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Winnetka Hotels

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Sep 10 - Sep 11
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Sep 11 - Sep 12
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Sep 11 - Sep 13
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Sep 18 - Sep 20

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Our top choices for Winnetka hotels

1. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Ashraf
P17,377
P22,815 total
includes taxes & fees
Sep 27 - Sep 28
Sable at Navy Pier Chicago, Curio Collection by Hilton

2. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
United States
Valerie
P14,833
P19,471 total
includes taxes & fees
Sep 20 - Sep 21
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

3. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
United States
Jarred
P15,964
P20,762 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Riu Plaza Chicago

4. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
United States
Odessia
P11,188
P13,302 total
includes taxes & fees
Sep 20 - Sep 21
Aloft by Marriott Chicago Mag Mile

5. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
Canada
Jeremy
P13,006
P15,462 total
includes taxes & fees
Oct 1 - Oct 2
Hilton Chicago/Magnificent Mile Suites

6. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Anfal
P17,505
P23,000 total
includes taxes & fees
Sep 20 - Sep 21
InterContinental Chicago Magnificent Mile by IHG

7. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Downtown Chicago
United States
Kelly
P11,303
P13,439 total
includes taxes & fees
Sep 27 - Sep 28
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8. The Wade

The Wade
Downtown Chicago
United States
Allison
P15,880
P18,879 total
includes taxes & fees
Sep 13 - Sep 14
The Wade

9. Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
United States
Jon
P12,701
P15,100 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Chicago Downtown/Magnificent Mile

10. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
United States
Madelyn
P12,412
P14,757 total
includes taxes & fees
Sep 20 - Sep 21
DoubleTree by Hilton Chicago - Magnificent Mile

11. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Ann
P19,746
P23,476 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Vacation Club Hotel Blake Chicago

12. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
Canada
Kristeen
P12,596
P14,976 total
includes taxes & fees
Sep 27 - Sep 28
Embassy Suites by Hilton Chicago Downtown River North

13. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
United States
Emmanuel
P19,445
P25,052 total
includes taxes & fees
Sep 27 - Sep 28
Radisson Blu Aqua Hotel Chicago

14. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Canada
Kamal
P17,058
P22,115 total
includes taxes & fees
Sep 20 - Sep 21
LondonHouse Chicago, Curio Collection by Hilton

15. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Lori
P15,889
P20,725 total
includes taxes & fees
Sep 25 - Sep 26
Hilton Chicago

16. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Laura
P11,189
P13,302 total
includes taxes & fees
Sep 21 - Sep 22
The Chicago Hotel Collection Ambassador Gold Coast

17. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
United States
LISA
P13,754
P16,352 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place Chicago/Downtown - The Loop

18. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
United States
Bridgette
P14,637
P19,603 total
includes taxes & fees
Sep 27 - Sep 28
Swissotel - Chicago

19. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
christina
P16,162
P19,214 total
includes taxes & fees
Oct 1 - Oct 2
L7 Chicago by LOTTE

20. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
Downtown Chicago
United States
Anton
P22,444
P28,542 total
includes taxes & fees
Sep 20 - Sep 21
Sofitel Chicago Magnificent Mile
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Stay near popular Winnetka attractions

Elder Lane Beach

This lakefront sanctuary offers a serene escape with pristine sandy shores and Lake Michigan views. Enjoy a peaceful afternoon in the adjacent park with its well-maintained picnic areas and playground.
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Maple Street Beach

Why not spend a lazy afternoon at Maple Street Beach during your trip to Winnetka? Amble around the area's forest or visit its shops.
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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

