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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, (2,571 reviews)
"The location was very convenient"
United States
Jeffrey
The price is NZ$579
includes taxes & fees
6 July - 7 July
Sable at Navy Pier Chicago, Curio Collection by Hilton

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,161 reviews)
"Great stay!"
United States
Daniel
The price is NZ$253
includes taxes & fees
6 July - 7 July
Congress Plaza Hotel

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, (1,689 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is NZ$362
includes taxes & fees
8 July - 9 July
The Chicago Hotel Collection Ambassador Gold Coast

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,846 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is NZ$363
includes taxes & fees
8 July - 9 July
Omni Chicago Hotel

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,888 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is NZ$352
includes taxes & fees
6 July - 7 July
The Wade

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,283 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is NZ$419
includes taxes & fees
7 July - 8 July
River Hotel

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,304 reviews)
"Very great hotel"
United States
Allesandra
The price is NZ$371
includes taxes & fees
7 July - 8 July
Aloft by Marriott Chicago Mag Mile

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, (1,003 reviews)
"All around great stay. "
United States
Nicholas
The price is NZ$269
includes taxes & fees
6 July - 7 July
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,437 reviews)
"Staff was great."
United States
Marianne
The price is NZ$612
includes taxes & fees
7 July - 8 July
Hyatt Regency Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,698 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is NZ$375
includes taxes & fees
7 July - 8 July
Eurostars 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, (3,771 reviews)
"Great location!"
United States
William
The price is NZ$528
includes taxes & fees
6 July - 7 July
LondonHouse Chicago, Curio Collection by Hilton

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.6 out of 10, Good, (2,660 reviews)
"Great location and helpful staff."
United States
Ming
The price is NZ$227
includes taxes & fees
7 July - 8 July
Travelodge by Wyndham Downtown Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,272 reviews)
"Wonderful stay"
United States
Taylor
The price is NZ$344
includes taxes & fees
6 July - 7 July
Silversmith Hotel Chicago Downtown

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,622 reviews)
"Clean room, great breakfast and close to everything we needed"
United States
Kyle
The price is NZ$506
includes taxes & fees
19 July - 20 July
Hotel Riu Plaza Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,563 reviews)
"The on-site restaurant was excellent"
United States
William
The price is NZ$331
includes taxes & fees
6 July - 7 July
Club Quarters Hotel, Central Loop, Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,144 reviews)
"Excellent hotel! Will definitely stay again."
United States
Justin
The price is NZ$391
includes taxes & fees
6 July - 7 July
Arlo Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,686 reviews)
"Enjoyed our stay"
United States
keary
The price is NZ$322
includes taxes & fees
7 July - 8 July
The Chicago Hotel Collection - Magnificent Mile

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,571 reviews)
"Great stay"
United States
Matt
The price is NZ$408
includes taxes & fees
9 July - 10 July
Hotel 55 Chicago Downtown

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,010 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is NZ$342
includes taxes & fees
8 July - 9 July
Warwick Allerton - Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,497 reviews)
"Great stay!"
United States
Avradita
The price is NZ$404
includes taxes & fees
7 July - 8 July
Hilton Chicago/Magnificent Mile Suites
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.

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

Top Winnetka Hotel Reviews

Recent Reviews in Winnetka

More cheap accommodation in Winnetka

Find out more about Winnetka

Top reasons to visit Winnetka

  • Stunning Lake Michigan Shores: Enjoy scenic strolls along the picturesque shores of Lake Michigan, perfect for relaxation and outdoor fun.
  • Family-Friendly Activities: Engage in various sports, music concerts, and recreational activities suitable for all ages.
  • Charming Local Parks: Explore lush urban parks and dog parks, ideal for leisure and family outings.
  • Cultural Experiences: Immerse yourself in local events and vibrant performances that showcase Winnetka's community spirit.
  • Comfortable Accommodation: Choose from a range of welcoming hotels and guesthouses, ensuring a delightful stay for every traveller.

