds, and perhaps catch a glimpse of a sporting event or cultural performance.
  • Chicago Botanic Garden: A picturesque escape, this botanical garden is perfect for families and couples alike. With its stunning landscapes, tranquil lakes, and diverse plant collections, it invites leisurely walks, picnics, and romantic moments in nature.
  • Emil Bach House: A historic gem designed by Frank Lloyd Wright, this house is a masterpiece of Prairie School architecture. It offers a glimpse into early 20th-century design and culture, making it a must-visit for architecture enthusiasts.

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

Arriving in Winnetka, Illinois, is convenient with three major airports nearby. Chicago O'Hare International Airport (ORD) is approximately 20.9km away and offers excellent hotel options such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both within 3.2km. Chicago Midway International Airport (MDW) is about 23.2km from Winnetka, with luxurious stays like The Langham, Chicago, and Nobu Hotel Chicago, both under 16.1km away. For those considering Milwaukee General Mitchell International Airport (MKE), located 95.0km away, the 4.5-star Potawatomi Hotel & Casino is a solid choice, just 9.7km 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.
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.