Winnetka Hotels from ₹5,076

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Top 10 Winnetka hotels and places to stay

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2952)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is ₹7,559
₹8,874 total
includes taxes & fees
11 Dec - 12 Dec
Aloft Chicago Mag Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2180)
"Nice Hotel"
United States
Alan
The price is ₹8,044
₹9,442 total
includes taxes & fees
16 Dec - 17 Dec
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2745)
"Great food clean room friendly staff"
United States
MARINA
The price is ₹7,487
₹11,430 total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4850)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is ₹7,343
₹8,620 total
includes taxes & fees
21 Dec - 22 Dec
River Hotel

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3441)
"Great hotel"
United States
Clara
The price is ₹10,439
₹12,254 total
includes taxes & fees
21 Dec - 22 Dec
voco Chicago Downtown - Riverwalk by IHG

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3446)
"Great hotel located in nice area."
United States
Robert
The price is ₹9,446
₹11,088 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Chicago/Magnificent Mile Suites

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2112)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3389)
"Everything was amazing, from the staff to the room, amenities simply perfect.!! "
United States
TERESA
The price is ₹12,239
₹17,009 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Chicago

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3428)
"Great Hotel!"
United States
Siranush
The price is ₹11,733
₹13,774 total
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3148)
"Amazing and will be staying again!"
United States
Angie
The price is ₹8,423
₹9,888 total
includes taxes & fees
6 Jan - 7 Jan 2026
Eurostars Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4231)
"Great location. "
United States
Rodger
The price is ₹7,379
₹8,663 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3005)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is ₹6,119
₹9,825 total
includes taxes & fees
4 Jan - 5 Jan 2026
Warwick Allerton - Chicago

Cambria Hotel Chicago Loop - Theatre District

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1455)
"Clean, modern, friendly/helpful staff, the perfect spot for staying for a show at The Chicago Theatre. Parking was close and easy too. "
United States
Megan
The price is ₹8,125
₹9,537 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cambria Hotel Chicago Loop - Theatre District

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1955)
"A good place for stay "
United States
Julio
The price is ₹7,484
₹8,785 total
includes taxes & fees
11 Dec - 12 Dec
Club Quarters Hotel Wacker at Michigan, Chicago

The Godfrey Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1913)
"Awesome staff and great location "
United States
Luis C
The price is ₹7,884
₹11,369 total
includes taxes & fees
29 Dec - 30 Dec
The Godfrey Hotel Chicago

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2120)
"Loved and enjoyed our stay"
United States
Luis
The price is ₹9,224
₹13,078 total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2306)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is ₹9,269
₹13,761 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Royal Sonesta Chicago River North

The Whitehall Hotel, BW Premier Collection

3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3794)
"Spacious room, cute boutique hotel in great location!"
United States
Julie
The price is ₹6,889
₹8,087 total
includes taxes & fees
9 Dec - 10 Dec
The Whitehall Hotel, BW Premier Collection

Holiday Inn Chicago Dwtn - The Mart by IHG

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2032)
"Great hotel."
United States
Mario
The price is ₹8,819
₹10,353 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2998)
"Great stay"
Canada
Lorrington Ashford
The price is ₹10,257
₹14,682 total
includes taxes & fees
1 Jan - 2 Jan 2026
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.
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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 theatre.

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

  • Scenic Parks: Winnetka boasts tranquil urban parks, perfect for leisurely strolls and family picnics.
  • Beautiful Beaches: The local beaches offer stunning views and opportunities for relaxation by the water.
  • Culinary Events: Delight in local flavours through various culinary events that showcase the town's gastronomy.
  • Vibrant Community: Experience a warm, friendly atmosphere with charming neighbourhoods and engaging local events.
  • Diverse Accommodation: From modern hotels to cosy guesthouses, there's a perfect stay for every traveller.

Find great hotels near Winnetka

Discover a variety of accommodation options in the charming village of Winnetka, Illinois. From modern hotels to welcoming guesthouses, there's something to suit every traveller's needs. Whether you're seeking a pet-friendly stay or a space that embraces LGBTQIA inclusivity, Winnetka offers a delightful blend of comfort and convenience for your vacation experience.

