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, (2,474 reviews)
"Great place to stay "
United States
Mark
The price is P11,718
P16,001 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,982 reviews)
"Enjoyed the stay"
United States
Adam
The price is P9,534
P13,048 total
includes taxes & fees
May 25 - May 26
Hotel Riu Plaza Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,495 reviews)
"Clean, friendly, modern, overall great stay!!"
United States
Jennifer
The price is P12,875
P17,475 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,213 reviews)
"The design of the property and location is great!"
United States
Fedna
The price is P9,049
P10,759 total
includes taxes & fees
May 10 - May 11
Aloft Chicago Mag Mile

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,139 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is P10,458
P14,573 total
includes taxes & fees
May 8 - May 9
Fairmont Chicago at Millennium Park

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,983 reviews)
"Great hotel, clean an super friendly staff.. would recommend"
United Kingdom
Joel
The price is P12,498
P14,672 total
includes taxes & fees
Apr 30 - May 1
L7 Chicago by LOTTE

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, (1,390 reviews)
"Great stay, love the surrounding area. Rooms a bit small but overall a great stay. "
United States
Eric
The price is P7,953
P9,337 total
includes taxes & fees
Apr 29 - Apr 30
The Chicago Hotel Collection Ambassador Gold Coast

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,152 reviews)
"Great stay"
United States
Matthew
The price is P8,104
P9,635 total
includes taxes & fees
May 8 - May 9
Congress Plaza Hotel

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,340 reviews)
"We really enjoyed our stay! The staff was incredibly pleasant, and the location was perfect—close to all attractions. Highly recommend!"
United States
Stephanie
The price is P9,924
P11,799 total
includes taxes & fees
May 9 - May 10
Hilton Garden Inn Chicago Central Loop

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, (2,832 reviews)
"Great stay"
United States
Darin
The price is P8,622
P12,033 total
includes taxes & fees
May 10 - May 11
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,667 reviews)
"Loved staying at this hotel"
United States
Kimberly Marie
The price is P10,757
P14,572 total
includes taxes & fees
May 10 - May 11
LondonHouse Chicago, Curio Collection by Hilton

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,631 reviews)
"Great stay again. Great views. "
United States
JohNyra
The price is P13,064
P17,671 total
includes taxes & fees
May 25 - May 26
Sheraton Grand Chicago Riverwalk

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,759 reviews)
"Clean room and great location "
United States
Diana
The price is P9,657
P13,265 total
includes taxes & fees
May 25 - May 26
Hilton Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,245 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
United States
Jim
The price is P7,242
P10,465 total
includes taxes & fees
May 25 - May 26
Silversmith Hotel Chicago Downtown

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,018 reviews)
"Great stay all around "
United States
Logan
The price is P12,875
P17,435 total
includes taxes & fees
May 25 - May 26
InterContinental Chicago Magnificent Mile by IHG

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,141 reviews)
"Very convenient location, kind staff, and comfy rooms. "
United States
Molly Christina
The price is P8,442
P9,911 total
includes taxes & fees
Apr 29 - Apr 30
River Hotel

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, (2,447 reviews)
"Great stay!"
United States
Aaron Michael
The price is P8,454
P10,052 total
includes taxes & fees
May 10 - May 11
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,287 reviews)
"Very good, would stay here again!"
United States
Lorena
The price is P12,498
P16,999 total
includes taxes & fees
May 8 - May 9
Swissotel - Chicago

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, (1,008 reviews)
"Everyone was so friendly and the breakfast was nice!"
United States
Angela
The price is P7,227
P8,485 total
includes taxes & fees
Apr 28 - Apr 29
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,495 reviews)
"I love the stay definitely will be booking here next time"
United States
Ashley
The price is P9,527
P12,846 total
includes taxes & fees
May 8 - May 9
Hyatt Centric The Loop Chicago
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 Felix River North/Magnificent Mile and Club Quarters Hotel, Central Loop, 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 Navy Pier. There are 4602 hotels and other accommodations in the surrounding area. 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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