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

Woodlawn 4 Stars Hotels

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Check availability on Woodlawn 4 Star Hotels

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Woodlawn 4-star hotels

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

1. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,447 reviews)
"Great place to travel!"
United States
Jared
The price is NT$5,906
NT$7,022 total
includes taxes & fees
Oct 25 - Oct 26
River Hotel
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, (2,357 reviews)
"Loved my stay the staff was nice and the location was great."
United States
Marta
The price is NT$5,683
NT$6,757 total
includes taxes & fees
Oct 14 - Oct 15
The Chicago Hotel Collection Ambassador Gold Coast
A grand lobby with a central bar, high ceilings, and classical architecture.

3. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,007 reviews)
"The hotel was absolutely stunning! Loved the convenience of it being right down town!"
United States
Amanda
The price is NT$6,319
NT$7,513 total
includes taxes & fees
Oct 23 - Oct 24
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A large, historic building with a central courtyard surrounded by trees.

4. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,286 reviews)
"Great stay!"
United States
Alan
The price is NT$5,101
NT$6,997 total
includes taxes & fees
Oct 24 - Oct 25
Hilton Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (2,245 reviews)
"Great stay!"
United States
Lauryn
The price is NT$5,115
NT$6,081 total
includes taxes & fees
Oct 25 - Oct 26
The Chicago Hotel Collection - Magnificent Mile
The Intercontinental hotel facade with a large American flag and a floral display.

6. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,337 reviews)
"Great stay, perfect location would stay again"
United States
Kenan
The price is NT$7,843
NT$10,437 total
includes taxes & fees
Oct 25 - Oct 26
InterContinental Chicago Magnificent Mile by IHG
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.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,887 reviews)
"Excelent location, Good service and Great Restaurant."
United States
GUILLERMO
The price is NT$9,203
NT$10,941 total
includes taxes & fees
Oct 1 - Oct 2
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

8. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,104 reviews)
"Great stay"
United States
Fernanda
The price is NT$4,732
NT$5,625 total
includes taxes & fees
Oct 25 - Oct 26
The Wade
A modern building with a glass facade and a curved structure.

9. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,205 reviews)
"Great Hotel"
United States
Robert
The price is NT$5,462
NT$6,225 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Regency O'Hare Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,481 reviews)
"Really great stay and experience"
United States
Whitney
The price is NT$10,035
NT$13,063 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Regency Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,259 reviews)
"Great location close to shops and restaurants"
United Kingdom
Peter
The price is NT$5,263
NT$6,363 total
includes taxes & fees
Oct 28 - Oct 29
Hotel Saint Clair- Magnificent Mile
A modern kitchen with a marble island, fruit bowls, and a city view.

12. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,300 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is NT$7,693
NT$10,279 total
includes taxes & fees
Oct 25 - Oct 26
Fairmont Chicago at Millennium Park
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.

13. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,249 reviews)
"We always stay here when flying back to Chicago, very nice hotel"
United States
MARY
The price is NT$6,954
NT$7,927 total
includes taxes & fees
Oct 2 - Oct 3
Loews Chicago O'Hare Hotel
A dining area with a table set for four, large windows offering a cityscape view at dusk.

14. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,636 reviews)
"Great place to stay!"
United States
ShaRona
The price is NT$7,907
NT$10,417 total
includes taxes & fees
Oct 25 - Oct 26
The Royal Sonesta Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

15. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,305 reviews)
"Great stay overall"
United States
Nathan
The price is NT$4,633
NT$5,508 total
includes taxes & fees
Oct 25 - Oct 26
Central Loop Hotel
A historic building with a prominent casino sign, surrounded by modern skyscrapers.

16. 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, (3,090 reviews)
"Great hotel, very clean and amazing location"
Netherlands
Shyreen
The price is NT$4,979
NT$6,977 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Felix River North/Magnificent Mile
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

17. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,990 reviews)
"Excellent stay , perfect location, worth it"
United States
Shweta
The price is NT$6,751
NT$8,026 total
includes taxes & fees
Oct 26 - Oct 27
Embassy Suites by Hilton Chicago Downtown River North
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

18. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,862 reviews)
"Great location! Would stay again!"
United States
Sharee
The price is NT$7,990
NT$10,443 total
includes taxes & fees
Oct 25 - Oct 26
LondonHouse Chicago, Curio Collection by Hilton
A cityscape with high-rise buildings, a marina, and a waterfront.

19. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1,462 reviews)
"Great hotel!!"
United States
Martin Peter
The price is NT$8,860
NT$11,466 total
includes taxes & fees
Oct 23 - Oct 24
Hyatt Regency McCormick Place Chicago
A dining table set for six with a cityscape view through large windows.

20. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,512 reviews)
"Great stay!"
United States
Michael
The price is NT$7,963
NT$10,585 total
includes taxes & fees
Oct 25 - Oct 26
Swissotel - Chicago
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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$19,529 per night from Oct 4 to Oct 5
NT$19,529
NT$23,218 total
Oct 4 - Oct 5
includes taxes & fees
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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

8/10 Good
"No view whatsoever, tried to get an upgrade, no luck …"
Michael 3-night trip
Posted 11 hours 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$19,679

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.

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