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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, (2,416 reviews)
"Great spot and view, would stay again!"
United States
Kimberly
$179 nightly
The price is $210
Mar 31 - Apr 1
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (511 reviews)
"Lots of stuff close by , cool vibe inside and very nice staff"
United States
Abel
$79 nightly
The price is $93
Mar 31 - Apr 1
Total with taxes and fees
FOUND Hotel Chicago River North

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,819 reviews)
"Great location, clean and decent sized room, staff was helpful and amenities are very convenient!"
United States
MaryJane
$79 nightly
The price is $93
Mar 31 - Apr 1
Total with taxes and fees
Freehand Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,036 reviews)
"very beautiful hotel and great location "
United States
Ciandra
$108 nightly
The price is $127
Mar 26 - Mar 27
Total with taxes and fees
River Hotel

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,702 reviews)
"Amazing place to stay!"
United States
Nia
$155 nightly
The price is $182
Apr 1 - Apr 2
Total with taxes and fees
Hilton Chicago

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, (1,320 reviews)
"Very beautiful place to stay"
United States
angie
$112 nightly
The price is $132
Mar 29 - Mar 30
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,410 reviews)
"Wonderful hotel, friendly and accommodating staff! "
United States
Chevon
$96 nightly
The price is $113
Mar 26 - Mar 27
Total with taxes and fees
Club Quarters Hotel, Central Loop, Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,116 reviews)
"Nice place to stay. "
United States
Akanksha
$118 nightly
The price is $139
Mar 29 - Mar 30
Total with taxes and fees
The Godfrey Hotel Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,157 reviews)
"Nice location and good hotel"
United States
Taneshia
$99 nightly
The price is $116
Mar 26 - Mar 27
Total with taxes and fees
Aloft Chicago Mag Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,366 reviews)
"Loved this hotel!"
United States
Ellen
$98 nightly
The price is $115
Apr 5 - Apr 6
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,014 reviews)
"Clean room, nice hotel, nice staff"
United States
Melanie
$116 nightly
The price is $136
Apr 1 - Apr 2
Total with taxes and fees
Congress Plaza Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,190 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
$114 nightly
The price is $134
Apr 5 - Apr 6
Total with taxes and fees
Ivy Boutique Hotel

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,038 reviews)
"Great location and very clean hotel with nice staff. "
United States
Carrie
$168 nightly
The price is $197
Apr 1 - Apr 2
Total with taxes and fees
Arlo Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,131 reviews)
"Great stay!"
United States
Hannah
$108 nightly
The price is $127
Mar 26 - Mar 27
Total with taxes and fees
Club Quarters Hotel Wacker at Michigan, Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,338 reviews)
"We had a great stay and the staff are very friendly and accommodating. "
United States
Krista
$159 nightly
The price is $183
Apr 5 - Apr 6
Total with taxes and fees
Palmer House a Hilton Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,323 reviews)
"Greatest hotel "
United States
Solomon
$122 nightly
The price is $143
Mar 30 - Mar 31
Total with taxes and fees
Eurostars Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,034 reviews)
"Staff was friendly and location was central to walk to many of the big sights "
United States
Jensen
$96 nightly
The price is $113
Mar 26 - Mar 27
Total with taxes and fees
Central Loop Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,250 reviews)
"Amazing stay "
United States
Napoleon
$125 nightly
The price is $146
Mar 30 - Mar 31
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,749 reviews)
"Loved this hotel, i will be back"
United States
Shari
$152 nightly
The price is $178
Mar 29 - Mar 30
Total with taxes and fees
The Wade

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,626 reviews)
"Great location ans staff was amazing!!"
United States
Bianca
$156 nightly
The price is $183
Apr 6 - Apr 7
Total with taxes and fees
Hotel Riu Plaza 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 Parks: Winnetka features beautiful parks perfect for picnics, outdoor activities, and enjoying nature.
  • Family-Friendly Beaches: Relax at local beaches that offer a great space for families to unwind and have fun.
  • Cultural Experiences: Explore local museums and attend music concerts to immerse yourself in the community's rich culture.
  • Charming Neighborhoods: Discover inviting neighborhoods with friendly locals and romantic spots ideal for strolls.
  • Varied Accommodations: Choose from a range of hotels, including pet-friendly and LGBTQIA welcoming options.

Find great hotels near Winnetka

Discover a variety of hotel accommodations in Winnetka, Illinois, catering to both leisure and business travelers. From pet-friendly options to LGBTQIA welcoming environments, you’ll find the best hotels that suit your needs. Whether you're looking for hotels near Winnetka or the most popular spots to stay, Winnetka offers a welcoming atmosphere and convenient amenities for a memorable vacation experience.

  • Holiday Inn Chicago North-Evanston by IHG: A well-rated 3-star hotel with an average guest rating of 8.6, Holiday Inn Chicago North-Evanston by IHG is an ideal choice for business travelers. Located 5 miles from Winnetka, this hotel offers a blend of comfort and convenience, featuring spacious rooms equipped with modern amenities. Guests appreciate the on-site business center and meeting facilities, which cater to corporate needs. Additionally, the hotel has a restaurant and fitness center, ensuring a pleasant stay for those balancing work and leisure.
  • Motel 6 Prospect Heights, IL: A budget-friendly option with a guest rating of 8.2, Motel 6 Prospect Heights, IL is situated 8 miles from Winnetka and is perfect for travelers seeking a pet-friendly environment. This motel allows pets on-site, making it a great choice for those traveling with furry companions. Guests can enjoy basic yet comfortable accommodations at affordable rates, with amenities designed for a hassle-free stay. The friendly atmosphere and convenient location add to the appeal for budget-conscious visitors.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: A premium 4-star hotel with an impressive guest rating of 8.8, DoubleTree by Hilton Chicago - North Shore Conference Center is located 4 miles from Winnetka and caters to families, shoppers, and business travelers alike. This hotel is situated in a vibrant shopping district and offers family-friendly amenities, including complimentary cribs for young children. Guests can enjoy a warm and welcoming environment, along with on-site dining options and well-equipped meeting spaces, making it a versatile choice for all types of visitors.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful blend of outdoor activities and family-friendly experiences, making it an ideal vacation spot. Explore nearby charming neighborhoods and cities to enjoy a warm, inviting atmosphere filled with friendly locals and romantic spots. With its scenic parks and vibrant community, Winnetka is perfect for those seeking relaxation and adventure. Don't miss trending attractions within a short drive, ensuring a memorable getaway for travelers of all kinds.

