Lodging Image

Find hotels in Winnetka, IL from ¥17,303

  • 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

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Winnetka hotels

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,072 reviews)
"Good place to stay"
United States
Michele
The price is ¥23,015
¥26,518 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Chicago O'Hare – Rosemont by IHG

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,202 reviews)
"Great location."
United States
Clifton
The price is ¥18,779
¥30,051 total
includes taxes & fees
Aug 10 - Aug 11
Freehand Chicago

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,081 reviews)
"It is lovely place to stay."
United States
Barbara
The price is ¥17,277
¥19,174 total
includes taxes & fees
Aug 9 - Aug 10
Carleton of Oak Park

Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG
3.0 star property
Prospect Heights
9.0 out of 10, Wonderful, (1,008 reviews)
The price is ¥15,920
¥17,827 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Express & Suites Prospect Heights by IHG

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,848 reviews)
"Excellent hotel!"
United States
Melissa
The price is ¥27,419
¥31,253 total
includes taxes & fees
Aug 4 - Aug 5
Hyatt Regency O'Hare Chicago

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,751 reviews)
"Beautiful hotel and location. Staff were very friendly and kind."
Canada
Sophie
The price is ¥40,950
¥53,456 total
includes taxes & fees
Aug 9 - Aug 10
LondonHouse Chicago, Curio Collection by Hilton

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,330 reviews)
"I was nice very nice staff clean and comfortable"
United States
Sonyce
The price is ¥30,378
¥36,115 total
includes taxes & fees
Aug 9 - Aug 10
Aloft by Marriott Chicago Mag Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,714 reviews)
"The location was perfect close to a lot of activities the included breakfast buffet was really great."
United States
Jessica
The price is ¥33,909
¥44,940 total
includes taxes & fees
Aug 9 - Aug 10
Hotel Riu Plaza Chicago

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, (1,743 reviews)
"Great location, clean, and a super breakfast!"
United States
Tina
The price is ¥26,591
¥31,616 total
includes taxes & fees
Jul 27 - Jul 28
The Chicago Hotel Collection Ambassador Gold Coast

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,038 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is ¥28,815
¥39,020 total
includes taxes & fees
Aug 13 - Aug 14
Warwick Allerton - 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, (2,940 reviews)
"Clean room, great staff and breakfast."
United States
Ahmed
The price is ¥36,457
¥48,111 total
includes taxes & fees
Aug 11 - Aug 12
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,913 reviews)
"Great location and staff was so friendly!"
United States
Megan
The price is ¥38,128
¥50,731 total
includes taxes & fees
Jul 26 - Jul 27
Omni Chicago Hotel

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,246 reviews)
"Fantastic location, friendly staff, nice pool, great breakfast!"
United States
Cynthia
The price is ¥34,501
¥41,017 total
includes taxes & fees
Aug 10 - Aug 11
Homewood Suites by Hilton Chicago-Downtown

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
3.0 star property
Des Plaines
8.8 out of 10, Excellent, (1,930 reviews)
"The breakfast was great!"
United States
Shana
The price is ¥19,230
¥22,691 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,511 reviews)
"Great stay"
United States
Kristen
The price is ¥42,831
¥56,708 total
includes taxes & fees
Aug 9 - Aug 10
Hyatt Regency Chicago

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, (2,605 reviews)
"View was beautiful, accommodations were excellent."
United States
Julie
The price is ¥41,139
¥54,513 total
includes taxes & fees
Jul 26 - Jul 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,579 reviews)
"Great place to stay"
United States
Chameka
The price is ¥36,402
¥43,278 total
includes taxes & fees
Aug 9 - Aug 10
Hilton Chicago/Magnificent Mile Suites

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,357 reviews)
"Great location, welcoming staff, comfortable room"
United States
Nick
The price is ¥30,322
¥36,048 total
includes taxes & fees
Aug 9 - Aug 10
River Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,524 reviews)
"Great location"
United States
Marianne
The price is ¥32,103
¥38,167 total
includes taxes & fees
Aug 9 - Aug 10
DoubleTree by Hilton Chicago - Magnificent Mile

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,484 reviews)
"Great hotel and location."
Canada
Lubisa
The price is ¥36,405
¥49,003 total
includes taxes & fees
Jul 26 - Jul 27
Swissotel - 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.
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.