Find great hotels near Winnetka

Experience the charm of Winnetka, Illinois, with a variety of accommodation options designed to cater to every traveller. From well-equipped hotels to cozy guesthouses, you'll find pet-friendly and LGBTQIA welcoming spaces that ensure a delightful stay. Whether you're in town for business or leisure, the local hotels offer essential amenities and services, making your visit both comfortable and enjoyable. Explore the best of Winnetka with a stay that feels like home.

  • Holiday Inn Chicago North-Evanston by IHG: Situated 8.0km from Winnetka, the 3-star Holiday Inn Chicago North-Evanston offers a modern accommodation experience tailored for business travellers. With a commendable guest rating of 8.6 out of 10, this hotel features well-appointed rooms equipped with essential amenities to ensure a comfortable stay. Guests can take advantage of a business centre, meeting rooms, and complimentary Wi-Fi, making it an ideal hub for work-related travel. The hotel’s convenient location also provides easy access to nearby corporate offices and local attractions.
  • Motel 6 Prospect Heights, IL: Located 12.9km from Winnetka, the budget-friendly Motel 6 Prospect Heights offers a welcoming environment for travellers, especially those with pets. With a guest rating of 8.2 out of 10, this motel provides essential amenities at an affordable price. Pets are allowed onsite at no extra charge, making it a good choice for those wanting to bring their furry companions along. The straightforward accommodations focus on comfort and value, ensuring a hassle-free stay.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: Just 6.4km from Winnetka, the 4-star DoubleTree by Hilton Chicago - North Shore Conference Center is an excellent choice for families and business travellers alike, boasting a guest rating of 8.8 out of 10. This hotel offers a range of amenities, including family-friendly services such as complimentary cribs for infants. Its prime location in the shopping district allows guests to explore vibrant retail options and dining experiences nearby, making it a multifaceted destination for leisure and work.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful blend of outdoor activities and family-friendly experiences. Stroll along the scenic shores of Lake Michigan, or explore the lush parks perfect for weekend getaways. For a taste of local charm, visit nearby towns with friendly vibes, ideal for romantic escapes or family outings. With its picturesque atmosphere and convenient campgrounds, Winnetka is the perfect base for your American adventure.

  • Chicago: Chicago is a vibrant metropolis that serves as a cultural hub in the United States. Located a short drive from Winnetka, it boasts a diverse array of attractions ideal for tourists. The city's visitor numbers peak during the warmer months from June to August, drawing families and outdoor enthusiasts alike. Chicago offers a plethora of experiences, from shopping in the Magnificent Mile to enjoying world-class theatre and sports events. Key landmarks include iconic urban parks and stadiums, making it a must-visit for anyone looking to immerse themselves in city life.
  • Northfield: Nestled close to Winnetka, Northfield is a charming village perfect for those seeking a more relaxed pace. While it attracts visitors throughout the year, the peak seasons are in April and the summer months of June to July. Northfield is ideal for families, offering educational opportunities, golf courses, and lively theatre performances. Local attractions include picturesque urban parks and a modern college university that add to the village's quaint charm. It’s a delightful spot to unwind while still being close to the excitement of the nearby city.
  • Kenilworth: Just 3.2km from Winnetka, Kenilworth is an upscale city known for its scenic beauty and family-friendly atmosphere. The city sees a moderate influx of tourists, particularly in March, May, and July. Visitors flock to Kenilworth for its outdoor recreational areas, educational institutions, and cultural offerings in the theatre scene. Notable highlights include beautiful beaches and a modern college university, providing ample opportunities for relaxation and exploration. Kenilworth is an excellent choice for those wanting to enjoy a quaint yet vibrant community close to the lakeshore.

Things to do in Winnetka

Shopping

Winnetka offers charming local shops along Elm Street, perfect for unique gifts and souvenirs. If you're up for a drive, visit Northbrook Court, about 16.1km away, featuring a mix of department stores, boutiques, and dining options in a spacious shopping environment.

