Search Winnetka hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Winnetka

Our top choices for Winnetka hotels

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1312)
"He a great time, clean hotel"
The price is AU$338
includes taxes & fees
21 Aug - 22 Aug
Claridge House

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2094)
"Great place to stay!"
The price is AU$342
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2230)
"Great stay "
The price is AU$210
includes taxes & fees
3 Sept - 4 Sept
Freehand Chicago

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (193)
"Great place "
The price is AU$170
includes taxes & fees
3 Sept - 4 Sept
FOUND Hotel Chicago River North

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (562)
"It was a wonderful place to stay! "
The price is AU$232
includes taxes & fees
24 Aug - 25 Aug
The Chicago Hotel Collection River North

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2058)
"Great stay "
The price is AU$233
includes taxes & fees
4 Sept - 5 Sept
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1011)
"Everyone was nice and a great location "
The price is AU$208
includes taxes & fees
24 Aug - 25 Aug
Ohio House Motel

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2585)
"Great hotel! "
The price is AU$178
includes taxes & fees
2 Sept - 3 Sept
Best Western Grant Park Hotel

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1002)
"Great stay"
The price is AU$269
includes taxes & fees
3 Sept - 4 Sept
Holiday Inn Express Chicago - Magnificent Mile by IHG

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1943)
"Great stay"
The price is AU$282
includes taxes & fees
4 Sept - 5 Sept
Millennium Knickerbocker Chicago

Thompson Chicago, by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1203)
"Perfect location, great staff and comfortable bed"
The price is AU$376
includes taxes & fees
4 Sept - 5 Sept
Thompson Chicago, by Hyatt

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (272)
"Great place. Good stay for family vacation to Chicago"
Level Chicago Fulton Market

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1010)
"Great location and hotel "
The price is AU$261
includes taxes & fees
1 Sept - 2 Sept
Ivy Boutique Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1994)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is AU$273
includes taxes & fees
4 Sept - 5 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1900)
"Loved the stay"
The price is AU$342
includes taxes & fees
14 Sept - 15 Sept
The Godfrey Hotel Chicago

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1698)
"We loved the price and location of this hotel. "
Hotel Saint Clair- Magnificent Mile

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2096)
"Awesome hotel, highly recommended."
The price is AU$298
includes taxes & fees
4 Sept - 5 Sept
Hilton Chicago

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1028)
"Great location "
The price is AU$230
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1809)
"Enjoyed our stay"
The price is AU$179
includes taxes & fees
2 Sept - 3 Sept
Central Loop Hotel

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2066)
"Great place and excellent options to eat "
Hotel Felix River North/Magnificent Mile
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

Stay near top Winnetka attractions

Learn more about Winnetka

Explore Winnetka: its forests, sports, dining and more!

Top Winnetka Hotel Reviews

Find out more about Winnetka

Find out more about Winnetka

Top reasons to visit Winnetka

  • Stunning Beaches: Enjoy the picturesque beaches of Winnetka, perfect for swimming, sunbathing, and family outings.
  • Outdoor Recreation: Explore urban parks and scenic trails, ideal for hiking, biking, and relaxing in nature.
  • Cultural Insights: Visit the Winnetka Historical Society to learn about the local heritage and community history.
  • Family-Friendly Activities: Engage in various educational and entertaining activities suitable for all ages.
  • Convenient Accommodation: Choose from a range of welcoming hotels and guesthouses to enhance your stay.

Find great hotels near Winnetka

Discover a range of welcoming accommodation options in Winnetka, Illinois, perfect for every traveller. Whether you’re seeking a pet-friendly hotel or a guesthouse that embraces the LGBTQIA community, you'll find a variety of choices to suit your needs. With a focus on business amenities and a warm atmosphere, Winnetka hotels offer a comfortable retreat while you explore this charming area. Enjoy your stay in some of the best lodging options available!