A suburban street with a stone house, a tree, and a clear sky.

Top Winnetka Hotel Reviews

More cheap stays in Winnetka

Find out more about Winnetka

Top reasons to visit Winnetka

  • Scenic Beaches: Winnetka boasts beautiful beaches along Lake Michigan, perfect for relaxation and family fun.
  • Outdoor Activities: The town offers numerous parks and recreational areas for sports and outdoor exploration.
  • Family-Friendly Attractions: Enjoy engaging activities suitable for all ages, ensuring a memorable vacation.
  • Charming Neighborhoods: Experience the warm atmosphere of Winnetka's friendly communities during your stay.
  • Diverse Accommodations: From guesthouses to hotels, find a variety of lodging options to suit your needs.

Find great hotels near Winnetka

Explore a variety of hotel accommodations in Winnetka, Illinois, catering to both leisure and business travelers. Whether you're looking for a pet-friendly stay or an LGBTQIA welcoming experience, you'll find options that suit your needs. From charming guesthouses to well-equipped hotels, Winnetka offers a range of choices. Read hotel reviews to help you decide on the perfect spot for your getaway.

  • Holiday Inn Chicago North-Evanston by IHG: This 3-star hotel offers a comfortable and modern experience for travelers focused on business. Located 8km from Winnetka, the Holiday Inn Chicago North-Evanston features well-appointed rooms equipped with essential amenities like Wi-Fi and a business center. Guests appreciate the hotel's professional atmosphere, making it an ideal choice for those attending meetings or conferences. The on-site dining options add convenience for guests looking to unwind after a busy day.
  • Motel 6 Prospect Heights, IL: A budget-friendly option situated 13km from Winnetka, Motel 6 Prospect Heights welcomes travelers with pets. This motel is known for its straightforward accommodations and a guest rating of 8.2 out of 10. With its pet-friendly policy allowing certain animals, it’s an excellent choice for those traveling with furry companions. Guests can enjoy basic amenities while benefiting from the motel's affordability and convenient location, making it a practical stop for budget-conscious travelers.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: With a 4-star rating and a guest rating of 8.8 out of 10, this hotel is located just 6km from Winnetka, catering to families and business travelers alike. The DoubleTree offers spacious rooms and family-friendly amenities, including complimentary cribs for younger guests. Pets are welcome, with specific policies in place. The hotel features a variety of on-site services, including a restaurant and event spaces, making it a versatile choice for both leisure and business stays.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful blend of outdoor activities and family-friendly attractions, making it an ideal vacation spot. Explore the stunning beaches along Lake Michigan, enjoy scenic parks, or unwind at local campgrounds. The charming neighborhoods nearby provide a warm atmosphere filled with friendly faces, perfect for a weekend getaway. Whether you seek relaxation or adventure, Winnetka's welcoming environment ensures a memorable experience for every traveler.

  • Chicago: As a bustling metropolis, Chicago is the heart of the Midwest. Situated close to Winnetka, this vibrant city offers a diverse travel experience that caters to families, outdoor enthusiasts, and city explorers alike. You can immerse yourself in the rich culture by visiting world-class theaters, shopping districts, and entertainment venues. Notable attractions include iconic sports stadiums and expansive urban parks, perfect for a leisurely stroll or a family picnic. The peak travel season from June to August allows you to enjoy summer festivals and outdoor activities, making your visit even more memorable.
  • Northfield: Nestled nearby Winnetka, Northfield is a charming village that provides a cozy escape from the busier city life. Visitors are drawn to its family-friendly atmosphere and outdoor offerings, with a focus on education and recreational activities. The village features beautiful urban parks and sports facilities, ensuring plenty of options for active families. With a peak travel season extending from April to July, you can enjoy local events and theaters that highlight Northfield's community spirit. The modern college university adds an enriching cultural layer to your visit, making it a delightful stop on your journey.
  • Kenilworth: Located just 3km from Winnetka, Kenilworth is an affluent city known for its picturesque streets and family-friendly environment. Visitors can take advantage of its outdoor spaces, including beautiful beaches and recreational areas that are ideal for a relaxing day by the water. The city attracts travelers interested in education and culture, with several notable theaters and a modern college university. Peak travel months such as March, May, and July provide opportunities to experience local events and community gatherings, ensuring a memorable and enriching visit to this charming locale.

