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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, (3,208 reviews)
"Great and helpful front desk staff and very accessible from the airport with free shuttle service"
United States
Nilantay Morshed
The price is NT$4,399
NT$5,071 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Chicago O'Hare – Rosemont by IHG

2. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,882 reviews)
"The room was very clean, staff was very friendly and helpful!"
United States
Lorena
The price is NT$4,712
NT$6,578 total
includes taxes & fees
Nov 23 - Nov 24
LondonHouse Chicago, Curio Collection by Hilton

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,165 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is NT$4,724
NT$5,617 total
includes taxes & fees
Nov 25 - Nov 26
L7 Chicago by LOTTE

4. Heart O' Chicago

Heart O' Chicago
2.0 star property
Edgewater
7.8 out of 10, Good, (999 reviews)
"It was exactly what we needed for an overnight stay. Everything very very clean, friendly front desk man, and cheaper than anywhere else by hundreds of dollars. If you just need to stay one night this place is perfect. Only a 10 minute uber to the Aargon Ballroom."
United States
Janelle
The price is NT$3,607
NT$4,234 total
includes taxes & fees
Nov 7 - Nov 8
Heart O' Chicago

5. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,918 reviews)
"Great location, clean hotel and overall a great place to stay."
United States
Pamela
The price is NT$4,105
NT$4,881 total
includes taxes & fees
Nov 25 - Nov 26
Hyatt Place Chicago/River North

6. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,565 reviews)
"Good location and nice hotel"
United States
Oleg
The price is NT$3,798
NT$5,662 total
includes taxes & fees
Nov 26 - Nov 27
Swissotel - Chicago

7. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,641 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is NT$4,640
NT$6,451 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Riu Plaza Chicago

8. 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, (5,970 reviews)
"Great location! Walkable to several nice spots and easy to get to parking."
United States
Stacy
The price is NT$4,155
NT$4,939 total
includes taxes & fees
Nov 22 - Nov 23
Embassy Suites by Hilton Chicago Downtown River North

9. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,506 reviews)
"Wonderful will stay again"
United States
Kristee
The price is NT$5,057
NT$7,174 total
includes taxes & fees
Nov 25 - Nov 26
Hyatt Regency Chicago

10. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,080 reviews)
"Great location Staff was terrific"
United States
Richard
The price is NT$3,759
NT$4,469 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Chicago Magnificent Mile

11. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,008 reviews)
"Great stay!"
United States
Miya
The price is NT$3,626
NT$5,354 total
includes taxes & fees
Nov 25 - Nov 26
Hotel 505 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, (1,178 reviews)
"Great location and wonderful staff."
United States
Jodi
The price is NT$3,600
NT$4,280 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

13. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,360 reviews)
"Great hotel"
United States
Kristopher Joel
The price is NT$3,805
NT$4,524 total
includes taxes & fees
Nov 23 - Nov 24
citizenM Chicago Downtown

14. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,586 reviews)
"Great hotel"
United States
Tracy
The price is NT$3,605
NT$4,285 total
includes taxes & fees
Nov 24 - Nov 25
Hampton Inn & Suites Chicago Downtown

15. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,049 reviews)
"Great place to stay"
United States
Melissa
The price is NT$3,876
NT$4,608 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Chicago/Magnificent Mile Suites

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, (3,414 reviews)
"Excellent location, lots of shops and restaurants nearby and walking distance to many sights."
Canada
Faye
The price is NT$6,354
NT$8,695 total
includes taxes & fees
Nov 25 - Nov 26
InterContinental Chicago Magnificent Mile by IHG

17. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,216 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is NT$5,223
NT$6,209 total
includes taxes & fees
Nov 25 - Nov 26
Hilton Vacation Club Hotel Blake Chicago

18. Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2,248 reviews)
"Breakfast was great and location was great for the shopping we were doing."
United States
Bette
The price is NT$3,597
NT$4,277 total
includes taxes & fees
Nov 22 - Nov 23
Home2 Suites by Hilton Chicago River North

19. 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, (1,230 reviews)
"Room and property were very clean and up to date."
United States
Josephine
The price is NT$3,747
NT$4,455 total
includes taxes & fees
Nov 23 - Nov 24
Fairfield Inn & Suites Chicago Downtown/River North

20. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,668 reviews)
"Clean room and great staff."
United States
Derrick K
The price is NT$4,366
NT$6,234 total
includes taxes & fees
Nov 25 - Nov 26
The Royal Sonesta Chicago Downtown
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.