  • Holiday Inn Chicago North-Evanston by IHG: This 3-star hotel offers a welcoming atmosphere for business travellers, particularly those seeking an LGBTQIA-friendly environment. Located a mere 8.0km from Winnetka, it boasts excellent facilities including a fully accessible business centre, multiple meeting rooms, and ample conference space. The hotel's commitment to providing a comfortable and productive stay is complemented by its affiliation with LGBTQI travel guides, ensuring inclusivity and support for all guests. With modern amenities and a convenient location, it's an ideal choice for those blending work and leisure.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: A splendid 4-star accommodation located just 6.4km from Winnetka, the DoubleTree by Hilton offers a delightful family-friendly atmosphere. This LGBTQIA-welcoming hotel is nestled in a vibrant shopping district, making it perfect for those who enjoy retail therapy. Families will appreciate the complimentary cribs, ensuring a comfortable stay for younger guests. With a range of amenities designed to cater to both leisure and business travellers, this hotel strikes a perfect balance between relaxation and accessibility, making it a top choice for families on vacation.
  • Motel 6 Prospect Heights, IL: Situated 12.9km from Winnetka, Motel 6 Prospect Heights is an excellent option for pet-loving travellers. This motel welcomes pets, ensuring a hassle-free stay for those who wish to bring their furry companions along. With a pet policy that includes waived fees for service animals and free pet permits, it caters to those seeking a comfortable, budget-friendly lodging experience. While it may lack some of the frills of higher-rated hotels, its straightforward, no-nonsense approach appeals to those prioritising convenience and affordability.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful escape for travellers seeking family-friendly outdoor adventures and stunning scenery. Conveniently located near vibrant downtown Evanston, visitors can explore charming neighbourhoods filled with friendly locals and romantic spots. Enjoy the perfect blend of urban and suburban vibes, making it an ideal destination for family vacations and leisurely strolls. Whether you're partaking in local events or simply relaxing, Winnetka promises an unforgettable travel experience.

  • Chicago: A bustling metropolis, Chicago is a vibrant city that serves as a cultural hub in the United States. Situated nearby Winnetka, it's known for its diverse attractions that cater to every type of traveller. From June to August, the city comes alive with visitors eager to explore its renowned shopping districts, enjoy arena entertainment, and participate in various outdoor activities. Key landmarks like sports facilities and stadiums offer thrilling experiences, while the city's rich history and architecture provide an enriching backdrop for exploration.
  • Northfield: A charming village nestled close to Winnetka, Northfield is perfect for those seeking a quieter yet engaging experience. The village sees an influx of visitors from April to July, drawn by its family-friendly atmosphere and scenic outdoor spaces. Northfield boasts a range of activities, from music concerts to recreational parks, making it an ideal spot for relaxation and fun. With urban parks and stadiums in close proximity, visitors can enjoy leisure and entertainment seamlessly blended into the local community.
  • Kenilworth: Just two miles from Winnetka, Kenilworth is a picturesque city known for its stunning scenery and outdoor experiences. The city attracts visitors, particularly in March, May, and July, seeking a blend of family activities and natural beauty. With access to recreational areas, educational institutions, and delightful shopping venues, Kenilworth is a hidden gem. Its striking beaches and national state parks offer opportunities for relaxation and exploration, making it a wonderful addition to your itinerary.

Things to do near Winnetka

Winnetka, Illinois, is a charming destination perfect for outdoor adventures and family holidays. Visitors can explore scenic parks, partake in educational activities, and enjoy music concerts. Culinary events also provide a delightful opportunity to discover local flavours. This picturesque town invites families to create lasting memories while immersing themselves in its vibrant community and natural beauty.

Shopping

In Winnetka, enjoy shopping at Schaefer's Wines and Liquors, located 4.8km away, offering a great selection of beverages. If you're up for a drive, visit the Fashion Outlets of Chicago, 17.7km away, for extensive shopping and entertainment options, or explore Wolff's Flea Market, also 17.7km away, for unique finds.

