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Our top choices for Winnetka hotels

1. 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, (3,227 reviews)
"Great and helpful front desk staff and very accessible from the airport with free shuttle service"
United States
Nilantay Morshed
The price is AED 496
AED 572 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Chicago O'Hare – Rosemont by IHG

2. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,059 reviews)
"Great place to stay"
United States
Melissa
The price is AED 372
AED 442 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites

3. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,579 reviews)
"Great hotel"
United States
Daniel Michael
The price is AED 476
AED 695 total
includes taxes & fees
26 Nov - 27 Nov
Swissotel - Chicago

4. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,583 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is AED 356
AED 423 total
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile

5. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,207 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is AED 409
AED 486 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Vacation Club Hotel Blake Chicago

6. 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, (1,006 reviews)
"Great location near the hospital, shopping, and entertainment"
United States
Carly
The price is AED 380
AED 452 total
includes taxes & fees
6 Dec - 7 Dec
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

7. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,089 reviews)
"Hotel location was perfect and the staff was especially helpful with many recommendations for the area! I felt very safe here."
United States
natasha
The price is AED 405
AED 481 total
includes taxes & fees
6 Dec - 7 Dec
Courtyard by Marriott Chicago Magnificent Mile

8. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,221 reviews)
"Great location, helpful staff. Would stay again."
United States
Cory
The price is AED 480
AED 570 total
includes taxes & fees
25 Nov - 26 Nov
L7 CHICAGO by LOTTE HOTELS

9. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,600 reviews)
"Great hotel"
United States
Tracy
The price is AED 389
AED 462 total
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn & Suites Chicago Downtown

10. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,013 reviews)
"Great location, reasonably rates and a staff that made us feel like we were home from the minute we pulled up to the front of the hotel."
United States
Melvin
The price is AED 511
AED 725 total
includes taxes & fees
9 Dec - 10 Dec
Hotel 505 River North

11. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,916 reviews)
"Great location, clean hotel and overall a great place to stay."
United States
Pamela
The price is AED 463
AED 550 total
includes taxes & fees
22 Nov - 23 Nov
Hyatt Place Chicago/River North

12. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1,177 reviews)
"Great location and wonderful staff."
United States
Jodi
The price is AED 364
AED 432 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

13. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,951 reviews)
"Friendly staff and great location"
United States
Alexis
The price is AED 297
AED 353 total
includes taxes & fees
7 Dec - 8 Dec
The Whitehall Hotel, BW Premier Collection

14. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,315 reviews)
"Loved the continental breakfast and how close different bars and restaurants were at :)"
United States
Carole
The price is AED 460
AED 547 total
includes taxes & fees
25 Nov - 26 Nov
Hyatt House Chicago/West Loop-Fulton Market

15. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,306 reviews)
"Great location . Would definitely come back there"
United States
Kevin
The price is AED 415
AED 494 total
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Mag Mile

16. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,419 reviews)
"Excellent location, lots of shops and restaurants nearby and walking distance to many sights."
Canada
Faye
The price is AED 683
AED 941 total
includes taxes & fees
10 Dec - 11 Dec
InterContinental Chicago Magnificent Mile by IHG

17. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,373 reviews)
"Great hotel"
United States
Kristopher Joel
The price is AED 426
AED 507 total
includes taxes & fees
23 Nov - 24 Nov
citizenM Chicago Downtown

18. Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,215 reviews)
"Excellent location. The breakfast was fantastic, and the staff was so kind and welcoming. Walkable to many great restaurants and activities."
United States
Jeralie
The price is AED 404
AED 480 total
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn & Suites Chicago Downtown/River North

19. 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, (5,977 reviews)
"Amazing stay!"
United States
Elyjah James
The price is AED 403
AED 479 total
includes taxes & fees
22 Nov - 23 Nov
Embassy Suites by Hilton Chicago Downtown River North

20. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,609 reviews)
"Had a great stay , view was beautiful and bed was super comfortable."
United States
Tamiya
The price is AED 306
AED 447 total
includes taxes & fees
7 Dec - 8 Dec
The Godfrey Hotel 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.

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

Find out more about Winnetka

Top reasons to visit Winnetka

  • Stunning Beaches: Winnetka boasts beautiful beaches perfect for relaxation and family activities.
  • Outdoor Recreation: The Runnymede Recreation Center offers diverse recreational opportunities for all ages.
  • Charming Neighborhoods: Explore friendly local vibes and picturesque scenery in the charming neighborhoods.
  • Cultural Experiences: Enjoy educational attractions, theater performances, and lively music concerts.
  • Convenient Accommodations: A variety of lodging options cater to all travelers, including pet-friendly and LGBTQIA-friendly choices.