  • DoubleTree by Hilton Chicago - North Shore Conference Center: Situated a mere 6.4km from Winnetka, the DoubleTree by Hilton is a 4-star hotel that caters to both business and leisure travellers. Its modern amenities are complemented by a convenient location in the vibrant shopping district. Ideal for families and business trips alike, the hotel features a 24-hour business centre, multiple meeting rooms, and a well-equipped conference centre. For families, complimentary cribs are available, making it a hassle-free choice for those travelling with young children. Enjoy the warm hospitality that DoubleTree is renowned for, ensuring a comfortable and productive stay.
  • Hotel Versey Chicago Lincoln Park: Located 20.9km from Winnetka, the Hotel Versey Chicago Lincoln Park is a charming 3-star option that embraces a pet-friendly and LGBTQIA welcoming atmosphere. With its vibrant community spirit, this hotel is ideal for those travelling with pets, as they allow certain pets on-site with waived fees for service animals. Its affiliation with LGBTQI travel guides further highlights its inclusive environment. The hotel offers a unique blend of comfort and community, making it an excellent choice for travellers seeking both a welcoming atmosphere and a touch of local culture.
  • Baymont by Wyndham Glenview: Just 11.3km from Winnetka, Baymont by Wyndham Glenview is a 3-star hotel that balances family-friendly amenities with business facilities. This LGBTQIA welcoming property is perfect for those looking for a supportive and inclusive stay. Guests can enjoy access to a business centre, meeting rooms, and conference spaces, catering to the needs of corporate travellers. Families will appreciate the availability of cribs, albeit for a fee. With its combination of comfort, convenience, and a welcoming atmosphere, Baymont promises a delightful stay for all guests.

Where to stay in Winnetka

Winnetka, Illinois, offers a delightful escape with its charming outdoor scenery and family-friendly atmosphere. Just a stone's throw away, you can explore the vibrant downtown Chicago, packed with urban energy and friendly locals. Don't miss the Winnetka Historical Society to delve into local heritage. With comfortable hotels nearby, your stay promises a perfect blend of relaxation and adventure, making it an ideal spot for families and travellers alike.

  • Chicago: As a vibrant metropolis, Chicago is an essential part of your visit to Winnetka. Known for its dynamic city life, Chicago offers an array of experiences, from family-friendly activities to outdoor adventures. Visitors flock here for its renowned shopping districts, world-class arenas, and educational attractions. With landmarks like the iconic sports facilities and bustling tourist precincts, there's always something to do. The best time to visit is during the summer months from June to August, when the city buzzes with energy, but be prepared for a diverse experience year-round.
  • Northfield: Nestled close to Winnetka, Northfield is a charming village ideal for families and outdoor enthusiasts. The area is known for its friendly atmosphere, making it a perfect spot for leisurely strolls through recreational parks and enjoying seasonal music concerts. The shopping areas are inviting and cater to all tastes. Northfield attracts visitors primarily in April and the summer months, but its pleasant environment makes it a year-round destination. Local highlights include nearby stadiums and stunning urban parks, providing ample opportunities for relaxation and fun.
  • Kenilworth: Just a couple of miles from Winnetka, Kenilworth is a picturesque city that draws visitors with its stunning scenery and outdoor activities. This quaint locale is particularly popular in the spring and summer months, with families flocking to its beautiful beaches and national state parks. Kenilworth offers a range of recreational areas, making it perfect for those who appreciate nature. With events like music concerts and educational programmes, there’s plenty to keep you engaged. The combination of scenic vistas and community spirit makes Kenilworth a delightful addition to your Chicago suburban exploration.

Things to do near Winnetka

Winnetka, Illinois, is perfect for outdoor adventures and family getaways, offering a delightful mix of educational activities, recreational areas, and music concerts. With its stunning scenery and welcoming atmosphere, visitors can enjoy a variety of experiences suited to all ages. Be sure to check guest ratings for the best recommendations to enhance your stay in this charming community.

Shopping

Schaefer's Wines and Liquors, only 4.8km away, is perfect for picking up local delicacies. If you're up for a drive, the Fashion Outlets of Chicago and Six Corners, both 17.7km away, offer a vibrant mix of shopping, entertainment, and family-friendly options.

