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Our top choices for Winnetka hotels

1. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Seonghyun
$135 nightly
$161 total
Sep 7 - Sep 8
Total with taxes and fees
Congress Plaza Hotel

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
United States
Enrique
$222 nightly
$264 total
Aug 30 - Aug 31
Total with taxes and fees
Hotel Riu Plaza Chicago

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Dana
$152 nightly
$181 total
Aug 23 - Aug 24
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
United States
Colleen
$163 nightly
$191 total
Aug 30 - Aug 31
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

5. Omni Chicago Hotel

Omni Chicago Hotel
Downtown Chicago
United States
Monika
$251 nightly
$298 total
Aug 9 - Aug 10
Total with taxes and fees
Omni Chicago Hotel

6. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Jose
$169 nightly
$193 total
Aug 30 - Aug 31
Total with taxes and fees
Hyatt Regency O'Hare Chicago

7. DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center
Skokie
United States
Eric
$109 nightly
$125 total
Aug 16 - Aug 17
Total with taxes and fees
DoubleTree by Hilton Chicago - North Shore Conference Center

8. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Roxanne
$152 nightly
$181 total
Aug 23 - Aug 24
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile

9. Hilton Garden Inn Chicago North Shore/Evanston

Hilton Garden Inn Chicago North Shore/Evanston
Downtown Evanston
United States
Jacqueline
$152 nightly
$174 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Garden Inn Chicago North Shore/Evanston

10. River Hotel

River Hotel
Downtown Chicago
United States
william
$140 nightly
$166 total
Aug 9 - Aug 10
Total with taxes and fees
River Hotel

11. Hampton Inn & Suites Chicago-North Shore/Skokie

Hampton Inn & Suites Chicago-North Shore/Skokie
Skokie
United States
Adam
$139 nightly
$159 total
Aug 16 - Aug 17
Total with taxes and fees
Hampton Inn & Suites Chicago-North Shore/Skokie

12. Hilton Orrington / Evanston

Hilton Orrington / Evanston
Downtown Evanston
United States
Rebecca
$178 nightly
$203 total
Sep 1 - Sep 2
Total with taxes and fees
Hilton Orrington / Evanston

13. Sheraton Chicago Northbrook Hotel

Sheraton Chicago Northbrook Hotel
Northbrook
United States
Christopher
$135 nightly
$152 total
Aug 23 - Aug 24
Total with taxes and fees
Sheraton Chicago Northbrook Hotel

14. Renaissance Chicago North Shore Hotel

Renaissance Chicago North Shore Hotel
Northbrook
United States
Stephanie
$127 nightly
$143 total
Aug 16 - Aug 17
Total with taxes and fees
Renaissance Chicago North Shore Hotel

15. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Elizabeth
$200 nightly
$238 total
Aug 9 - Aug 10
Total with taxes and fees
Eurostars Magnificent Mile

16. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
United States
Ana
$206 nightly
$245 total
Sep 7 - Sep 8
Total with taxes and fees
The Allegro Royal Sonesta Hotel Chicago Loop

17. citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
United States
Dylan
$170 nightly
$202 total
Sep 7 - Sep 8
Total with taxes and fees
citizenM Chicago Downtown

18. Freehand Chicago

Freehand Chicago
Downtown Chicago
United States
Justine
$117 nightly
$139 total
Aug 31 - Sep 1
Total with taxes and fees
Freehand Chicago

19. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Ned
$197 nightly
$234 total
Aug 9 - Aug 10
Total with taxes and fees
L7 Chicago by LOTTE

20. Staybridge Suites Chicago - Glenview by IHG

Staybridge Suites Chicago - Glenview by IHG
Glenview
United States
Angela
$118 nightly
$133 total
Aug 16 - Aug 17
Total with taxes and fees
Staybridge Suites Chicago - Glenview by IHG
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Where to stay in Winnetka

Winnetka offers a delightful blend of family-friendly outdoor activities and scenic charm. Explore the vibrant Winnetka Center and nearby districts for a great stay. For your next trip, enjoy the welcoming atmosphere, perfect for relaxation or urban adventures in the nearby Central Loop.