Recreation

The Wellness House offers a peaceful environment with therapeutic workshops and holistic therapies tailored to individual needs. For relaxation, visit the nearby Skokie Lagoons, where you can enjoy tranquil walks, kayaking, and birdwatching amidst beautiful scenery, providing a rejuvenating escape from the hustle and bustle.

Adventure

Explore the stunning landscapes at the Skokie Lagoons, where you can enjoy kayaking and paddleboarding amidst lush greenery. For a thrill, visit the nearby North Shore Bike Path, offering picturesque routes for cycling enthusiasts eager to embrace the scenic beauty of the area.

Nightlife

Winnetka offers a relaxed nightlife with charming local bars and eateries. Enjoy a laid-back evening at the local pubs, where you can sample craft beers and delicious bites. For a more vibrant experience, nearby venues in neighbouring towns provide live music and dancing options to explore.

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

Find the best attractions near Winnetka

Winnetka is perfect for outdoor family holidays, offering stunning scenery and a variety of attractions. Visitors can enjoy the local beaches, urban parks, and dog parks, making it an ideal spot for both relaxation and recreation. The area's points of interest provide a blend of cultural experiences and family-friendly activities, ensuring a memorable vacation for all.

  • Clark Street Beach: Experience the relaxing beach vibes at Clark Street Beach, located 8.0km from Winnetka. Enjoy sunbathing, swimming, and taking in stunning views of Lake Michigan, making it a lovely spot for a leisurely day out.
  • Grosse Point Lighthouse: Situated 6.4km from Winnetka, the Grosse Point Lighthouse offers a glimpse into the area's rich maritime history. With its charming architecture and cultural significance, it's a wonderful place to explore and appreciate the local heritage.
  • Dawes Park: Just 8.0km away, Dawes Park is an urban oasis perfect for families. With ample green spaces for picnics and play, it’s an ideal spot to unwind and enjoy the outdoors in a vibrant city setting.

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

Getting to Winnetka, Illinois is convenient if you fly into one of its major airports. Chicago O'Hare International Airport (ORD) is situated 20.9km away, with excellent hotel options nearby including 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 away, with nearby hotels like the 4.5-star Potawatomi Hotel & Casino. Chicago Midway International Airport (MDW) is 35.4km away, offering luxury stays such as the 5-star Trump International Hotel & Tower. Each airport provides accessible transport options from these hotels to ensure a smooth journey.

Frequently asked questions

What is the best area to stay in Winnetka?
The best area to stay in Winnetka is the village centre, particularly near Green Bay Road and Elm Street, for its convenience and access to local amenities.

This area is the heart of Winnetka, offering a pleasant and well-maintained environment. It's very walkable, with a selection of independent shops, cafes, and restaurants lining the main streets. The Winnetka Metra station is also located here, providing easy access to Chicago.

Couples looking for a relaxing getaway will appreciate this area. You'll find lovely boutiques for a leisurely browse and a variety of dining options for evenings out. The nearby Skokie Lagoons also offer opportunities for pleasant walks and kayaking.

For families, staying in the village centre provides great convenience. You're close to local parks, and the main street offers an ice cream parlour and casual eateries.
When is the best time to go to Winnetka?
The best time to go to Winnetka is during late spring (May to early June) or early autumn (September to October).

These periods offer the most pleasant weather for outdoor activities, with comfortable temperatures and less humidity than the peak summer months. You'll find the trees in full bloom in spring or showcasing beautiful colours in autumn, making for picturesque strolls along the lakefront or through the village's well-kept streets.

For those planning to enjoy the village's parks, golf courses, or the Winnetka Community House's events, these seasons provide ideal conditions without the larger crowds or higher temperatures of July and August.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Winnetka.
How can I save on a hotel booking in Winnetka with Expedia?
One Keyā„¢ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Winnetka hotels. Plus, you'll earn OneKeyCashā„¢* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Winnetka?
Prices for hotels in Winnetka often vary, but you can find a great deal from NZ$194 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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