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Our top choices for Winnetka hotels

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,200 reviews)
"Clean, great customer service, "
United States
Arturo
$103 nightly
The price is $121
Feb 8 - Feb 9
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile

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, (1,286 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
$103 nightly
The price is $121
Feb 8 - Feb 9
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3,942 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
$83 nightly
The price is $97
Feb 16 - Feb 17
Total with taxes and fees
The Whitehall Hotel, BW Premier Collection

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,018 reviews)
"Clean rooms, very friendly staff, and great location"
United States
Dipayan
$74 nightly
The price is $86
Feb 8 - Feb 9
Total with taxes and fees
Central Loop Hotel

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,673 reviews)
"Clean room and the staff are great. "
United States
Doug
$72 nightly
The price is $85
Feb 16 - Feb 17
Total with taxes and fees
Best Western Grant Park Hotel

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,551 reviews)
"I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic."
United States
Equilla
$95 nightly
The price is $111
Feb 8 - Feb 9
Total with taxes and fees
Hotel Felix River North/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, (1,840 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
$75 nightly
The price is $89
Feb 16 - Feb 17
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,383 reviews)
"Can't wait to go back love the hotel and the location was great."
United States
eyulonda
$89 nightly
The price is $105
Feb 23 - Feb 24
Total with taxes and fees
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,655 reviews)
"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "
United States
Norah
$89 nightly
The price is $104
Feb 12 - Feb 13
Total with taxes and fees
The Wade

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,678 reviews)
"Room was clean, staff were courteous and helpful, and breakfast was solid."
United States
Ian
$102 nightly
The price is $119
Mar 1 - Mar 2
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Chicago Downtown

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,843 reviews)
"The staff are amazing! "
United States
Joseph
$75 nightly
The price is $88
Feb 16 - Feb 17
Total with taxes and fees
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,299 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
$133 nightly
The price is $156
Feb 11 - Feb 12
Total with taxes and fees
Hotel Riu Plaza Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,784 reviews)
"Great stay"
United States
Jennifer
$98 nightly
The price is $115
Feb 15 - Feb 16
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,415 reviews)
"The staff was very helpful with the check in and the room was great. "
United States
George
$89 nightly
The price is $105
Feb 27 - Feb 28
Total with taxes and fees
Club Quarters Hotel, Central Loop, Chicago

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,526 reviews)
"Great location, friendly staff and nice room"
United States
Srinivasa
$82 nightly
The price is $96
Feb 22 - Feb 23
Total with taxes and fees
Claridge House Chicago, Tapestry Collection by Hilton

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (1,400 reviews)
"Great hotel,, like so much"
United States
Ilham
$89 nightly
The price is $105
Feb 10 - Feb 11
Total with taxes and fees
Hampton Inn Chicago Downtown/Magnificent Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,095 reviews)
"I always stay here when in town. "
United States
Jeffrey
$88 nightly
The price is $104
Feb 16 - Feb 17
Total with taxes and fees
Ivy Boutique Hotel

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (440 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
$56 nightly
The price is $66
Feb 22 - Feb 23
Total with taxes and fees
FOUND Hotel Chicago River North

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,218 reviews)
"Nice location, friendly staff and room was nice"
United States
DeAshley
$96 nightly
The price is $113
Feb 8 - Feb 9
Total with taxes and fees
Eurostars Magnificent Mile

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,748 reviews)
"i've stayed here twice now and its so incredibly charming and beautiful, staff is friendly, and very affordable, HIGHLY reccomend!!"
United States
Jayden
$66 nightly
The price is $78
Feb 16 - Feb 17
Total with taxes and fees
Freehand Chicago
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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.

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

Hotels in Winnetka with star-rating

Find out more about Winnetka

Top reasons to visit Winnetka

  • Scenic Outdoor Activities: Winnetka offers beautiful beaches and urban parks, perfect for outdoor fun and relaxation.
  • Family-Friendly Atmosphere: The community provides a variety of family-oriented events and activities suitable for all ages.
  • Charming Neighborhoods: Explore picturesque neighborhoods with quaint parks and lovely city views.
  • Runnymede Recreation Center: A must-visit for recreational activities and community events.
  • Diverse Accommodations: Enjoy a range of lodging options, from cozy guesthouses to pet-friendly hotels.

