Find hotels in Winnetka, IL from £49

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 Winnetka hotels and places to stay

Our top choices for Winnetka hotels

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2250)
"Great stay "
The price is £88
includes taxes & fees
2 Sept - 3 Sept
Freehand Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2105)
"Great place to stay!"
The price is £184
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1340)
"Great stay highly recommend!! "
The price is £114
includes taxes & fees
1 Sept - 2 Sept
Claridge House

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1011)
"Great location and hotel "
The price is £118
includes taxes & fees
3 Sept - 4 Sept
Ivy Boutique Hotel

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (213)
"Great place "
The price is £89
includes taxes & fees
2 Sept - 3 Sept
FOUND Hotel Chicago River North

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great place to stay!"
The price is £96
includes taxes & fees
2 Sept - 3 Sept
Ohio House Motel

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (574)
"It was a wonderful place to stay! "
The price is £111
includes taxes & fees
1 Sept - 2 Sept
The Chicago Hotel Collection River North

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1702)
"Had a great stay! The area is very walkable and convenient!!"
Hotel Saint Clair- Magnificent Mile

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2612)
"Great hotel! "
The price is £88
includes taxes & fees
2 Sept - 3 Sept
Best Western Grant Park Hotel

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1907)
"Nice property "
The price is £152
includes taxes & fees
1 Sept - 2 Sept
The Godfrey Hotel Chicago

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1039)
"Its a really nice place ,very pleased. "
The price is £103
includes taxes & fees
2 Sept - 3 Sept
Best Western River North Hotel

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2321)
"I had a very good stay 10 out of 10 recommend"
The price is £85
includes taxes & fees
2 Sept - 3 Sept
Travelodge by Wyndham Downtown Chicago

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2100)
"Great spot, good location, nice rooms. "
The price is £105
includes taxes & fees
1 Sept - 2 Sept
Hotel Felix River North/Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2021)
"Overall a nice place to stay."
The price is £125
includes taxes & fees
4 Sept - 5 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1205)
"Great location, nice room and roomy bathroom and good breakfast."
The price is £111
includes taxes & fees
2 Sept - 3 Sept
The Chicago Hotel Collection - Magnificent Mile

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1002)
"Fantastic place to stay….close to the lake, shopping and dining."
The price is £165
includes taxes & fees
1 Sept - 2 Sept
Chicago Athletic Association, a Hyatt Hotel

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (332)
"Great experience and great hotel "
The price is £182
includes taxes & fees
1 Sept - 2 Sept
Residence Inn Chicago Downtown Magnificent Mile

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1066)
"Wonderful Stay."
The price is £235
includes taxes & fees
21 Sept - 22 Sept
Pendry Chicago

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1964)
"Great room and close to attractions "
Silversmith Hotel Chicago Downtown

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1092)
"Great place to stay, would definitely recommend and stay here again "
The price is £111
includes taxes & fees
2 Sept - 3 Sept
The Chicago Hotel Collection Ambassador Gold Coast
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.
Save an average of 15% on thousands of hotels when you're signed in

Accommodation near Winnetka attractions

Top Winnetka Hotel Reviews

More cheap stays in Winnetka

More cheap stays in Winnetka

Find out more about 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

When is the best time to go to Winnetka?
The most popular time to visit Winnetka is during the summer months, particularly July. This is when the weather is at its finest, with average temperatures around 26°C, providing the superb backdrop for outdoor adventures and leisurely strolls along the lakefront.

During the peak season, from June to August, Winnetka buzzes with tourist activity. The pleasant climate encourages visitors to explore the charming downtown area, enjoy local parks, and partake in various outdoor events. The vibrant atmosphere during this time is ideal for families and couples alike, as there are plenty of activities and festivals to enjoy.

For those who appreciate the beauty of nature, the summer months are particularly enchanting. You can soak up the sun on one of the pristine beaches, embark on a scenic bike ride along the lake, or simply relax in one of the many inviting parks. The long days provide ample opportunity to experience everything that Winnetka has to offer, from its striking architecture to its delightful dining options.

If you're looking for a more budget-friendly option, consider visiting in September. This month still offers lovely weather, with temperatures averaging around 22°C, but with fewer crowds. You can enjoy the tail-end of summer festivities and take advantage of more affordable accommodation rates, making it a great time for those who value quality experiences without the peak-season prices.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winnetka hotel for you.
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 £49 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.