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Our top choices for Winnetka hotels

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,502 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is £240
includes taxes & fees
9 May - 10 May
Hyatt Regency Chicago

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, (2,464 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is £218
includes taxes & fees
26 Apr - 27 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,729 reviews)
"We love staying here "
United States
Carrie
The price is £196
includes taxes & fees
8 May - 9 May
Hilton Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,116 reviews)
"lovely hotel "
United States
alyvia
The price is £202
includes taxes & fees
8 May - 9 May
Fairmont Chicago at Millennium Park

Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Great staying with my family definitely coming back!!"
United States
Maria
The price is £178
includes taxes & fees
8 May - 9 May
Residence Inn Chicago Downtown/Loop

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,171 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is £112
includes taxes & fees
19 Apr - 20 Apr
Aloft Chicago Mag Mile

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,916 reviews)
"Overall a great stay."
United States
Joshua
The price is £211
includes taxes & fees
10 May - 11 May
Radisson Blu Aqua Hotel Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,266 reviews)
"Excellent stay."
United States
Fenton
The price is £215
includes taxes & fees
8 May - 9 May
Swissotel - Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,837 reviews)
"Great hotel "
United States
Marina
The price is £129
includes taxes & fees
19 Apr - 20 Apr
Hotel Riu Plaza Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,842 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is £142
includes taxes & fees
26 Apr - 27 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,914 reviews)
"Loved the stay here !"
United States
Alisha
The price is £125
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,643 reviews)
"One of the best hotels to stay. "
United States
Julamad
The price is £213
includes taxes & fees
7 May - 8 May
LondonHouse Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,393 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is £158
includes taxes & fees
8 May - 9 May
Palmer House a Hilton Hotel

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Clean room and great staff"
United States
Lon
The price is £150
includes taxes & fees
9 May - 10 May
Hampton Inn Chicago West Loop Fulton Market Area

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, (2,416 reviews)
"My family and I had a very good two night stay. I would stay here again."
United States
Juliette
The price is £117
includes taxes & fees
19 Apr - 20 Apr
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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, (1,366 reviews)
"Very beautiful place to stay"
United States
angie
The price is £96
includes taxes & fees
29 Apr - 30 Apr
The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,081 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is £105
includes taxes & fees
29 Apr - 30 Apr
River Hotel

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,743 reviews)
"Great hotel"
United States
Jamal
The price is £178
includes taxes & fees
10 May - 11 May
Omni Chicago Hotel

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,017 reviews)
"Great stay "
United States
Jennifer
The price is £100
includes taxes & fees
26 Apr - 27 Apr
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,137 reviews)
"Staff really friendly and hotel was clean and close to everything around the city can’t wait to come back. "
United States
Pablo Ibarra
The price is £236
includes taxes & fees
10 May - 11 May
Pendry Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Winnetka attractions

Learn more about Winnetka

Elegant North Shore homes line the streets near Lake Michigan beaches where locals picnic during summer festivals. Explore the historic Crow Island School's architecture or catch a show at the Winnetka Community House theatre.

Stinson Memorial Library Anna Illinois Listed on the National Register  Funded by Anna businessman Robert Burns Stinson, designed by Walter Burley Griffin who studied under Frank Lloyd Wright.

Top Winnetka Hotel Reviews

More cheap stays in Winnetka

Find out more about Winnetka

Top reasons to visit Winnetka

  • Scenic Outdoor Activities: Winnetka offers beautiful beaches and vibrant parks, perfect for outdoor enthusiasts and families.
  • Family-Friendly Attractions: The town features a variety of educational experiences and recreational areas for all ages.
  • Charming Neighbourhoods: Explore delightful neighbourhoods that embody the friendly, urban atmosphere of Winnetka.
  • Cultural Experiences: Enjoy local music concerts and cultural activities that enrich your visit.
  • Diverse Accommodation Options: Choose from pet-friendly hotels and welcoming guesthouses for a comfortable stay.

Find great hotels near Winnetka

Discover the charm of Winnetka, Illinois, where a variety of accommodation options await to suit your every need. From pet-friendly hotels to welcoming guesthouses, this picturesque village offers a delightful mix of comfort and convenience. Whether you're seeking a business-themed stay or a warm, inclusive atmosphere, Winnetka's best hotels and resorts promise a memorable experience for all travellers.

