Winnetka Hotels

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Our top choices for Winnetka hotels

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2691)
"Quite area in a good location to walk to different locations."
United States
John steve
The price is P3,224
P4,825 total
includes taxes & fees
Feb 1 - Feb 2
Freehand Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4902)
"Would stay there again"
United States
Zach
The price is P4,823
P5,662 total
includes taxes & fees
Jan 19 - Jan 20
River Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3034)
"Great place to stay"
United States
Elisha
The price is P4,886
P5,735 total
includes taxes & fees
Jan 11 - Jan 12
Aloft Chicago Mag 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, (2229)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is P5,041
P5,917 total
includes taxes & fees
Jan 13 - Jan 14
DoubleTree by Hilton Chicago - Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4326)
"Amazing staff and perfect location "
United States
Brandi
The price is P4,604
P5,405 total
includes taxes & fees
Jan 13 - Jan 14
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3673)
"Great hotel!"
United States
William
The price is P5,283
P6,202 total
includes taxes & fees
Jan 13 - Jan 14
Hilton Chicago/Magnificent Mile Suites

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1576)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is P5,945
P6,979 total
includes taxes & fees
Jan 11 - Jan 12
The Wade

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5512)
"Great stay … hotel was just perfect for our vacation "
United States
Edwin
The price is P5,768
P6,771 total
includes taxes & fees
Jan 12 - Jan 13
Embassy Suites by Hilton Chicago Downtown River North

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3028)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is P4,522
P7,043 total
includes taxes & fees
Jan 12 - Jan 13
Warwick Allerton - Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9775)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3366)
"Nice Hotel, convenient location fot shopping and walking around"
United States
Kerima
The price is P4,820
P5,658 total
includes taxes & fees
Jan 19 - Jan 20
Club Quarters Hotel, Central Loop, Chicago

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, (2043)
"Great stay"
United States
Kramer
The price is P4,823
P5,662 total
includes taxes & fees
Jan 19 - Jan 20
Club Quarters Hotel Wacker at Michigan, Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3192)
"Clean, nicely priced, nice staff, and perfectly located to food and nightlife "
United States
Calvin
The price is P5,532
P6,495 total
includes taxes & fees
Feb 4 - Feb 5
Eurostars Magnificent Mile

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, (3868)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is P4,506
P5,289 total
includes taxes & fees
Jan 11 - Jan 12
The Whitehall Hotel, BW Premier Collection

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, (1514)
"Very nice and quiet, excellent location"
United States
Anthony
The price is P3,587
P5,945 total
includes taxes & fees
Feb 1 - Feb 2
Claridge House Chicago, Tapestry Collection by Hilton

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3567)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is P6,797
P7,979 total
includes taxes & fees
Jan 15 - Jan 16
voco Chicago Downtown - Riverwalk by IHG

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3118)
"Second time to stay here, everything is great!"
United States
Wei
The price is P5,867
P8,546 total
includes taxes & fees
Jan 11 - Jan 12
Hotel Riu Plaza Chicago

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, (2812)
"Great hotel staff and location. "
United States
Jacqueline
The price is P5,149
P7,780 total
includes taxes & fees
Jan 25 - Jan 26
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4166)
"Stay was great and in a great location!! "
United States
Ashley
The price is P6,088
P7,147 total
includes taxes & fees
Jan 29 - Jan 30
citizenM Chicago Downtown

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1060)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is P5,792
P8,535 total
includes taxes & fees
Jan 18 - Jan 19
Hyatt Centric Chicago Magnificent Mile
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 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 Palmer House a Hilton Hotel 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. 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.