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

Top Winnetka Hotel Reviews

More cheap stays in Winnetka

Hotels in Winnetka with star-rating

Find out more about Winnetka

Top reasons to visit Winnetka

  • Scenic Parks: Winnetka boasts beautiful parks that are perfect for outdoor activities and family outings, offering lush landscapes and recreational facilities.
  • Relaxing Beaches: Enjoy leisurely days along Lake Michigan at the local beaches, ideal for sunbathing and picnicking.
  • Cultural Experiences: Engage with the vibrant community through local events and music concerts that highlight Winnetka's charm.
  • Family-Friendly Atmosphere: The welcoming vibe makes it a fantastic destination for families, with activities for all ages.
  • Diverse Accommodations: From cozy hotels to charming guesthouses, Winnetka offers various lodging options to suit every traveler.

Find great hotels near Winnetka

Discover a range of inviting accommodations in Winnetka, Illinois, perfect for both business and leisure travelers. From comfortable hotels to charming guesthouses, you'll find pet-friendly options and LGBTQIA welcoming environments. Experience the hospitality of Winnetka with easy access to essential amenities, ensuring a memorable stay. Whether you're looking for hotel reviews or specific lodging types, Winnetka has the perfect place for you to unwind.

  • Holiday Inn Chicago North-Evanston by IHG: This 3-star hotel offers a comfortable stay with a focus on business travelers. Located 8km from Winnetka, it boasts a guest rating of 8.6 out of 10. The hotel features modern amenities including a business center, complimentary Wi-Fi, and spacious meeting rooms, making it an ideal choice for work-related trips. Guests can enjoy a well-equipped fitness center and an on-site restaurant that serves a variety of delicious meals, ensuring both convenience and quality during your stay.
  • Motel 6 Prospect Heights, IL: A budget-friendly option located 13km from Winnetka, this motel is perfect for pet owners, allowing certain pets on-site with no additional fees. With a guest rating of 8.2 out of 10, it offers straightforward accommodations and essential amenities such as free Wi-Fi and comfortable rooms. Its relaxed atmosphere and economical pricing make it suitable for travelers seeking affordability and convenience without sacrificing comfort.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: This 4-star hotel, situated 6km from Winnetka, is ideal for families, business travelers, and pet lovers alike, earning a guest rating of 8.8 out of 10. Guests can appreciate the spacious rooms and enjoyable amenities, including a complimentary cookie upon arrival. The hotel features a business center, event spaces, and family-friendly services such as free cribs. With its pet-friendly policy, it ensures that your furry companions are also welcomed, making it a versatile choice for your stay.

Where to stay in Winnetka

Winnetka, Illinois, is a charming destination perfect for outdoor and family vacations. Explore its scenic parks, enjoy relaxing weekends along Lake Michigan, or visit nearby urban areas for a blend of business and leisure. Campgrounds in the Winnetka area offer great spots for nature lovers, while the family-friendly atmosphere ensures a welcoming vibe for all. Whether you're looking for a holiday getaway or a romantic escape, Winnetka provides a delightful experience for every traveler.

  • Chicago: As a vibrant metropolis, Chicago is a hub of culture and activity, offering a plethora of experiences for visitors. Located just a short drive from Winnetka, Chicago is renowned for its bustling city life, with travelers flocking here for family-friendly attractions, outdoor adventures, and city-themed explorations. Peak tourist seasons occur from June to August, where you can enjoy the city's famous shopping districts, world-class theaters, and exciting arena events. Notable landmarks include iconic sports facilities and picturesque urban parks, making it a must-visit destination for anyone looking to immerse themselves in the dynamic atmosphere of the Windy City.
  • Northfield: Nestled close to Winnetka, Northfield is a charming village that offers a delightful blend of small-town warmth and urban access. This area sees a steady stream of visitors, particularly from April to July, drawn by its family-oriented activities and outdoor spaces. Northfield is perfect for those interested in education-focused attractions, golf outings, and theater performances. Local highlights include beautiful urban parks and modern colleges, providing a tranquil setting for relaxation and exploration. Whether you're enjoying a sunny day outdoors or catching a play, Northfield has something to offer everyone.
  • Kenilworth: Located just 3km from Winnetka, Kenilworth is a picturesque city that boasts stunning residential architecture and vibrant community life. With moderate seasonal visitor patterns, particularly peaking in March, May, and July, Kenilworth is a haven for outdoor enthusiasts and families alike. The city features educational institutions, recreational areas, and charming theaters that enrich the visitor experience. Noteworthy attractions include beautiful beaches and modern colleges, making it an ideal spot for leisure and learning. Enjoy a day at the family beach or take a leisurely stroll along the scenic waterfront.