Chicago

Discover Chicago, a vibrant metropolis perfect for travelers seeking a blend of urban excitement and cultural experiences. Visitors will enjoy the bustling shopping along Michigan Avenue, the entertainment at Navy Pier, and the events held at McCormick Place. Situated in Chicago, Winnetka offers easy access to these attractions, making it an ideal base for exploring the city. With its rich offerings, Chicago is a smart choice for your hotel stay, ensuring a memorable vacation.

Northfield

Experience the charm of Northfield, an excellent hub for travelers seeking a blend of business and leisure. This welcoming village in Winnetka is perfect for those wanting to explore attractions like Northwestern University, the stunning Chicago Botanic Garden, and the Donald E. Stephens Convention Center. With its appealing parks and sports facilities, Northfield is ideal for families and outdoor enthusiasts alike. Its strategic location makes booking your stay here a smart choice for an enriching getaway.

Kenilworth

Make your vacation planning effortless by staying in Kenilworth, a haven for families and couples due to its proximity to beautiful beaches and the scenic Northwestern University. Visitors will enjoy exploring the vibrant local theater scene and the peaceful Baha'i House of Worship, perfect for a leisurely day. With its charm and community feel, Kenilworth, located about 2 miles from Winnetka, is an ideal choice for a memorable getaway.

Glencoe

Ideally situated for families and weekend travelers, Glencoe offers a delightful escape just about 2 miles from Winnetka. Visitors can explore the beautiful Chicago Botanic Garden, enjoy the local beach, or attend events at the Donald E. Stephens Convention Center. With its scenic outdoor experiences and vibrant cultural attractions, Glencoe is a smart choice for those looking to relax and recharge.

Gross Point

Travelers visiting the area often choose Gross Point, especially couples and families seeking a blend of outdoor and city experiences. This charming neighborhood offers easy access to attractions like Northwestern University, the Baha'i House of Worship, and the Donald E. Stephens Convention Center, ensuring a rich mix of education, culture, and leisure. Located about 2 miles from Winnetka, Gross Point is a smart choice for those looking to explore the best of Wilmette while enjoying a relaxing stay.

Stay near popular attractions in and around Winnetka

Winnetka, a charming destination, offers a perfect blend of outdoor activities and family-friendly experiences. Explore the scenic beaches and urban parks, or venture to the nearby Winnetka Indian Hill Station for unique adventures. This picturesque locale is ideal for travelers seeking culture and stunning scenery.
A modern architectural building with reflective glass facades and a landscaped area with a pathway.

Northwestern University

8.8/10 (2,121 reviews)
Set the stage for your visit to Northwestern University, a vibrant hub of education and culture located in Evanston, Illinois. With its dynamic atmosphere and stunning campus, this modern university offers unique events and attractions year-round. It's about a 5-mile drive from Winnetka, making it a convenient stop during your trip.
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An aerial view of a university campus with historic buildings, a large modern library, and a waterfront.

Loyola University Chicago

8.2/10 (300 reviews)
Often cited as a favorite among prospective students and visitors alike, Loyola University Chicago offers a vibrant campus atmosphere filled with city vibes. Located about 8 miles by car from Winnetka, it’s an easily accessible destination, making it a convenient stop for those exploring the area.
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A traditional Japanese building with a thatched roof, situated by a calm river with rocks and lush greenery.
Photo by Monica Ferro

Chicago Botanic Garden

8.8/10 (46 reviews)
No trip is complete without a visit to the Chicago Botanic Garden, a stunning oasis ideal for families and couples alike. Nestled in Northbrook, this beautiful garden offers diverse landscapes and vibrant plant collections. It's about 4 miles from Winnetka, making it a convenient escape for a refreshing day outdoors.
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A large white building with a dome, surrounded by trees and grass.

Baha'i House of Worship

8.0/10 (5 reviews)
An essential stop for spiritual seekers and culture enthusiasts, the Baha'i House of Worship offers a serene environment for reflection and appreciation of diverse beliefs. Nestled about 4 miles from Winnetka, this stunning temple showcases intricate architecture, making it a unique addition to your travel itinerary while providing easy access to nearby attractions.
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A box of assorted chocolates.

