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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, (2,396 reviews)
"Great stay"
United States
Blake
The price is Rp2.232.720
Rp3.193.030 total
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,327 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is Rp1.642.174
Rp1.927.749 total
includes taxes & fees
4 Mar - 5 Mar
DoubleTree by Hilton Chicago - Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,337 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is Rp2.989.672
Rp4.003.451 total
includes taxes & fees
27 Feb - 28 Feb
Sofitel Chicago Magnificent Mile

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,868 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is Rp1.607.424
Rp1.886.954 total
includes taxes & fees
1 Mar - 2 Mar
Hilton Garden Inn Chicago Downtown South Loop

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,195 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is Rp2.043.384
Rp2.990.232 total
includes taxes & fees
24 Mar - 25 Mar
Swissotel - Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,415 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is Rp1.806.937
Rp2.595.406 total
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,011 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is Rp2.051.235
Rp2.900.016 total
includes taxes & fees
18 Mar - 19 Mar
Staypineapple, An Iconic Hotel, The Loop

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,247 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
United States
Sheila
The price is Rp1.642.174
Rp1.927.749 total
includes taxes & fees
4 Mar - 5 Mar
Homewood Suites by Hilton Chicago Downtown South Loop

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,195 reviews)
"I love the room + the view"
United States
Kemari
The price is Rp1.982.400
Rp2.327.140 total
includes taxes & fees
6 Mar - 7 Mar
Hyatt Place Chicago/Downtown - The Loop

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,699 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is Rp1.663.200
Rp1.952.431 total
includes taxes & fees
1 Mar - 2 Mar
The Wade

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,838 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is Rp1.744.730
Rp2.048.139 total
includes taxes & fees
5 Mar - 6 Mar
Hilton Chicago/Magnificent Mile Suites

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, (2,837 reviews)
"Great stay "
United States
Rudy
The price is Rp1.666.560
Rp2.449.455 total
includes taxes & fees
5 Mar - 6 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,000 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is Rp1.548.120
Rp2.113.185 total
includes taxes & fees
19 Mar - 20 Mar
Le Méridien Essex Chicago

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,118 reviews)
"The stay was perfect!!!"
United States
Ingrid L Perez
The price is Rp1.862.784
Rp2.186.721 total
includes taxes & fees
2 Mar - 3 Mar
Homewood Suites by Hilton Chicago-Downtown

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, (1,289 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is Rp1.795.248
Rp2.107.441 total
includes taxes & fees
3 Mar - 4 Mar
The Chicago Hotel Collection Ambassador Gold Coast

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,093 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is Rp1.444.800
Rp1.696.051 total
includes taxes & fees
5 Mar - 6 Mar
Aloft Chicago Mag Mile

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,493 reviews)
"Great place to stay…near to many nice places to visit."
United States
Jorge
The price is Rp2.603.664
Rp3.056.441 total
includes taxes & fees
6 Mar - 7 Mar
Canopy by Hilton Chicago Central Loop

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,779 reviews)
"I enjoyed my stay"
United States
Emily
The price is Rp1.121.904
Rp1.612.826 total
includes taxes & fees
2 Mar - 3 Mar
Freehand Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,695 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is Rp2.299.752
Rp2.699.680 total
includes taxes & fees
17 Mar - 18 Mar
L7 Chicago by LOTTE

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,400 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is Rp1.941.562
Rp2.279.151 total
includes taxes & fees
27 Feb - 28 Feb
Hyatt Centric The Loop 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 Outdoor Activities: Winnetka is perfect for outdoor enthusiasts, featuring beautiful beaches and urban parks for family-friendly adventures.
  • Cultural Experiences: Enjoy theatre performances, music concerts, and local events that showcase the town's vibrant community.
  • Family-Friendly Atmosphere: The charming town offers a blend of relaxation and adventure, making it ideal for families.
  • Comfortable Accommodation: A range of hotels caters to various needs, ensuring a pleasant stay for all travellers.
  • Nearby Urban Charm: Explore Arlington Heights for a delightful mix of academic excellence and romantic vibes.

