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.

Find Cheap Hotels in Winnetka, IL from CA $170

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Our top choices for Winnetka cheap hotels

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,045 reviews)
"Check in was easy, room was clean, it was quiet and location was convenient."
United States
Barbara
The price is CA $161
CA $179 total
includes taxes & fees
Jun 28 - Jun 29
Carleton of Oak Park

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,726 reviews)
"Hotel was clean, very friendly staff and conveniently located from the airport"
United States
Jason
The price is CA $181
CA $206 total
includes taxes & fees
Jun 28 - Jun 29
Hyatt Regency O'Hare Chicago

Hyatt Place Itasca

Hyatt Place Itasca
3.0 star property
Itasca
8.8 out of 10, Excellent, (1,163 reviews)
"Great hotel friendly staff!"
United States
Kathryn
The price is CA $153
CA $170 total
includes taxes & fees
Jul 12 - Jul 13
Hyatt Place Itasca

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,821 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is CA $186
CA $269 total
includes taxes & fees
Jul 8 - Jul 9
Omni Chicago Hotel

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,454 reviews)
"Great stay!"
United States
Avradita
The price is CA $198
CA $236 total
includes taxes & fees
Jul 7 - Jul 8
Hilton Chicago/Magnificent Mile Suites

Heart O' Chicago

Heart O' Chicago
2.0 star property
Edgewater
7.8 out of 10, Good, (999 reviews)
"Great parking, quaint room, cool vibe, safe area"
United States
Mary
The price is CA $149
CA $175 total
includes taxes & fees
Jun 25 - Jun 26
Heart O' Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,285 reviews)
"Would definitely stay there again"
United States
Benjy
The price is CA $219
CA $293 total
includes taxes & fees
Jul 5 - Jul 6
The Godfrey Hotel Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,266 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is CA $199
CA $237 total
includes taxes & fees
Jul 1 - Jul 2
River Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,173 reviews)
"Great stay!"
United States
Daniel
The price is CA $194
CA $230 total
includes taxes & fees
Jun 29 - Jun 30
Congress Plaza Hotel

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, (1,636 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is CA $175
CA $208 total
includes taxes & fees
Jul 1 - Jul 2
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.

Top Winnetka Hotel Reviews

Frequently asked questions

How much does a budget hotel in Winnetka cost?
Budget hotel prices in Winnetka vary, but you can find a great deal from CA $170 on Expedia. To find the cheapest budget hotels, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Stretch your budget further by looking for hotels with free breakfast, free parking or free airport shuttles. Sort your search results by "Price: low to high" to see our lowest rates.
When is the most affordable time to visit Winnetka?
The most affordable time to visit Winnetka is typically during the off-peak seasons, specifically late autumn (November) and early spring (March-April), outside of major holidays. During these periods, you'll generally find lower prices on accommodation and potentially fewer crowds, allowing for a more relaxed and budget-friendly experience.

For solo travellers, visiting in these shoulder months means you can often snag better deals on cosy guesthouses or smaller hotels. The weather might be a bit cooler, but you can still enjoy pleasant walks along the shores of Lake Michigan or explore the charming village centre without the summer rush or the festive season's price hikes. Public transport options, while limited, are consistent year-round, and you can easily combine your visit with a trip into nearby Chicago via the Metra train for more affordable activities.

Families might also appreciate the quieter atmosphere during these times. While some outdoor activities might be weather-dependent, local parks like Crow Island Woods remain accessible for a stroll, and the village's quaint shops and eateries are always welcoming.
Is Winnetka a budget-friendly destination?
While Winnetka is generally considered an affluent area, travellers can absolutely experience its charm on a budget with some smart planning.

For accommodation, consider staying in nearby Evanston or even venturing a bit further into Chicago, where more budget-friendly options, including hostels and guesthouses, are available. From there, you can easily take the Metra commuter train (Union Pacific North line) to Winnetka for day trips, which offers an economical way to travel.

Couples and families can enjoy much of Winnetka's allure for free by exploring its beautiful public spaces. Take a leisurely stroll along the scenic Lake Michigan shoreline at Tower Road Beach or Elder Lane Beach, or wander through the picturesque streets admiring the historic architecture. The Winnetka-Hubbard Woods Art Show, if your visit aligns, offers a lovely free cultural experience.
How can I save on a budget hotel in Winnetka with Expedia?
There are plenty of ways to save on a budget hotel in Winnetka. Unlock our lowest prices by joining One Key™, Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals.
What free activities should we do in Winnetka?
Winnetka offers several delightful free activities, great for budget-conscious travellers looking to experience the charm of this Illinois village without spending a penny.

For couples, a stroll along the picturesque shores of Lake Michigan is a must. You can enjoy the scenic views from Elder Lane Park or take a leisurely walk along the paved paths of the Winnetka Community House grounds, which lead to the lakefront. These spots offer tranquil settings for a romantic afternoon.

Families will appreciate the numerous well-maintained parks dotted throughout Winnetka. Skokie Playfield, for instance, provides ample green space for children to run and play, along with playgrounds suitable for various ages. Another excellent option is Hubbard Woods Park, which often hosts community events and offers a pleasant environment for a picnic.
Is it cheaper to book flights and a hotel in Winnetka as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my budget 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. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right budget hotel in Winnetka for you.

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