Chocolate Box

Perfectly suited for chocolate lovers, Chocolate Box in Winnetka offers a delightful array of handmade confections and artisan treats. Nestled in the heart of the village, it's easily accessible and allows visitors to indulge in a sweet experience. Staying nearby makes it simple to enjoy this local favorite.
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Donald E. Stephens Convention Center

8.6/10 (873 reviews)
Ideal for travelers interested in vibrant events, the Donald E. Stephens Convention Center in Rosemont offers a dynamic venue for conferences and exhibitions. Located about 13 miles by car from Winnetka, it provides easy access for those seeking to explore a hub of business activity and networking opportunities. Staying nearby enhances your experience with convenient event access.
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Elder Lane Beach

Enjoy the simplicity of Elder Lane Beach, a charming spot perfect for families and beach lovers. Experience its delightful beach vibes as you relax by the water. Conveniently located within Winnetka, this beach offers easy access to local attractions, making it a great base for your visit.
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Copernicus Center

A stellar choice for business travelers, Copernicus Center offers a dynamic venue for events and conferences in Chicago. Located about 10 miles from Winnetka, it provides a professional atmosphere while being easily accessible, making it a practical option for those seeking to combine work and leisure.
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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.

See all hotels in Winnetka
A suburban street with a stone house, a tree, and a clear sky.

Top Winnetka Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The hotel was clean, with a nice ambience. Good location. The hotel room bathroom had a continuously leaking tub faucet. Housekeeping woke us up at 08:00 in the morning. Then came to our room again at 10:30. We were set to check out at 11:00, so I’m not sure why the unnecessary interruptions. There was not a do not disturb sign to hang on the door."
Sherie 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

8/10 Good
"Clean room"
Maria Joy 1-night trip
Posted 2 hours ago
Fairmont Chicago at Millennium Park
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"This a a really good hotel in a safe area with access to public transportation and amenities"
Samuel 3-night trip
Posted 3 hours ago
Hyatt Regency McCormick Place Chicago
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Well located really close to train station and walking distance to river."
Laura 1-night trip
Posted 12 hours ago
Club Quarters Hotel, Central Loop, Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"The Congress Plaza Hotel was a great choice for location and price. The hotel itself is old. On the one hand, it is great because the lobby has high ceilings and detailed architecture. if it has gold elevators, etc. The rooms are small. However, I would definitely stay there again."
Elaine 2-night trip
Posted 16 hours ago
Congress Plaza Hotel
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

10/10 Excellent
"Amazing stay, clean room, friendly staff, beautiful rooftop pool."
Brianna 2-night trip
Posted 17 hours ago
Holiday Inn & Suites Chicago - Downtown by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Comfortable hotel in the airport. Staff is friendly and professional. Restaurant and bar were super congenial. Great place to stay on a quick trip to Chicago or on layover."
Kristina 1-night trip
Posted 22 hours ago
Hilton Chicago O'Hare Airport
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"good"
Alex 3-night trip
Posted 3 days ago
The Allegro Royal Sonesta Hotel Chicago Loop

More cheap stays in Winnetka

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2881 Touhy Ave Elk Grove Village IL
$53 nightly
$60 total
Sep 1 - Sep 2
Total with taxes and fees
Motel 6 Elk Grove Village, IL - O'Hare
Motel 6 Schiller Park, IL - Chicago O'Hare

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL
$56 nightly
$65 total
Sep 1 - Sep 2
Total with taxes and fees
6.8/10 (2,296 reviews)
Motel 6 Schiller Park, IL - Chicago O'Hare
Comfort Inn Chicago Schaumburg - O'Hare Airport

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL
$83 nightly
$96 total
Sep 7 - Sep 8
Total with taxes and fees
7.2/10 Good! (1,008 reviews)
Comfort Inn Chicago Schaumburg - O'Hare Airport
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL
$115 nightly
$137 total
Aug 30 - Aug 31
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago
Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL
$156 nightly
$185 total
Aug 31 - Sep 1
Total with taxes and fees
8.4/10 Very Good! (1,238 reviews)
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL
$169 nightly
$201 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (1,495 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile

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 $60 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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