10/10 Excellent
"Room was comfortable & very clean. Staff was very accommodating."
Joan 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"My stay was great. But the hallway was off putting."
Asa 2-night trip
Posted less than an hour ago
Congress Plaza Hotel
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"It was our first time in Chicago, and we would definitely stay here again. The hotel is clean, quiet, and so pretty. (with an art deco vibe) It’s also located in a great area, very easily walkable to most shops/attractions/etc that were already on our list. The staff was so friendly. I wish I got the name of the lovely lady who was so generous to my friends and I. Overall such a nice comfy place to stay at!"
Angelica 2-night trip
Posted less than an hour ago
Warwick Allerton - Chicago
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"I really liked the fact they had water stations with bottles you could fill up"
Paige 2-night trip
Posted less than an hour ago
Club Quarters Hotel, Central Loop, Chicago
The Wade

The Wade

8/10 Good
"Staff was friendly, bar was nice, but don’t go to Timmy’s for food or good drinks. And don’t drink the water in the room"
Perrico 1-night trip
Posted less than an hour ago
The Wade
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"great location"
Jennifer 2-night trip
Posted 1 hour ago
Hyatt Regency Chicago
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Everyone was so nice and attentive. It was very clean. Rooms are small but we didn’t mind. Overall, we liked it as a couple and we would stay there again."
Veronica 3-night trip
Posted 2 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Hilton Chicago

Hilton Chicago

10/10 Excellent
"nice"
Daryn 1-night trip
Posted 2 hours ago
Hilton Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"It really is worth the extra cost to stay at this hotel if you have a very early flight or get in on a late flight and need a place to stay. It is literally across the street from the airport. There is a way to walk to the terminal undercover if it’s raining but if the weather is clear, you can walk 2 mins and be from hotel lobby to terminal. And leaving your car here while traveling is a bit pricey but you can at least cut that cost in half if you buy it through an airport parking app and it could not be more easy and you get valet service as a bonus."
Julie 1-night trip
Posted 3 hours ago
Hilton Chicago O'Hare Airport

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
P3,300
P3,729 total
Oct 1 - Oct 2
includes taxes & fees
7.8/10 Good! (2,004 reviews)
Motel 6 Elk Grove Village, IL - O'Hare
Quality Inn O'Hare Airport

Quality Inn O'Hare Airport

3801 North Mannheim Road Schiller Park IL
P5,424
P6,237 total
Sep 27 - Sep 28
includes taxes & fees
7.6/10 Good! (2,340 reviews)
Quality Inn O'Hare Airport
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL
P10,257
P12,042 total
Sep 29 - Sep 30
includes taxes & fees
7.6/10 Good! (2,827 reviews)
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
P12,441
P14,791 total
Sep 20 - Sep 21
includes taxes & fees
8.4/10 Very Good! (1,329 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
P12,701
P15,100 total
Sep 20 - Sep 21
includes taxes & fees
8/10 Very Good! (1,594 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
Motel 6 Schiller Park, IL - Chicago O'Hare

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL
Get rates
6.8/10 (2,349 reviews)
Motel 6 Schiller Park, IL - Chicago O'Hare

Find out more about Winnetka

Top reasons to visit Winnetka

  • Stunning Beaches: Winnetka boasts beautiful beaches, perfect for relaxing by the water and enjoying scenic views.
  • Charming Parks: The area features lovely parks and dog parks, ideal for family outings and outdoor activities.
  • Vibrant Community Feel: Experience the warm hospitality of the locals and the lively atmosphere of the neighbourhood.
  • Cultural Experiences: Engage in educational pursuits and enjoy various music concerts throughout the year.
  • Diverse Accommodations: Winnetka offers a range of welcoming lodgings, from cosy guesthouses to pet-friendly hotels.

Find great hotels near Winnetka

Explore a range of charming accommodations in Winnetka, Illinois, ideal for both leisure and business travellers. From inviting hotels to cosy guesthouses, you'll find pet-friendly options and LGBTQIA welcoming environments. Whether you're seeking a comfortable stay or looking for insights through hotel reviews, Winnetka offers a delightful blend of hospitality to make your visit truly memorable.

