Lodging Image

Find 4 Star Hotels in Winnetka, IL from $155

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Winnetka 4 Star Hotels

Tonight
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Winnetka 4-star hotels

1. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Judy
$143 nightly
$170 total
Aug 30 - Aug 31
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

2. River Hotel

River Hotel
Downtown Chicago
United Arab Emirates
Yousef
$136 nightly
$162 total
Aug 16 - Aug 17
Total with taxes and fees
River Hotel

3. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Christina
$117 nightly
$140 total
Sep 8 - Sep 9
Total with taxes and fees
Congress Plaza Hotel

4. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Kristine
$200 nightly
$238 total
Aug 30 - Aug 31
Total with taxes and fees
Eurostars Magnificent Mile

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Shawna
$152 nightly
$181 total
Aug 24 - Aug 25
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile

6. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
kun
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Chicago

7. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
United States
Lamar
$222 nightly
$264 total
Aug 30 - Aug 31
Total with taxes and fees
The Allegro Royal Sonesta Hotel Chicago Loop

8. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
United States
Brian
$146 nightly
$171 total
Sep 1 - Sep 2
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

9. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
United States
Cicely
$198 nightly
$236 total
Aug 31 - Sep 1
Total with taxes and fees
Hotel Riu Plaza Chicago

10. Freehand Chicago

Freehand Chicago
Downtown Chicago
United States
Rebekah
$117 nightly
$139 total
Aug 31 - Sep 1
Total with taxes and fees
Freehand Chicago

11. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Emily
$250 nightly
$297 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Regency Chicago

12. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
Downtown Chicago
Mexico
Evelyn
$173 nightly
$205 total
Aug 30 - Aug 31
Total with taxes and fees
Crowne Plaza Chicago West Loop by IHG

13. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
Downtown Chicago
United States
Cesar
$167 nightly
$199 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG

14. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
Canada
Sarah
$130 nightly
$155 total
Aug 16 - Aug 17
Total with taxes and fees
Club Quarters Hotel, Central Loop, Chicago

15. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
Downtown Chicago
United States
Adam
$110 nightly
$130 total
Aug 31 - Sep 1
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago

16. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
suzanne
$198 nightly
$236 total
Sep 7 - Sep 8
Total with taxes and fees
Palmer House a Hilton Hotel

17. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
Athena
$157 nightly
$186 total
Aug 31 - Sep 1
Total with taxes and fees
Hotel Felix River North/Magnificent Mile

18. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
United States
Sandra
$217 nightly
$258 total
Sep 2 - Sep 3
Total with taxes and fees
The Royal Sonesta Chicago Downtown

19. Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
United States
Andrea
$138 nightly
$160 total
Sep 8 - Sep 9
Total with taxes and fees
Warwick Allerton - Chicago

20. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Kelly
$215 nightly
$256 total
Aug 23 - Aug 24
Total with taxes and fees
L7 Chicago by LOTTE
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Winnetka.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
$530 nightly
$630 total
Aug 23 - Aug 24
Total with taxes and fees
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL
$469 nightly
$557 total
Aug 23 - Aug 24
Total with taxes and fees
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue Chicago IL
$549 nightly
$653 total
Aug 30 - Aug 31
Total with taxes and fees
9.8/10 Exceptional! (1,003 reviews)
The Langham, Chicago
Still don't see what you're looking for?
See all properties in Winnetka.
You can also use these popular filters to refine your search.
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.

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

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"Clean room。nearly airport."
Ming 2-night trip
Posted 2 hours ago
Hilton Chicago O'Hare Airport
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"The rooms were super clean and the staff was very friendly and welcoming. Will definitely consider staying again the next time I visit Chicago."
Jessica 1-night trip
Posted 3 hours ago
Hotel Riu Plaza Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Everything you need restaurant , rentals car in same place make so easy to do ,discount in dinner was great."
Tamarra 2-night trip
Posted 3 hours ago
Hyatt Regency Chicago
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

8/10 Good
"Comfortable, cozy. We just didn't know that we couldn't use the pool or the oven"
Brayan D 4-night trip
Posted 5 hours ago
Kasa Magnificent Mile Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Very clean room. Good location. Close to metro. Welcoming staff. "
Maryann 4-night trip
Posted 12 hours ago
Eurostars Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The complimentary breakfast was hot with multiple items to choose from and the night bar was very accommodating. The staff was pleasant and helpful. "
Delano 4-night trip
Posted 22 hours ago
The Chicago Hotel Collection - Magnificent Mile

Find out more about Winnetka

Winnetka Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Winnetka, Chicago are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Winnetka 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Winnetka. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Winnetka, Chicago, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Winnetka hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in Winnetka?
If you're looking for high-quality comfort and plenty of amenities on your Winnetka retreat, consider Renaissance Chicago North Shore Hotel. This leading 4-star hotel comes with limousine services and proposal/romance packages. DoubleTree by Hilton Chicago - North Shore Conference Center also gets rave reviews from Expedia travelers. A pillowtop mattress and a swimming pool are among its conveniences.
How much does it cost to stay in a 4-star hotel in Winnetka?
To find a 4-star hotel in Winnetka that fits your budget, make use of Expedia's search and sort filters. Browse what's available during your preferred dates and use our pricing filter to set your limit. You can also list your results by the cheapest stay first.
  • Search for the lowest price from $557
What's the difference between 5-star and 4-star hotels in Winnetka?
Offering an inviting traveler experience and upmarket surroundings, 4-star hotels are a great option for your Winnetka vacation. These kinds of accommodations generally feature lots of handy amenities that make it simple to kick back and relax — think 24-hour room service, pools and restaurants. Or enjoy even more lavishness at a 5-star hotel designed to spoil you with high-end perks and amenities. 24-hour front desk, complimentary toiletries and gourmet dining are typically included at these plush retreats.

Explore a world of travel with Expedia