  • Holiday Inn Chicago North-Evanston by IHG: This 3-star hotel offers a welcoming atmosphere for LGBTQIA travellers and business-oriented guests alike. Located 3.1km from Winnetka, the hotel is designed with a focus on professional amenities. Guests will appreciate the multiple meeting rooms, accessible business centre, and conference space, making it an ideal choice for business trips. With its affiliation to LGBTQI travel guides, the property ensures a supportive environment for all guests. The blend of convenience and inclusivity sets this hotel apart for those seeking both leisure and business experiences.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: A perfect blend of comfort and convenience, this 4-star hotel is situated 2.5km from Winnetka. It caters exceptionally well to families and shopping enthusiasts, located in a vibrant shopping district. Families will find amenities for children, including free cribs, whilst the pet-friendly policy allows for a hassle-free stay with furry companions. With specific restrictions in place for pets, the hotel ensures a balanced environment for all guests. Additionally, the warm hospitality of the iconic DoubleTree cookie upon arrival enhances the overall experience.
  • Hotel Versey Chicago Lincoln Park: Situated 8.1km from Winnetka, Hotel Versey offers a charming and pet-friendly atmosphere, welcoming both LGBTQIA guests and their furry friends. This 3-star establishment prioritises inclusivity while providing essential comforts for a delightful stay. The hotel's pet policy ensures that dogs and cats are permitted, with a fee waiver for service animals. Guests appreciate the relaxed vibe, with its strategic location allowing easy access to nearby attractions. The combination of a friendly atmosphere and convenient amenities makes Hotel Versey an appealing choice for visitors seeking comfort and companionship.

Where to stay in and around Winnetka

Winnetka, Illinois, offers a delightful blend of outdoor activities and scenic beauty, making it an ideal family vacation destination. Visitors can explore charming neighbourhoods and enjoy a friendly, urban atmosphere. Nearby cities enhance your experience with a romantic vibe, perfect for couples. Whether you seek family-friendly outings or a convenient base for adventures, Winnetka is the perfect location to create memorable moments during your trip.

  • Northfield: Nestled in close proximity to Winnetka, Northfield is a charming village that offers a delightful mix of family-friendly activities and outdoor adventures. The area is known for its seasonal appeal, particularly bustling in April and from June to July. Visitors can enjoy various experiences, from vibrant music concerts to expansive shopping areas. The local landmarks, such as sports facilities and urban parks, provide ample opportunities for recreation and relaxation, making Northfield an ideal spot for families and outdoor enthusiasts alike.
  • Kenilworth: A mere 1.2km away from Winnetka, Kenilworth is a picturesque city that thrives on its scenic beauty and outdoor offerings. The town sees a moderate influx of visitors, especially during March, May, and July. Kenilworth is perfect for those seeking a blend of nature and culture, with access to lovely beaches and a national state park. The recreational areas and educational venues add to the family-friendly atmosphere, making it a wonderful destination for those looking to enjoy a relaxing day by the water or an engaging educational experience.
  • Glencoe: Also situated 1.2km from Winnetka, Glencoe is a vibrant city known for its stunning natural landscapes and family-oriented activities. The peak travel months are during the warmer summer season, attracting visitors to its beautiful beaches and serene lakes. Glencoe offers a range of recreational activities, music events, and educational opportunities that appeal to all ages. With its proximity to national parks and outdoor scenery, Glencoe is a perfect getaway for families looking to immerse themselves in nature while enjoying a rich sense of community.

Things to do near Winnetka

Winnetka, Illinois, is an ideal destination for outdoor enthusiasts and families seeking scenic beauty. Visitors can enjoy a variety of activities, including educational experiences, recreational areas, and delightful music concerts. Key highlights include picturesque picnic spots and the exciting Winnetka Adventure, perfect for creating memorable moments in this charming locale.

Shopping

In Winnetka, enjoy shopping at Schaefer's Wines and Liquors, just 1.9km away, offering a great selection of wines and spirits. If you're up for a drive, visit the Fashion Outlets of Chicago, located 6.8km away, for a fantastic range of designer and brand-name bargains.

Recreation

Experience the exhilarating atmosphere at Ryan Field, a vibrant venue for sports enthusiasts located 2.5km from Winnetka. For a musical retreat, enjoy the entertainment vibes at Ravinia Pavilion, also 2.5km away, offering an enchanting setting for live performances under the stars.