Things to do in Winnetka

Shopping

In Winnetka, visit local boutiques and shops along Green Bay Road for unique gifts and souvenirs. If you're up for a drive, head to the Northbrook Court, about 16km away, featuring a mix of popular retailers and dining options in a pleasant shopping environment.

Recreation

The Wellness House in Winnetka offers a peaceful environment with various classes, workshops, and support groups focusing on holistic health and well-being. Enjoy yoga sessions, meditation practices, and nutrition seminars, all designed to promote relaxation and personal growth in a supportive community setting.

The Glencoe Beach, located nearby, provides a serene spot for outdoor activities such as swimming, sunbathing, and leisurely walks along the shoreline, allowing visitors to connect with nature while enjoying the fresh lake breeze and beautiful views of Lake Michigan.

Adventure

In Winnetka, explore the scenic trails at the Skokie Lagoons, ideal for hiking and kayaking. Visit the Winnetka Community House for various recreational activities, or enjoy the exhilarating experience of paddleboarding on Lake Michigan, soaking in the beautiful views of the shoreline.

Nightlife

In Winnetka, enjoy a relaxing evening at the charming Café Zuzu for delightful drinks and light bites. For a lively atmosphere, visit The Happ Inn, where you can savor craft beers and live music, creating a vibrant night out with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Winnetka

Winnetka, Illinois, is perfect for outdoor and family vacations, offering beautiful scenery and a variety of attractions. Explore local points of interest such as the beach, urban parks, and dog parks, which cater to travelers seeking culture and family experiences. Whether you're relaxing by the water or enjoying a stroll in the park, Winnetka has something for everyone.

  • Chicago Botanic Garden: Located 6km from Winnetka, the Chicago Botanic Garden offers a serene escape with stunning landscapes, themed gardens, and tranquil lakes. It’s an ideal spot for families, couples, or anyone seeking a peaceful retreat amidst beautiful flora.
  • Milwaukee Avenue: About 14km from Winnetka, Milwaukee Avenue is a vibrant street that pulses with city energy. Lined with shops, restaurants, and cafes, it’s perfect for those looking to immerse themselves in the local urban culture.
  • Lincoln Park: Situated 19km away, Lincoln Park is a sprawling urban park that features lush greenery, walking paths, and family-friendly activities. It’s a great place for outdoor fun, picnicking, or simply enjoying the city’s natural beauty.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Traveling to Winnetka, Illinois, is convenient with several nearby airports. Chicago O'Hare International Airport (ORD) is located 21km away and boasts excellent hotel options like the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare Chicago, both 3km from the airport. Chicago Midway International Airport (MDW) is 35km away, with luxurious stays like the 5-star Trump International Hotel & Tower Chicago, just 14km from MDW. Lastly, Milwaukee General Mitchell International Airport (MKE) is 95km away, offering hotels such as the 4.5-star Potawatomi Hotel & Casino, 10km from the airport, making travel to Winnetka accessible and comfortable.

Frequently asked questions

What's the best place to stay in Winnetka?
Located 10.8 mi (17.4 km) from the heart of Winnetka, Hyatt Regency O'Hare Chicago 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 Ambassador Gold Coast and Omni Chicago Hotel. See all available top hotels, or vacation rentals in Winnetka.
What are some of the best vacation home rentals that Winnetka has to offer?
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: Visitors like this Winnetka vacation home rental. It is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all 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, Michigan Avenue, and United Center. 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 Michigan Avenue 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.

Explore a world of travel with Expedia