Lodging Image

Winnetka Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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, (2,541 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is P13,289
P17,915 total
includes taxes & fees
Jun 30 - Jul 1
Sable at Navy Pier Chicago, Curio Collection by Hilton

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,244 reviews)
"Great location"
United States
Gabino
The price is P7,507
P10,798 total
includes taxes & fees
Jul 5 - Jul 6
Silversmith Hotel Chicago Downtown

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,412 reviews)
"Great stay!"
United States
Avradita
The price is P9,011
P10,714 total
includes taxes & fees
Jul 7 - Jul 8
Hilton Chicago/Magnificent Mile Suites

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,424 reviews)
"The breakfast, location, and staff were amazing."
United States
Corey
The price is P9,813
P13,416 total
includes taxes & fees
Jul 6 - Jul 7
Hotel Riu Plaza Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,251 reviews)
"Great stay thanks"
United States
Felipa
The price is P8,342
P9,918 total
includes taxes & fees
Jun 30 - Jul 1
Congress Plaza Hotel

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,802 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is P7,805
P11,323 total
includes taxes & fees
Jul 1 - Jul 2
Omni Chicago Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,639 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is P9,818
P11,672 total
includes taxes & fees
Jul 1 - Jul 2
Eurostars Magnificent Mile

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,508 reviews)
"Staff was great."
United States
Marianne
The price is P11,732
P16,137 total
includes taxes & fees
Jul 2 - Jul 3
Hyatt Regency Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,660 reviews)
"Location was great"
United States
Pamela
The price is P14,303
P19,194 total
includes taxes & fees
Jul 7 - Jul 8
Sheraton Grand Chicago Riverwalk

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,250 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is P7,049
P8,380 total
includes taxes & fees
Jul 5 - Jul 6
River Hotel

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,734 reviews)
"Great location, excellent room and amenities proactively attentive staff."
United States
Robert
The price is P11,975
P16,038 total
includes taxes & fees
Jul 1 - Jul 2
LondonHouse Chicago, Curio Collection by Hilton

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,634 reviews)
"Great location and helpful staff."
United States
Ming
The price is P8,293
P9,859 total
includes taxes & fees
Jul 1 - Jul 2
Travelodge by Wyndham Downtown Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,853 reviews)
"Great stay"
United States
Jose saul
The price is P11,522
P15,500 total
includes taxes & fees
Jul 4 - Jul 5
Hilton Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,382 reviews)
"The property was clean and the location was perfect!"
United States
Martha
The price is P10,548
P14,704 total
includes taxes & fees
Jul 1 - Jul 2
Swissotel - Chicago

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,726 reviews)
"Clean, working air conditioner, and great staff. Very good location as well."
United States
Alexandra
The price is P7,314
P8,696 total
includes taxes & fees
Jul 1 - Jul 2
Best Western Grant Park Hotel

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,454 reviews)
"Great location, nice property, helpful staff, and spacious, comfortable rooms."
United States
Sunil
The price is P10,370
P14,294 total
includes taxes & fees
Jul 2 - Jul 3
The Royal Sonesta Chicago Downtown

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,192 reviews)
"Rooms were clean and staff was very nice"
United States
Mohammed Izzal
The price is P11,873
P16,305 total
includes taxes & fees
Jul 7 - Jul 8
Fairmont Chicago at Millennium Park

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, (1,590 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is P9,591
P11,403 total
includes taxes & fees
Jul 2 - Jul 3
The Chicago Hotel Collection Ambassador Gold Coast

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,256 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is P10,269
P12,209 total
includes taxes & fees
Jul 6 - Jul 7
Bluegreen Vacations Hotel Blake, an Ascend Collection 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, (2,038 reviews)
"Great hotel, clean efficient and not too far from Downtown would stay again!"
United States
Justin
The price is P10,324
P12,275 total
includes taxes & fees
Jul 6 - Jul 7
Hilton Garden Inn Chicago Downtown South Loop
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.
Save an average of 15% on thousands of hotels when you're signed in

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 The Chicago Hotel Collection - Magnificent Mile and Hotel Riu Plaza 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. 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?
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.