Adventure

Experience the thrills of Rainbow Falls Waterpark, located 9.3km from Winnetka, where you can enjoy exhilarating slides and family fun. For a scenic adventure, hike along the Salt Creek Trail, situated 12.4km away, and immerse yourself in the beautiful outdoors. Don’t miss the excitement of Jet Funn, 19.3km away, for some exhilarating water sports.

Nightlife

In Winnetka, the North Shore Center for the Performing Arts offers a delightful mix of culture and entertainment, only 2.5km away. For a family-friendly adventure, Kiddie Kingdom, 4.3km from town, provides endless arcade fun. For a broader experience, the Rosemont Theatre, 6.8km away, showcases captivating performances.

Booking tips and Expedia advantages for Winnetka

To save money on your visit to Winnetka, consider travelling between December and February, when accommodation prices are lower. Opt for a Wednesday stay to secure the best rates, as Saturdays tend to be the priciest. Use Expedia to compare hotel deals and refine your search by budget and eco-friendly options. Additionally, combining your hotel, flights, and activities into a package can lead to substantial savings. For local transport, walking is a budget-friendly way to explore the area, allowing you to enjoy the sights without incurring extra costs.

  • 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: Utilise Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will present you with sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Winnetka with your flights and activities through an Expedia package.

Find the best attractions near Winnetka

Winnetka, Illinois, offers a delightful blend of outdoor activities and family-friendly attractions, making it an ideal destination for tourists. Visitors can enjoy the picturesque beaches, vibrant urban parks, and the charm of local colleges and universities. With a focus on cultural experiences and leisure, Winnetka provides a welcoming atmosphere for families seeking memorable adventures. Be sure to explore the popular attractions and hidden gems that this lovely town has to offer.

  • Northwestern University: Immerse yourself in the vibrant atmosphere of Northwestern University, a modern institution located 3.1km from Winnetka. With its beautiful campus and diverse community, it offers a unique blend of academic excellence and city vibes.
  • Donald E. Stephens Convention Center: Situated 6.8km away, the Donald E. Stephens Convention Center is a hub for events and conferences. Experience its business-like atmosphere, which hosts a variety of exhibitions and gatherings, making it ideal for networking.
  • Montrose Beach: Enjoy the serene beauty of Montrose Beach, located 6.8km from Winnetka. With its sandy shores and picturesque views, it's the perfect spot to relax and soak up the sun while enjoying the beach vibes.

Best time to go to Winnetka

The best time to visit Winnetka can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winnetka falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winnetka falls in January, 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 HighSlightly High
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 LowAverage
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

Visiting Winnetka, Illinois, is convenient with three major airports nearby. Chicago O'Hare International Airport (ORD) is 8.1km away and offers excellent hotel options such as the Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare, both situated 1.2km from the airport. Chicago Midway International Airport (MDW) is 21.2km away, with luxurious accommodations like the Trump International Hotel & Tower and Nobu Hotel, both around 5.6km distant. For a closer option, Chicago Executive Airport (PWK) is 5.0km away, featuring hotels like Crowne Plaza Chicago-Northbrook just 621m from the airport. Each hotel provides easy access to their respective airports, ensuring a smooth journey for travellers.

Frequently asked questions

What is the best area to stay in Winnetka?
The best area to stay in Winnetka is the village centre, particularly near Green Bay Road and Elm Street, for its convenience and access to local amenities.

This area is the heart of Winnetka, offering a pleasant and well-maintained environment. It's very walkable, with a selection of independent shops, cafes, and restaurants lining the main streets. The Winnetka Metra station is also located here, providing easy access to Chicago.

Couples looking for a relaxing getaway will appreciate this area. You'll find lovely boutiques for a leisurely browse and a variety of dining options for evenings out. The nearby Skokie Lagoons also offer opportunities for pleasant walks and kayaking.

For families, staying in the village centre provides great convenience. You're close to local parks, and the main street offers an ice cream parlour and casual eateries.
When is the best time to go to Winnetka?
The best time to go to Winnetka is during late spring (May to early June) or early autumn (September to October).

These periods offer the most pleasant weather for outdoor activities, with comfortable temperatures and less humidity than the peak summer months. You'll find the trees in full bloom in spring or showcasing beautiful colours in autumn, making for picturesque strolls along the lakefront or through the village's well-kept streets.

For those planning to enjoy the village's parks, golf courses, or the Winnetka Community House's events, these seasons provide ideal conditions without the larger crowds or higher temperatures of July and August.
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?
Members always get our best prices. Find our best Winnetka hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 £44 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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