Find great hotels near Winnetka

Winnetka, Illinois offers a variety of lodging options, including hotels and guesthouses, perfect for both leisure and business travelers. With amenities catering to pet owners and an LGBTQIA-friendly atmosphere, you’ll find the ideal accommodation for your needs. Explore hotel reviews and discover star-rated options in the area, whether you're searching for hotels near Winnetka or in the heart of the village. Your perfect getaway awaits.

  • Holiday Inn Chicago North-Evanston by IHG: This 3-star hotel combines accessibility with a welcoming atmosphere, making it an ideal choice for business travelers and the LGBTQIA community. Located 8.0km from Winnetka, the hotel offers modern accommodations with essential amenities. Guests appreciate the complimentary Wi-Fi, fitness center, and on-site dining options that cater to diverse tastes. The property’s affiliation with LGBTQI travel guides ensures an inclusive and friendly environment, perfect for those looking to explore the local culture while enjoying the comforts of home.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: A 4-star gem located 6.4km from Winnetka, this hotel is perfect for those looking to indulge in shopping and enjoy a pet-friendly experience. Providing a warm cookie at check-in, the DoubleTree creates an inviting atmosphere. Guests can take advantage of the spacious meeting facilities, a well-equipped fitness center, and a beautiful outdoor pool. With its pet policy allowing dogs and cats along with service animals, this hotel ensures that all family members, including furry ones, feel welcome. The proximity to the shopping district adds to its appeal for vacationers.
  • Motel 6 Prospect Heights, IL: Located 12.9km from Winnetka, this budget-friendly motel is a practical choice for travelers with pets. Motel 6 offers straightforward accommodations with essential amenities, including free Wi-Fi and complimentary parking. The motel's pet policy allows for pets to stay at no extra cost, making it a great option for those on the move with their furry companions. The no-frills environment ensures a comfortable stay without breaking the bank, making it a suitable option for budget-conscious travelers seeking convenience and simplicity.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful blend of family-friendly outdoor activities and picturesque scenery. Explore its charming neighborhoods, where you can enjoy urban vibes and friendly locals. With convenient public transportation and a range of city amenities, you can easily venture into nearby areas for more romantic getaways or business opportunities. Discover the perfect balance of relaxation and adventure during your vacation in this inviting community.

  • Chicago: A vibrant metropolis, Chicago offers a dynamic city experience with a rich cultural scene and diverse attractions. Located a short drive from Winnetka, the city is known for its stunning architecture, world-class museums, and lively neighborhoods. Visitors flock here for family-friendly activities, outdoor adventures, and unique city-themed experiences. Must-visit venues include the iconic Millennium Park, the thrilling sports venues, and the renowned shopping district along the Magnificent Mile. With a bustling atmosphere year-round, Chicago is particularly lively during the summer months, making it a perfect getaway for those seeking excitement and exploration.
  • Northfield: Just a stone's throw from Winnetka, Northfield is a charming village that combines city amenities with a cozy, small-town feel. This welcoming community is ideal for families and outdoor enthusiasts alike, offering numerous recreational areas and golf courses. Northfield’s unique attractions include a modern college university and well-maintained urban parks, perfect for leisurely strolls or picnics. The village sees a peak in visitors during the warmer months, especially in April and June to July, making it a delightful retreat for those looking to escape the hustle and bustle of larger cities.
  • Kenilworth: Located just 3.2km away from Winnetka, Kenilworth is an elegant city known for its picturesque streets and upscale residential areas. This charming city attracts visitors with its rich history and community-focused atmosphere. Kenilworth offers a variety of family-friendly activities, including local theaters and music concerts, catering to those looking to immerse themselves in culture. The presence of modern educational institutions and a convention center enhances its appeal, especially during the peak visiting months of March, May, and July. Kenilworth provides a serene yet engaging experience for travelers seeking a blend of relaxation and entertainment.

Things to do near Winnetka

Winnetka, Illinois, is an ideal destination for outdoor family vacations, offering stunning scenery and a variety of activities. Visitors can enjoy educational experiences, catch a theater performance, or attend a lively music concert. A key highlight is the Runnymede Recreation Center, which provides ample opportunities for recreation and relaxation. With its charming atmosphere, Winnetka promises a memorable getaway for all ages.