Find great hotels near Winnetka

Discover the charm of Winnetka, Illinois, where a variety of accommodations await to enhance your stay. From cozy guesthouses to well-equipped hotels, you'll find options that cater to business travelers and those seeking a pet-friendly or LGBTQIA welcoming experience. Explore our selection of hotels near Winnetka, complete with reviews and amenities to ensure a memorable vacation.

  • Holiday Inn Chicago North-Evanston by IHG: This 3-star hotel offers a warm and welcoming environment, particularly for LGBTQIA travelers. Located 5 miles from Winnetka, it provides a business-themed experience with top-notch amenities tailored for business professionals. Guests can take advantage of the well-equipped Business Center, multiple Meeting Rooms, and accessible Conference Space. The hotel's affiliation with LGBTQI travel guides ensures an inclusive atmosphere, making it an excellent choice for work and leisure alike.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: Experience luxury at this 4-star hotel, situated 4 miles from Winnetka. The DoubleTree combines a business-oriented focus with pet-friendly accommodations, making it perfect for both professionals and pet owners. With amenities such as a 24-hour Business Center, Conference Space, and multiple Meeting Rooms, it's ideal for corporate events. Plus, the hotel’s pet policy allows dogs and cats, enhancing the stay for those traveling with furry friends. The warm cookie welcome at check-in adds a personal touch to your stay.
  • Motel 6 Prospect Heights, IL: For budget-conscious travelers, Motel 6 Prospect Heights, located 8 miles from Winnetka, offers a no-frills, pet-friendly stay. Ideal for those traveling with pets, the motel permits free stays for pets under its generous policy. While it may lack the extensive amenities of higher-rated hotels, guests appreciate the clean, simple rooms and friendly service. This option is perfect for those seeking a straightforward, comfortable place to rest after a day of exploring the area.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful blend of family-friendly atmospheres and scenic outdoor experiences. Explore the charming neighborhoods, enjoy picturesque city views, and take advantage of convenient public transportation. Nearby areas provide vibrant urban vibes, perfect for romantic getaways or business trips. Whether you’re relaxing by the lake or strolling through quaint parks, Winnetka promises a memorable vacation for every traveler.

  • Chicago: As a vibrant metropolis, Chicago is a bustling hub that offers a diverse travel experience. Located approximately 20 miles south of Winnetka, this city comes alive during the summer months, attracting visitors looking for family-friendly activities, outdoor adventures, and iconic city experiences. Explore the renowned shopping districts, catch a game at one of the famous sports arenas, or enjoy a leisurely stroll along the lakeshore. Notable landmarks like Navy Pier and Millennium Park provide endless entertainment, making it a must-visit destination during your stay.
  • Northfield: Just a short drive from Winnetka, Northfield is a quaint village with a charming atmosphere. This community sees consistent visitor traffic year-round, with peaks in the spring and summer months. Families are drawn to its recreational areas and local events, while music concerts add a cultural flair. Enjoy shopping in unique boutiques or relax at the beautiful urban parks. Northfield's inviting environment makes it an ideal spot for those seeking a blend of city-themed experiences and outdoor relaxation.
  • Kenilworth: Located a mere 2 miles from Winnetka, Kenilworth is a picturesque city known for its scenic beauty and family-oriented charm. Visitors flock here during the spring and summer, drawn by the serene beaches and lush parks. Kenilworth offers delightful recreational areas and a vibrant shopping scene that cater to all ages. Its proximity to national and state parks provides ample opportunities for outdoor exploration, making this destination perfect for nature enthusiasts and families alike.

Things to do near Winnetka

Winnetka, Illinois, is perfect for outdoor family vacations, offering scenic views and various activities. Visitors can enjoy educational experiences, explore recreational areas, and attend music concerts. A must-visit spot is the Runnymede Recreation Center, which provides numerous opportunities for fun and relaxation. Whether you're looking to unwind or engage in community events, Winnetka has something for everyone.

Shopping

Schaefer's Wines and Liquors is a great spot just 3 miles away for unique gifts. If you're up for a drive, check out the Fashion Outlets of Chicago, 11 miles away, where you'll find a wide range of shops and entertainment options.

Recreation

Experience live music at Ravinia Pavilion, where the vibrant atmosphere enhances every concert. For sports enthusiasts, Ryan Field offers thrilling events in a lively setting. For a more relaxed vibe, visit Northbrook Sports Complex, perfect for unwinding and engaging in wellness activities.

