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

4 Stars Hotels in Woodlawn, Chicago from CA $214

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Check availability on Woodlawn 4 Star Hotels

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, (5,529 reviews)
"Great hotel"
United States
Jose
The price is CA $216
CA $257 total
includes taxes & fees
Nov 1 - Nov 2
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, (2,503 reviews)
"Nice Hotel and location!"
United States
Christian
The price is CA $203
CA $241 total
includes taxes & fees
Nov 9 - Nov 10
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, (1,001 reviews)
"Beautiful room, friendly staff."
United States
Carrie
The price is CA $248
CA $295 total
includes taxes & fees
Oct 25 - Oct 26
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

4. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,425 reviews)
"Friendly staff, great location"
Canada
Anna
The price is CA $236
CA $322 total
includes taxes & fees
Oct 30 - Oct 31
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
8.0 out of 10, Very good, (2,401 reviews)
"Had an amazing stay"
United States
Frankieta
The price is CA $183
CA $217 total
includes taxes & fees
Nov 2 - Nov 3
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, (3,380 reviews)
"This was my second time staying and it was wonderful."
United States
Reginald
The price is CA $301
CA $407 total
includes taxes & fees
Oct 31 - Nov 1
InterContinental Chicago Magnificent Mile by IHG
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,041 reviews)
"A fantastic A+ location in a well kept, boutique type hotel."
United States
Jeffrey Thomas
The price is CA $232
CA $276 total
includes taxes & fees
Nov 1 - Nov 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, (2,148 reviews)
"Had a wonderful stay here"
United States
Erin
The price is CA $180
CA $214 total
includes taxes & fees
Nov 12 - Nov 13
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, (3,248 reviews)
"Amazing stay"
United States
Christian
The price is CA $228
CA $260 total
includes taxes & fees
Oct 23 - Oct 24
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, (3,506 reviews)
"The hotel was beautiful, great location"
United States
Addison
The price is CA $338
CA $452 total
includes taxes & fees
Oct 31 - Nov 1
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, (2,320 reviews)
"Great stay"
Canada
Robert
The price is CA $188
CA $228 total
includes taxes & fees
Nov 12 - Nov 13
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, (2,316 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is CA $424
CA $555 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, (2,257 reviews)
"Overall nice place to stay, in a very clean part of town."
United States
Joshua Anthony
The price is CA $311
CA $354 total
includes taxes & fees
Oct 23 - Oct 24
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, (3,654 reviews)
"Great location and friendly staff."
United States
Jordyn
The price is CA $240
CA $331 total
includes taxes & fees
Nov 1 - Nov 2
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, (2,329 reviews)
"Great stay overall"
United States
Nathan
The price is CA $210
CA $250 total
includes taxes & fees
Oct 25 - Oct 26
Central Loop Hotel
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.

16. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,131 reviews)
"Great stay"
United States
Alexandra
The price is CA $153
CA $230 total
includes taxes & fees
Nov 9 - Nov 10
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, (5,984 reviews)
"I’d stay here again."
United States
Eliana
The price is CA $188
CA $257 total
includes taxes & fees
Nov 1 - Nov 2
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, (3,872 reviews)
"Very nice hotel!"
United States
Keeven
The price is CA $312
CA $414 total
includes taxes & fees
Nov 15 - Nov 16
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
South Loop
9.2 out of 10, Wonderful, (1,497 reviews)
"Great time in a great city will definitely be back again and stay here"
Canada
Najma
The price is CA $396
CA $512 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, (3,562 reviews)
"Great stay"
United States
Hilary
The price is CA $318
CA $428 total
includes taxes & fees
Nov 9 - Nov 10
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 CA $731 per night from Nov 15 to Nov 16
CA $731
CA $869 total
Nov 15 - Nov 16
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
"Location couldn’t have been better. Heart of downtown. Front desk receptionist very helpful and kept our luggage until check-in. Have a nice coffee machine with free drinks on the second floor. However, found random hairs and hairpin in bathroom. Room is very basic and on the small side. Beds were comfortable. All in all I liked the hotel, more for the location than the accommodations."
George 2-night trip
Posted less than an hour ago
River Hotel

Frequently asked questions

What are the best 4-star hotels in Woodlawn?
Sophy Hyde Park gets top marks from Expedia guests. This 4-star hotel located around Woodlawn promises an inviting guest experience and plenty of handy amenities.
How much does it cost to stay in a 4-star hotel in Woodlawn?
With Expedia's sort and search filters, landing a top deal on a 4-star hotel in Woodlawn just got easier. Start by entering your chosen arrival date and length of your getaway. Then sort the results by price and pick a hotel that best matches your style and budget.

  • Search for the lowest price from CA $778

What's the difference between 5-star and 4-star hotels in Woodlawn?
Give yourself the luxury treatment during your Woodlawn vacation by choosing a 4-star hotel. As well as featuring upscale surroundings, these retreats are usually filled with amenities like bathrobes, large beds and more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and memorable one. Concierge assistance, elegant décor and gourmet dining are a few of the first-rate conveniences and services you'll likely have access to.

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