Shopping

Winnetka offers great shopping experiences. Visit Schaefer's Wines and Liquors, just 4.8km away, for unique gifts. If you're up for a drive, check out the Fashion Outlets of Chicago, 17.7km away, for a variety of brands and family-friendly entertainment, or explore Wolff's Flea Market nearby.

Recreation

Enjoy a concert at Ravinia Pavilion, just 6.4km away, where the vibrant atmosphere enhances your musical experience. At Ryan Field, also 6.4km away, immerse yourself in the excitement of live sports. For relaxation, visit Northbrook Sports Complex, located 9.7km away, featuring wellness-focused activities.

Adventure

Experience the thrills at Rainbow Falls Waterpark, located 24.1km from Winnetka, where you can enjoy thrilling slides and family-friendly attractions. For outdoor enthusiasts, the Salt Creek Trail, 32.2km away, offers scenic hiking adventures surrounded by nature. For water sports, head to Jet Funn, 49.9km from Winnetka, for an exhilarating experience.

Nightlife

Experience the vibrant nightlife in Winnetka with a visit to the Rosemont Theatre for a romantic show, or enjoy family fun at Kiddie Kingdom's arcadeAdventureZone. For a cinematic experience, catch a film at AMC Village Crossing 18, perfect for entertainment with loved ones.

*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 on your trip to Winnetka, visit during the off-peak months of December to February when hotel prices are lower. Wednesdays are the cheapest days to stay, while Saturdays tend to be the most expensive. Use Expedia to compare room rates and find exclusive discounts on hotels, and consider booking a package deal that combines flights and activities for added savings. Explore free local attractions and take advantage of public transport options to keep costs down while enjoying your stay.

  • 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 lets you customize your travel preferences by selecting your budget, desired location, and additional criteria. You can easily arrange your results by price, starting with the most affordable hotels. Additionally, you can refine your search by hotel category; for instance, by checking the Eco-certified option, you'll find a selection of sustainable and eco-friendly accommodations ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winnetka with your flights and activities through an Expedia package deal.

Find the best attractions near Winnetka

Winnetka, Illinois, offers a delightful vacation experience with its beautiful beaches, urban parks, and modern colleges. Ideal for outdoor and family-friendly activities, visitors can enjoy scenic views while exploring cultural attractions. Whether you're looking to relax by the beach or engage in family-oriented experiences, Winnetka provides a perfect blend of nature and community for a memorable getaway.

  • Northwestern University: Located 8.0km from Winnetka, Northwestern University offers a vibrant campus atmosphere with stunning architecture and beautiful landscaping. Visitors can enjoy a stroll around the campus while soaking in the energetic city vibes and possibly catching a lively event or performance.
  • Donald E. Stephens Convention Center: Situated 17.7km away, this convention center is a hub for various business events, trade shows, and conferences. Experience the professional atmosphere, explore networking opportunities, and discover the latest industry trends.
  • Chicago Botanic Garden: Just 6.4km from Winnetka, this botanical garden is perfect for families, couples, and nature lovers. Wander through breathtaking landscapes, themed gardens, and tranquil paths, creating a serene escape from the city.

Best time to go to Winnetka

The best time to visit Winnetka can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winnetka falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winnetka falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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 major airports nearby. Chicago O'Hare International Airport (ORD) is located 20.9km away, with excellent hotel options like the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both 3.2km from the airport. Milwaukee General Mitchell International Airport (MKE) is 95.0km away, featuring nearby hotels like the Potawatomi Hotel & Casino. Additionally, Chicago Midway International Airport (MDW) is 23.2km from Winnetka, with luxury accommodations including The Langham, Chicago, and Nobu Hotel Chicago, both within 16.1km of the airport. Each hotel offers accessible transportation services to their respective airports.

Frequently Asked Questions

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, Navy Pier, and Michigan Avenue. There are 4434 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, Maple Street Beach, and Elder Lane Beach. Additionally, you'll find Wrigley Field and Navy Pier 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.

What's the best place to stay in Winnetka?

Located 16.2 mi (26.1 km) from the heart of Winnetka, River Hotel is a top choice for your stay based on our traveler data. Two other options for your visit to the area are Congress Plaza Hotel and The Chicago Hotel Collection Ambassador Gold Coast. See all available top hotels, or vacation rentals in Winnetka.