Recreation

At Ravinia Pavilion, enjoy live music in a vibrant atmosphere, perfect for a relaxing evening. Chevy Chase Country Club offers a luxurious escape with top-notch amenities. For a serene retreat, Camp Pine Woods provides a tranquil setting ideal for wellness and relaxation activities surrounded by nature.

Adventure

At Great Wolf Lodge Water Park, located 35.4km from Winnetka, splash around in thrilling water slides and wave pools, perfect for families seeking adventure. Explore the scenic Salt Creek Trail, 32.2km away, for a refreshing hike amidst nature's beauty, or indulge in adrenaline-pumping water sports at Jet Funn, 49.9km distant.

Nightlife

In Winnetka, the North Shore Center for the Performing Arts offers a blend of culture and romance, while the Rosemont Theatre provides captivating entertainment just 17.7km away. For a fun family adventure, head to Kiddie Kingdom, an arcade and adventure zone located 11.3km from the heart of Winnetka.

*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, plan your trip between December and February for lower accommodation rates. Book your stay on a Wednesday for the best prices, while Saturday tends to be the most expensive. Utilize Expedia to find eco-friendly hotels and combine your flights and activities for extra savings. Also, consider walking or using local public transport for budget-friendly travel around town, as many attractions are within walking distance. Look for free activities to enjoy the local culture without breaking the bank.

  • 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 show you sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save some dollars by combining your hotel stay in Winnetka with your flights and activities through an Expedia package deal.

Find the best attractions near Winnetka

Winnetka, Illinois, is perfect for outdoor lovers and families seeking a scenic getaway. With popular attractions like its beautiful beaches, urban parks, and modern colleges, there's something for everyone. Whether you're after cultural experiences or a fun day out with the family, the local points of interest will keep you entertained. Don't miss the chance to explore these delightful attractions while enjoying the charm of this quaint town.

  • Northwestern University: Located 8.0km from Winnetka, Northwestern University offers a vibrant campus atmosphere infused with city life. Its stunning architecture and cultural events provide a unique blend of education and exploration.
  • Donald E. Stephens Convention Center: Situated 17.7km away, this event and conference venue is a hub for business and networking. The modern facilities host a variety of events, making it a dynamic spot for professionals and visitors alike.
  • Chicago Botanic Garden: Just 6.4km from Winnetka, this enchanting botanical garden is perfect for families and couples. With its diverse plant collections and romantic pathways, it’s an ideal place for leisurely strolls and picnics.

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 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

Winnetka, Illinois, is conveniently accessible via major airports including Chicago O'Hare International Airport (ORD), located 20.9km away. Nearby hotel options include the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both just 3.2km from the airport. Chicago Midway International Airport (MDW) is situated 23.2km from Winnetka, with luxurious options like the 5-star Trump International Hotel & Tower and The Langham, both about 14.5km away. For those considering Milwaukee's General Mitchell International Airport (MKE), located 514.5km away, Potawatomi Hotel & Casino and The Pfister Hotel are excellent choices, each 9.7km from the airport.

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 traveller data. Other good choices for your trip to the area are The Wade and Embassy Suites by Hilton Chicago Downtown River North. See all available top hotels, or vacation rentals in Winnetka.

What are some of the best holiday rentals that Winnetka has to offer?

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater: This holiday home rental outside of Winnetka is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 8 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. See all vacation rentals in Winnetka.

If I need to cancel my hotel reservation in Winnetka, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours 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 coffee shops. Top sights around the area include Wrigley Field, Naval Base Great Lakes and Michigan Avenue. In Winnetka, there are 2 hotels and other accommodation options to choose from. Find out more about Winnetka.

What should I see while I'm in Winnetka?

Favourite places to visit include Lake Michigan, Chocolate Box and Maple Street Beach. Additionally, you'll find Wrigley Field and Naval Base Great Lakes in the area. Take a look at what more there is to see and do in Expedia's Winnetka guide.

How can I get around Winnetka?

To venture out into 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 in Winnetka?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Winnetka is 1216 mm.