Find great hotels near Winnetka

Discover a selection of accommodation options in Winnetka, Illinois, tailored to suit every traveller's needs. From pet-friendly guesthouses to accessible hotels, you'll find comfortable stays that cater to business and leisure alike. Enjoy complimentary Wi-Fi and a warm, welcoming atmosphere, perfect for LGBTQIA travellers. Whether you're seeking affordability or luxury, Winnetka has something to offer for everyone.

  • Hotel Versey Chicago Lincoln Park: Embracing an inclusive and vibrant atmosphere, Hotel Versey Chicago Lincoln Park stands out with its LGBTQIA welcoming environment. Located 20.9km from Winnetka, this 3-star property is perfect for travellers seeking a pet-friendly getaway. The hotel features amenities that cater to both pets and their owners, allowing for a stress-free stay. With its affiliation to LGBTQI travel guides, guests can enjoy a unique and supportive experience. The property also boasts stylish accommodations, ensuring comfort while being close to the lively Lincoln Park area.
  • Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Situated 17.7km from Winnetka, the Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG is a 3.5-star gem ideal for business travellers and shopping enthusiasts. Located in a bustling shopping district, this hotel combines convenience with comfort. Its pet-friendly policy allows for dogs and cats, making it a great choice for pet owners. With a range of amenities designed to accommodate business needs, including meeting rooms and high-speed internet, guests are ensured a productive stay while enjoying easy access to local shops and attractions.
  • Hyatt Place Chicago/O'Hare Airport: Perfectly blending family-friendly services with urban charm, Hyatt Place Chicago/O'Hare Airport is located 17.7km from Winnetka. This 3-star hotel offers a city-themed experience, making it an excellent choice for families. With amenities such as complimentary cribs for children and a pet-friendly policy that allows dogs, it caters to diverse needs. Guests can enjoy spacious rooms and a central location, providing easy access to the vibrant city life while ensuring a comfortable stay for all family members.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful blend of outdoor activities and family-friendly atmospheres. Explore its beautiful parks and enjoy the scenic views while immersing yourself in the vibrant community. Nearby Arlington Heights provides a charming urban vibe, perfect for those seeking a mix of academic excellence and romance. With a range of top-notch hotels in central Winnetka, your stay promises comfort and convenience as you discover the area's friendly locals and picturesque surroundings.

  • Chicago: As a bustling metropolis, Chicago is a vibrant hub of culture and activity, making it an essential visit during your stay in Winnetka. With its diverse offerings, the city is renowned for family-friendly attractions, outdoor experiences, and urban explorations. Enjoy an array of shopping districts, world-class theatre productions, and exciting arena entertainment. Local landmarks such as the iconic sports stadiums and urban parks provide ample opportunities for leisure and recreation. The city's peak visitor season from June to August promises a lively atmosphere, so prepare for an unforgettable urban adventure.
  • Northfield: Nestled close to Winnetka, Northfield is a charming village that draws visitors year-round with its inviting outdoor spaces and family-oriented activities. The peak travel months of April and June to July see an influx of tourists eager to explore its recreational areas and golf facilities. Northfield is also home to educational institutions, enhancing its appeal for visitors interested in cultural experiences. With local attractions like modern universities and urban parks, Northfield offers a delightful blend of relaxation and engagement, making it a perfect stop for leisurely exploration.
  • Kenilworth: Located a mere 3.2km from Winnetka, Kenilworth is a picturesque city that offers a rich tapestry of outdoor activities and cultural experiences. Popular during March, May, and July, this city welcomes families eager to enjoy theatre performances and lively music concerts. Kenilworth features notable landmarks such as modern colleges and event venues, ensuring a dynamic visit filled with educational and entertainment options. Its quaint charm and proximity to Winnetka make Kenilworth an appealing destination for those seeking a tranquil yet engaging getaway.

Things to do near Winnetka

Winnetka is an ideal destination for outdoor family vacations, offering scenic views and a variety of activities. Visitors can enjoy educational experiences, theatre performances, and music concerts. Notably, catching a baseball game is a must-do for sports enthusiasts. This charming town blends culture and leisure, ensuring a delightful experience for all.