Recreation

Experience the vibrant atmosphere of Ravinia Pavilion, where you can enjoy live music concerts that uplift your spirit. For sports enthusiasts, Ryan Field offers exhilarating events to get your adrenaline pumping. Alternatively, unwind at Northbrook Sports Complex, where you can partake in various activities that promote wellness and relaxation.

Adventure

Experience the thrills of Rainbow Falls Waterpark, located 24.1km from Winnetka, where you can enjoy exciting water slides and family-friendly attractions. For a scenic adventure, explore the Salt Creek Trail, situated 32.2km away, offering picturesque views and a delightful hiking experience.

Nightlife

In Winnetka, the Rosemont Theatre offers a charming blend of culture and romance just 17.7km away, perfect for an intimate night out. For adventure, Kiddie Kingdom, located 11.3km away, provides an exciting arcade experience, while AMC Village Crossing 18, also 11.3km away, showcases the latest films in a delightful 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 rates drop. Book your stay on a Wednesday for the best prices, and explore Expedia for budget-friendly options, including Eco-certified hotels. Combine your hotel, flights, and activities for additional savings through package deals. For free activities, enjoy the area's parks and lakes. Additionally, utilise the local public transport system for economical travel. By planning your trip during the off-peak season, you can maximise your experiences without overspending.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To discover the most competitive prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel accommodation in Winnetka with your flights and activities by opting for an Expedia package.

Find the best attractions near Winnetka

Winnetka offers a delightful blend of outdoor activities and scenic beauty, making it an ideal destination for family vacations. Visitors can explore the local beaches, enjoy the tranquil urban parks, and discover the vibrant atmosphere of modern colleges and universities. With a focus on culture and family experiences, Winnetka's attractions promise to cater to diverse interests, ensuring a memorable stay for travellers.

  • Northwestern University: Located 8.0km from Winnetka, Northwestern University offers a vibrant atmosphere with its stunning modern architecture and lively campus life. Take a stroll through the grounds to soak up the academic energy and enjoy occasional cultural events.
  • Donald E. Stephens Convention Center: Situated 17.7km away, this convention centre is a hub for business and events. With its spacious facilities and professional vibe, it's perfect for networking, exhibitions, and conferences.
  • Chicago Botanic Garden: Just 6.4km from Winnetka, this enchanting botanical garden is ideal for a romantic stroll or a family outing. Enjoy the diverse plant collections, serene landscapes, and seasonal displays that inspire tranquillity and joy.

Best time to go to Winnetka

The best time to visit Winnetka is dependant 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

Winnetka, Illinois, can be conveniently reached via three major airports. Chicago O'Hare International Airport (ORD) is situated 20.9km away and offers nearby accommodation such as the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both just 3.2km from the airport. Milwaukee General Mitchell International Airport (MKE) is 95.0km distant, with excellent hotels like The Pfister Hotel and Potawatomi Hotel & Casino located 9.7km from the airport. Lastly, Chicago Midway International Airport (MDW) is 23.2km from Winnetka, with luxury options like Trump International Hotel & Tower Chicago and Nobu Hotel Chicago situated 8 to 16.1km away.

Frequently asked questions

What's the best place to stay in Winnetka?
Located 16.7 mi (26.8 km) from the heart of Winnetka, Palmer House a Hilton Hotel is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Embassy Suites by Hilton Chicago Downtown River North and Hilton Chicago/Magnificent Mile Suites. 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! The majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours 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 coffee shops. Top sights around the area include Wrigley Field, Naval Base Great Lakes and Michigan Avenue. In Winnetka, there are 2 hotels and other accommodation options to choose from. Find out more about Winnetka.
What should I see while I'm in Winnetka?
Favourite places to visit include Lake Michigan, Chocolate Box and Maple Street Beach. Additionally, you'll find Wrigley Field and Naval Base Great Lakes in the area. Take a look at what more there is to see and do in Expedia's Winnetka guide.
How can I get around Winnetka?
To venture out into 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 in Winnetka?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Winnetka is 1216 mm.

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