A wooden bridge over a calm river, surrounded by lush greenery and a distant building.

Woodlawn 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Woodlawn 4 Star Hotels

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Woodlawn 4-star hotels

A cityscape with high-rise buildings, a marina, and a waterfront.

1. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1,329 reviews)
"Great stay"
United States
Robert
The price is NT$6,608
NT$8,785 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Regency McCormick Place Chicago
A spacious lobby with a central coffee table, sofas, and a large mirror.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,115 reviews)
"Good place to stay"
United States
Alma
The price is NT$4,532
NT$5,388 total
includes taxes & fees
Aug 31 - Sep 1
The Chicago Hotel Collection Ambassador Gold Coast
A modern building with a glass facade and a curved structure.

3. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,070 reviews)
"We had a quick stay but it was lovely."
United States
Julie
The price is NT$5,674
NT$6,467 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency O'Hare Chicago
A modern kitchen with a marble island, fruit bowls, and a city view.

4. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,318 reviews)
"Amazing hotel, great location in the heart of it all."
United States
Michael
The price is NT$7,576
NT$10,138 total
includes taxes & fees
Sep 8 - Sep 9
Fairmont Chicago at Millennium Park

5. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,831 reviews)
"Great stay"
United States
Anthony
The price is NT$5,660
NT$7,741 total
includes taxes & fees
Aug 30 - Aug 31
The Allegro Royal Sonesta Hotel Chicago Loop
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

6. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,424 reviews)
"We had a wonderful stay"
United States
Abdulsamad
The price is NT$6,466
NT$8,819 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency Chicago
A large, multi-story hotel with a prominent entrance and classical architectural details.

7. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,088 reviews)
"Very nice place would stay again"
United States
Konner
The price is NT$5,348
NT$7,287 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

8. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,240 reviews)
"Very nice hotel, we really liked it"
United States
Huston C.
The price is NT$7,620
NT$10,166 total
includes taxes & fees
Sep 8 - Sep 9
InterContinental Chicago Magnificent Mile by IHG
A rooftop lounge with outdoor seating and a city skyline view.

9. Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,143 reviews)
"Best location and a beautiful hotel"
United States
Beth
The price is NT$11,728
NT$15,246 total
includes taxes & fees
Aug 31 - Sep 1
Pendry Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

10. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,026 reviews)
"Good stay, great location"
Canada
Ayomikun Jedidiah
The price is NT$4,711
NT$5,601 total
includes taxes & fees
Aug 30 - Aug 31
The Wade
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

11. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,395 reviews)
"The location was perfect, and the staff was extremely helpful"
United States
Patti
The price is NT$4,350
NT$5,172 total
includes taxes & fees
Sep 10 - Sep 11
River Hotel
A dining area with a table set for four, large windows offering a cityscape view at dusk.

12. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,604 reviews)
"The hotel’s location is perfect!"
United States
Angel Limuel
The price is NT$6,466
NT$8,702 total
includes taxes & fees
Sep 8 - Sep 9
The Royal Sonesta Chicago Downtown
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

13. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,664 reviews)
"Great location, great value for money"
United States
Girivasan
The price is NT$7,086
NT$8,424 total
includes taxes & fees
Aug 30 - Aug 31
L7 Chicago by LOTTE
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

14. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,624 reviews)
"Greta stay and location"
Canada
Youssef
The price is NT$4,510
NT$5,361 total
includes taxes & fees
Aug 30 - Aug 31
Club Quarters Hotel, Central Loop, Chicago
A modern kitchen with stainless steel appliances, a built-in microwave, and a coffee maker.

15. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,524 reviews)
"Amazing staff, nice and clean rooms, and convenient location"
United States
Elisa
The price is NT$8,063
NT$10,714 total
includes taxes & fees
Sep 7 - Sep 8
Loews Chicago Hotel
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

16. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,139 reviews)
"Fantastic breakfast, very convenient location, pristine property!"
United States
Peter
The price is NT$5,373
NT$7,289 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Riu Plaza Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

17. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (2,061 reviews)
"Room was nice and the hotel overall was great. Will def stay here again."
United States
TaShandra
The price is NT$4,079
NT$4,849 total
includes taxes & fees
Sep 7 - Sep 8
The Chicago Hotel Collection - Magnificent Mile
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

18. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2,155 reviews)
The price is NT$3,268
NT$3,951 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Saint Clair- Magnificent Mile
A historic building with a prominent casino sign, surrounded by modern skyscrapers.

19. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,998 reviews)
"Great location and pleasant staff."
United States
DeWayne
The price is NT$3,861
NT$5,645 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Felix River North/Magnificent Mile
A modern rooftop lounge with white seating, a glass ceiling, and city views.

20. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,441 reviews)
"Great stay!"
United States
Carol
The price is NT$5,357
NT$7,081 total
includes taxes & fees
Aug 30 - Aug 31
The Godfrey Hotel Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 5-star hotels

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

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
The price is NT$17,592 per night from Sep 7 to Sep 8
NT$17,592
NT$20,916 total
Sep 7 - Sep 8
includes taxes & fees
Still don't see what you're looking for?
See all properties in Woodlawn.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 Woodlawn Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Awesome place in a great location"
Meri 2-night trip
Posted 1 hour ago
River Hotel

Frequently asked questions

What are the best 4-star hotels in Woodlawn?
Put your luggage down and let the fun begin at Sophy Hyde Park. This 4-star hotel is one of our guests' most popular choices around Woodlawn.
How much does it cost to stay in a 4-star hotel in Woodlawn?
To book a 4-star hotel in Woodlawn that's within your budget, use Expedia's search and sort filters. Check out the available options during your getaway dates and use our pricing filter to set your limit. You can also sort your results by the cheapest option first.

  • Search for the lowest price from NT$19,078

What's the difference between 5-star and 4-star hotels in Woodlawn?
If you decide to vacation at a 4-star hotel in Woodlawn, you'll usually find plenty of amenities to make sure you're relaxed, such as a gym, pool and restaurant. You can look forward to excellent service and upscale surroundings. Go for a 5-star hotel and you'll have access to a few more perks — think concierge assistance, on-site spas and indulgent turndown services. You're likely to get more amenities and first-rate services at a 5-star stay, though both are awesome options for luxury guests.

Explore a world of travel with Expedia