  • Holiday Inn Chicago North-Evanston by IHG: This inviting 3-star hotel is designed for business travellers seeking a comfortable and productive stay. Located a mere 8km from Winnetka, the Holiday Inn Chicago North-Evanston boasts a guest rating of 8.6 out of 10, reflecting its commitment to quality service. Guests appreciate the modern amenities, including a well-equipped business centre and complimentary Wi-Fi throughout the property. The hotel's on-site dining options offer a convenient way to unwind after a day of meetings, making it an ideal choice for those balancing work and leisure.
  • Motel 6 Prospect Heights, IL: A budget-friendly option, this Motel 6 is 13km from Winnetka and enjoys a guest rating of 8.2 out of 10. It caters to pet owners with its welcoming pet policy, ensuring that your furry companions can join in on your travels. The no-fee service for assistance animals and the free allowance for pets make it an attractive choice for those seeking an economical stay without compromising on comfort. Clean and straightforward, this motel provides basic amenities designed for a pleasant overnight experience.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: This 4-star hotel, located just 6km from Winnetka, offers a family-friendly atmosphere with a guest rating of 8.8 out of 10. The DoubleTree is ideally situated in a vibrant shopping district, making it convenient for guests looking to indulge in retail therapy. Its family-oriented amenities, including complimentary cribs, ensure a comfortable stay for those travelling with children. The hotel's elegant design and comprehensive meeting facilities also cater to business travellers, creating a versatile environment for both leisure and work.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful getaway for families and nature enthusiasts alike, with its picturesque scenery and charming atmosphere. Visitors can explore lovely parks, tranquil campgrounds, and family-friendly attractions, making it an ideal destination for a weekend retreat. Nearby cities enhance the experience with their urban vibes and welcoming locals, perfect for those seeking romance or a vibrant community feel. Whether you're planning a holiday or a short escape, Winnetka promises memorable adventures for all.

  • Chicago: As a vibrant metropolis, Chicago offers an expansive urban experience just a short journey from Winnetka. The city attracts visitors throughout the year, with peak times during the summer months. Known for its family-friendly attractions and outdoor activities, Chicago features iconic shopping areas, renowned theatre venues, and bustling entertainment facilities. Notable landmarks include the city's famous sports stadiums, picturesque urban parks, and a lively tourist precinct. Whether you're enjoying a day at Navy Pier or exploring the Art Institute, Chicago provides a rich tapestry of experiences for every traveller.
  • Northfield: Nestled within the vicinity of Winnetka, Northfield is a charming village that offers a delightful retreat for families and outdoor enthusiasts. With consistent visitor numbers year-round, Northfield peaks in the spring and summer. This quaint village features educational institutions, golf courses, and a vibrant theatre scene that showcases local talent. Its close proximity to beautiful urban parks and a modern college university makes it an appealing destination for relaxation and cultural enrichment. Visitors will find plenty of opportunities to enjoy the serene environment while partaking in community events.
  • Kenilworth: Just a couple of miles from Winnetka, Kenilworth is a picturesque city that balances outdoor activities with family-oriented attractions. The seasonal travel patterns see peaks during the spring and summer months, drawing visitors to its scenic beaches and recreational areas. Kenilworth is home to notable educational institutions and a thriving theatre community, making it a culturally rich destination. Explore the family-friendly beach or visit the modern college university to appreciate the local charm. Kenilworth's inviting atmosphere makes it an ideal spot for a leisurely day trip.

Things to do in Winnetka

Shopping

In Winnetka, you can explore charming local shops like The Book Stall and The Spice House for unique gifts. If you're up for a drive, visit Westfield Old Orchard Mall, which offers a variety of retail stores and dining options in a vibrant outdoor setting.

Recreation

In Winnetka, the Wellness House offers holistic health programmes and yoga classes designed to promote relaxation and mindfulness. The nearby North Shore Yoga Studio features a variety of classes, from gentle flow to restorative sessions, set in a serene environment that encourages inner peace and rejuvenation.