Adventure

Rainbow Falls Waterpark, located 15 miles from Winnetka, offers thrilling water slides and relaxing pools, perfect for family fun and excitement. For nature lovers, the Salt Creek Trail, 20 miles away, provides scenic hiking with beautiful landscapes. Don't miss Jet Funn, 31 miles away, for exhilarating water sports adventures.

Nightlife

Experience the vibrant nightlife in Winnetka by visiting the North Shore Center for the Performing Arts for a captivating show, or head to the Rosemont Theatre for a romantic evening filled with culture. For some fun, check out Kiddie Kingdom, where adventure awaits just a short drive 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 during your visit to Winnetka, plan your trip between December and February when hotel prices are lower, particularly on Wednesdays. Use Expedia to compare room rates and find the best deals; consider package deals to save on flights and activities as well. Joining Expedia's One Key membership can provide exclusive discounts and help you earn cash for future stays. Explore free local attractions and utilize public transport for affordable travel within the area, making your vacation enjoyable 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: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winnetka with flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Winnetka

Winnetka, Illinois, is a fantastic destination for outdoor and family vacations, offering beautiful beaches, urban parks, and modern college campuses. Visitors can immerse themselves in local culture while enjoying scenic views and family-friendly activities. With a variety of attractions, including serene waterfronts and vibrant parks, there's something for everyone to experience in this charming community.

  • Northwestern University: Located 5 miles from Winnetka, Northwestern University offers a vibrant atmosphere with its modern architecture and beautiful campus. Visitors can enjoy a stroll through its picturesque grounds and appreciate the rich history and academic excellence that permeates this esteemed institution.
  • Donald E. Stephens Convention Center: Situated 11 miles away, this event venue is a hub for business and conferences. The center boasts modern facilities and hosts a variety of events, making it an ideal stop for networking and exploring the latest in industry trends.
  • Chicago Botanic Garden: Just 4 miles from Winnetka, this stunning botanical garden provides a serene escape with its lush landscapes and romantic settings. Perfect for families, couples, or solo visitors, it's a place to relax and connect with nature.

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

Traveling to Winnetka, Illinois, is convenient with access to three major airports. Chicago O'Hare International Airport (ORD) is the closest, located 13 miles away, with nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both about 2 miles from the airport. Chicago Midway International Airport (MDW) is 22 miles away, with luxurious options such as the 5-star Trump International Hotel & Tower Chicago, 9 miles from the airport. Milwaukee's General Mitchell International Airport (MKE) is 59 miles away, featuring hotels like the Pfister Hotel, 6 miles from the airport. Each airport offers various transportation services to make your arrival seamless.

Frequently asked questions

What is the best area to stay in Winnetka?
The best area to stay in Winnetka is near the village center, particularly along Green Bay Road and Elm Street, as this offers convenient access to local amenities and the Metra train station.

This central area provides a pleasant, walkable experience with a selection of boutique shops, local eateries, and essential services. The Winnetka Metra station is located here, offering direct train service to downtown Chicago, making it very convenient for those who wish to explore the city without driving.

Couples looking for a relaxing stay will appreciate the village center's peaceful atmosphere and access to nearby parks like Indian Hill Park. The area's well-maintained streets and local businesses create a comfortable setting for a quiet getaway.

For solo travelers, staying near the village center offers excellent connectivity.
When is the best time to go to Winnetka?
The best time to visit Winnetka is during the late spring (May to early June) and early fall (September to October) when the weather is pleasant and the natural beauty of the area is at its peak.

During these months, you'll experience comfortable temperatures, ideal for enjoying outdoor activities such as walking along the Lake Michigan shoreline or exploring the village's well-maintained parks. The trees are either in full bloom or displaying vibrant autumn colors, enhancing the scenic quality of the area. This period also avoids the peak summer crowds and the colder winter months.

Families will find late spring particularly appealing, as the weather is mild enough for children to play outdoors without extreme heat, and local events like farmers' markets may begin. Many of the community's public spaces, like the Hubbard Woods Park, are great for picnics and casual strolls when the weather is agreeable.

Couples looking for a relaxing getaway will appreciate the early fall. The cooler air and colorful foliage create a picturesque setting for leisurely walks through residential areas with their stately homes and along the quiet beaches.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 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 Winnetka hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Winnetka hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Winnetka hotel?
Prices for hotels in Winnetka often vary, but you can find a great deal from $43 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 the cheapest rate.

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