Things to do in Winnetka

Shopping

In Winnetka, explore charming boutiques like The Book Stall, where you can find unique gifts and local literature. If you're up for a drive, head to the nearby Northshore Mall for a wider selection of brands and shopping options.

Recreation

Explore the tranquil setting of the Wellness House, where you can participate in yoga classes and meditation sessions designed to rejuvenate your spirit. For outdoor relaxation, visit the nearby Winnetka Beach, offering a serene environment for sunbathing or a peaceful stroll along the shore.

Adventure

Explore the scenic trails at the Winnetka River Trail, offering picturesque views along the river. For a thrill, visit the nearby Skokie Lagoons for kayaking and paddleboarding, where you can enjoy nature while navigating tranquil waters and spotting local wildlife.

Nightlife

Explore the vibrant nightlife at the Green Bay Road Pub, where you can enjoy a variety of local brews and lively conversations. For a more relaxed vibe, check out the Winnetka Wine Cellar on Chestnut Street, offering a cozy atmosphere with a great selection of wines.

*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 traveling between December and February when hotel prices are lower. Booking accommodations on a Wednesday can also help you find better deals, as Saturdays tend to be the most expensive. Use Expedia's search tool to compare rates, filter for low-budget options, and find eco-certified hotels. Additionally, you can save by bundling your hotel, flights, and activities through Expedia package deals. Exploring the area on foot or using affordable public transport can also enhance your experience without breaking the bank.

  • 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 makes it easy for you to choose your budget, preferred location, and other preferences. You can sort your results by price, allowing you to view the most affordable hotels first. Additionally, you can refine your search by hotel type. For instance, if you select the Eco-certified filter, you'll find a range of sustainable and environmentally-friendly hotels ready for booking.
  • Consider bundling your trip: You can save some money by combining your hotel stay in Winnetka with your flights and activities through an Expedia package deal.

Find the best attractions in and around Winnetka

Winnetka, Illinois, is perfect for outdoor family vacations, offering scenic beauty and various attractions. Visitors can enjoy the local beaches, explore urban parks, and unwind at dog parks. This charming area caters to travelers seeking cultural experiences, family-friendly activities, and leisurely beach days, making it an ideal destination for a memorable getaway.

  • Elder Lane Beach: Enjoy a relaxing day at Elder Lane Beach, where you can soak up the sun, take a leisurely swim, or have a picnic with family and friends. This local gem offers a laid-back atmosphere and beautiful views of Lake Michigan, making it a wonderful spot for beach vibes.
  • Chicago Botanic Garden: Just 6km away, the Chicago Botanic Garden invites you to explore its diverse plant collections and beautifully landscaped grounds. Perfect for families and couples, this outdoor haven features walking paths, serene lakes, and seasonal displays that create a romantic ambiance.
  • Baha'i House of Worship: Also located 6km from Winnetka, the Baha'i House of Worship stands as a stunning architectural marvel. This temple reflects a commitment to culture and spirituality, inviting visitors to appreciate its serenity and beautifully landscaped gardens.

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 access to three major airports. Chicago O'Hare International Airport (ORD) is located 21km away, with nearby hotels such as the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare, both just 3km from the airport. Milwaukee General Mitchell International Airport (MKE) is 95km away, featuring hotels like the 4.5-star Potawatomi Hotel & Casino. Lastly, Chicago Midway International Airport (MDW) is 35km from Winnetka, offering luxurious options like the 5-star Trump International Hotel & Tower. Each airport is easily accessible from these hotels, making your travel seamless.

Frequently asked questions

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.
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.

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