Shopping

In Winnetka, you can visit Schaefer's Wines and Liquors, a charming store just 4.8km away for unique gifts. If you're up for a drive, the Fashion Outlets of Chicago, located 17.7km away, offers a vibrant shopping experience with a wide range of brands.

Recreation

Ravinia Pavilion offers a vibrant atmosphere for music lovers, hosting outdoor concerts amidst beautiful gardens. Welsh-Ryan Arena is perfect for sports enthusiasts, featuring thrilling games and events. For relaxation, Northbrook Sports Complex provides various wellness activities, including fitness classes and serene spaces for unwinding.

Adventure

Rainbow Falls Waterpark, located 24.1km from Winnetka, offers thrilling water slides and family-friendly attractions, perfect for a fun-filled day. For a scenic hike, explore Salt Creek Trail, situated 32.2km away, where you can immerse yourself in beautiful landscapes and invigorating outdoor adventures.

Nightlife

Experience the vibrant nightlife in Winnetka by catching a show at the Rosemont Theatre, just 17.7km away, or enjoy a thrilling evening at Kiddie Kingdom, a lively arcadeAdventureZone located 11.3km from town. For a romantic film night, AMC Village Crossing 18 is the perfect cinema, also 11.3km away.

*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, consider visiting between December and February when hotel prices are generally lower. Opt for a Wednesday stay to secure the best rates, as Saturdays tend to be the most expensive. Utilise Expedia's search tool to find budget-friendly accommodations by sorting prices from lowest to highest, and consider eco-certified hotels for sustainable options. Additionally, bundling your hotel, flights, and activities can lead to significant savings. Look out for special deals to ensure you get the best value for your travel expenses.

  • 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 enables you to specify your budget, desired location, and additional preferences. You can organise your results to display prices from lowest to highest, ensuring that the most affordable hotels appear first. Furthermore, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel booking in Winnetka with your flights and activities through an Expedia package.

Find the best attractions near Winnetka

Winnetka offers a delightful vacation experience with its beautiful beaches, urban parks, and modern colleges. This charming area is perfect for families and outdoor enthusiasts, providing a blend of cultural experiences and scenic landscapes. Visitors can enjoy leisurely days at the beach or explore the vibrant local parks, making it an ideal destination for those seeking both relaxation and adventure.

  • Donald E. Stephens Convention Center: This expansive event venue offers a range of business and conference facilities, making it ideal for professional gatherings. Its modern architecture and versatile spaces provide a vibrant atmosphere for networking and collaboration, just 17.7km from Winnetka.
  • Baha'i House of Worship: Located only 6.4km away, this stunning temple is renowned for its exquisite architecture and serene gardens. It serves as a symbol of unity and peace, inviting visitors to reflect and engage with the rich cultural heritage of the Baha'i faith.
  • Lake Forest College: Situated 17.7km from Winnetka, this modern university boasts a beautiful campus that merges academic excellence with urban charm. Visitors can explore its lush grounds and enjoy the lively atmosphere of student life.

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.

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

When planning your visit to Winnetka, Illinois, you have several airport options. Chicago O'Hare International Airport (ORD) is situated 20.9km away and offers excellent hotels such as the 4-star Hilton Chicago O'Hare Airport, located a mere 161m from the terminal. Another nearby choice is the 4-star Eaglewood Resort and Spa, 11.3km from ORD. Alternatively, Chicago Midway International Airport (MDW) lies 35.4km from Winnetka, with notable hotels like the 4.5-star InterContinental Chicago Magnificent Mile and Fairmont Chicago at Millennium Park, both 14.5km away. For those considering Milwaukee General Mitchell International Airport (MKE), it is 514.5km from Winnetka, with options like the 4.5-star Potawatomi Hotel & Casino just 9.7km away.

Frequently asked questions

What's the best place to stay in Winnetka?
Located 17.1 mi (27.5 km) from the heart of Winnetka, Congress Plaza Hotel is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Hotel Riu Plaza Chicago and Hilton Chicago. 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. There are 4642 hotels and other accommodation options in the surrounding area. 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.