Adventure

In Winnetka, explore the scenic trails of the Skokie Lagoons, ideal for hiking and kayaking amidst nature. Discover exciting water sports at the local beaches along Lake Michigan, or try your hand at paddleboarding for a refreshing adventure with stunning views of the shoreline.

Nightlife

Winnetka offers a charming nightlife scene with cosy bars and inviting restaurants. Enjoy a relaxing evening at The Happ Inn, where you can savour craft beers, or visit the local wine bar for a sophisticated wine tasting experience. Stroll along the scenic streets for a delightful atmosphere.

*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, consider travelling between December and February when accommodation prices are lower. Book your stay for a Wednesday, the most affordable day, and use Expedia’s search tool to find budget-friendly hotels, including eco-certified options. Combine your hotel, flights, and activities into an Expedia package for further savings. Take advantage of local public transport for economical travel around the area, and explore free activities like parks and walking trails to enjoy the natural beauty without spending a fortune.

  • 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 arrange the results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Furthermore, you have the option to filter your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and eco-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 blend of outdoor family activities and scenic beauty, making it an ideal holiday destination. Visitors can enjoy a variety of attractions, including beautiful beaches, urban parks, and dog parks, which cater to those seeking cultural experiences and outdoor adventures. Whether you're relaxing by the water or exploring the local parks, Winnetka promises a memorable getaway for all.

  • Chicago Botanic Garden: Nestled only 6km from Winnetka, this expansive botanical garden offers a serene escape with its stunning landscapes, diverse plant collections, and tranquil lakes. Ideal for families, couples, or solo wanderers, visitors can enjoy leisurely strolls, educational programs, and seasonal events amidst vibrant flora.
  • Emil Bach House: Located 11km away, this historic house exemplifies Frank Lloyd Wright's architectural genius. With its unique design and rich cultural heritage, a visit here provides insight into early 20th-century American architecture, making it a delightful stop for enthusiasts and curious minds alike.
  • Athenaeum Theatre: Situated 19km from Winnetka, this arts centre is a hub for performing arts. The theatre hosts a variety of productions, from plays to concerts, offering a vibrant cultural experience in a beautifully restored historic venue, perfect for those seeking artistic inspiration.

Best time to go to Winnetka

The best time to visit Winnetka is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January24.8°F (-4.0°C)Light RainMostly CloudySlightly LowSlightly Low
February26.2°F (-3.2°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.5°F (19.7°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
September66.7°F (19.3°C)Light RainMostly SunnyAverageSlightly High
October54.3°F (12.4°C)Light RainMostly SunnySlightly LowSlightly High
November41.5°F (5.3°C)Light RainMostly SunnyAverageAverage
December32.2°F (0.1°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Winnetka

Accessing Winnetka, Illinois, is convenient via three major airports. Chicago O'Hare International Airport (ORD) is the closest, situated 21km away, with notable hotels such as the Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both just 3km from the airport. Milwaukee's General Mitchell International Airport (MKE) is 95km away, with excellent accommodations like the Potawatomi Hotel & Casino nearby. Lastly, Chicago Midway International Airport (MDW) is 35km distant, featuring luxury options like the Trump International Hotel & Tower. Each airport offers transportation services to ensure a smooth journey to your destination in Winnetka.

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 traveler data. Two other options for your visit to the area are The Chicago Hotel Collection Ambassador Gold Coast and Kasa Magnificent Mile 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, you'll find most hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period 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 coffeehouses. Top sights around the area include Wrigley Field, Navy Pier, and Michigan Avenue. There are 4401 hotels and other accommodations in the surrounding area. Find out more about Winnetka.
What should I do while I'm visiting Winnetka?
Favorite places to visit include Lake Michigan, Maple Street Beach, and Elder Lane Beach. Additionally, you'll find Wrigley Field and Navy Pier in the area. Check out what more to see and do in Expedia's Winnetka guide.
What's the best way to get around Winnetka?
To see more of 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 like in Winnetka?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.

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