  • Chicago: As a vibrant metropolis, Chicago is a must-visit for any traveler. Located just a short drive from Winnetka, this bustling city draws visitors year-round, especially from July to September. Known for its rich cultural scene, Chicago offers a variety of experiences, from shopping in the Magnificent Mile to catching a show at one of its renowned theaters. Outdoor enthusiasts can enjoy the beautiful urban parks or catch a game at a local stadium. With its iconic skyline and diverse neighborhoods, Chicago promises a thrilling urban adventure.
  • Northfield: Nestled close to Winnetka, Northfield is a charming village that offers a quieter yet engaging experience. Though its visitor numbers peak during the spring and summer months, Northfield welcomes tourists any time of the year. The village is perfect for families and outdoor lovers, featuring ample green spaces and recreational activities. Visitors can explore local educational institutions, enjoy a round of golf, or take in a performance at the community theater. Northfield’s welcoming atmosphere and picturesque surroundings make it a delightful stop on your trip.
  • Kenilworth: Just 2 miles from Winnetka, Kenilworth is an elegant city that provides a serene escape from the hustle and bustle. With its moderately seasonal visitor trends, the city sees its peak in spring and summer, making it ideal for outdoor activities and family outings. Kenilworth boasts beautiful beaches, perfect for a day of sun and fun, along with access to modern educational facilities. Enjoy the lovely recreational areas and catch a local theater performance, all while soaking in the quaint charm that Kenilworth has to offer.

Things to do near Winnetka

Winnetka, Illinois, offers a delightful blend of outdoor activities and family-friendly attractions. Visitors can explore picturesque parks, enjoy scenic hiking trails, and attend local music concerts. Whether you're seeking a romantic evening or want to engage in educational experiences, Winnetka has something for everyone. Don't miss the chance to immerse yourself in the area's charming amenities and vibrant recreational areas.

Shopping

The charming boutiques in downtown Winnetka, like The Book Stall and The Spice House, offer unique gifts and local products. If you're up for a drive, Northbrook Court and Old Orchard Mall are great options, featuring a variety of national retailers and dining experiences to explore.

Recreation

At Chevy Chase Country Club, indulge in upscale amenities and serene golf courses, perfect for relaxation. Ravinia Green Country Club offers a luxurious atmosphere with exquisite dining and wellness programs. Bridges of Poplar Creek Country Club invites you to unwind amidst beautiful landscapes and top-notch facilities for rejuvenation.

Adventure

Winnetka is home to the beautiful beaches along Lake Michigan, perfect for swimming, kayaking, or sunbathing. For hiking enthusiasts, the nearby Skokie Lagoons offers scenic trails and wildlife spotting. Don't miss the exhilarating bike paths along the lakefront for stunning views and fresh air.

Nightlife

Explore the vibrant nightlife at The Lantern, a cozy spot on Elm Street with craft cocktails and a welcoming atmosphere. For a lively evening, visit the Winnetka Sports Bar on Green Bay Road, where you can enjoy pub fare while catching a game on the big screen.

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

Booking tips and Expedia advantages for Winnetka

  • 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 Monday. 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 hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. 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 your flights and activities through an Expedia package deal.

Find the best attractions in and around Winnetka

Winnetka, Illinois, is perfect for outdoor and family vacations, offering beautiful scenery and a variety of attractions. Visitors can enjoy the local beaches, urban parks, and museums that cater to those seeking cultural experiences and outdoor fun. Whether you're relaxing by the water or exploring the rich history, Winnetka provides a delightful getaway for travelers looking to connect with nature and the community.

  • Elder Lane Beach: Enjoy the relaxing beach vibes at Elder Lane Beach, located within Winnetka. This scenic spot offers a peaceful escape where you can soak up the sun, take leisurely strolls along the shore, and enjoy the beauty of Lake Michigan.
  • Chicago Botanic Garden: Just 4 miles from Winnetka, the Chicago Botanic Garden features stunning outdoor landscapes, perfect for a romantic stroll or family outing. With diverse plant collections and beautiful blooms, it's a tranquil paradise for nature lovers.
  • Baha'i House of Worship: Also located 4 miles away, the Baha'i House of Worship is a stunning temple that showcases rich cultural vibes. Its beautiful architecture and serene gardens provide a peaceful atmosphere for reflection and exploration.

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 three major airports nearby. Chicago O'Hare International Airport (ORD) is situated 13 miles away, with excellent hotel options like the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both 2 miles from the airport. Milwaukee General Mitchell International Airport (MKE) is 59 miles away, featuring hotels such as The Pfister Hotel and Kimpton Journeyman Hotel, each 6 miles from the airport. Lastly, Chicago Midway International Airport (MDW) is 22 miles away, with luxury stays like The Langham and Trump International Hotel, both 9 miles from MDW. Each airport offers accessible transportation to these hotels.

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 $62 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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