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

This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Woodlawn 4-star hotels

City view

1. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1,338 reviews)
"Great stay"
United States
Robert
The price is NT$6,625
NT$8,807 total
includes taxes & fees
Aug 29 - Aug 30
Hyatt Regency McCormick Place Chicago
Lobby

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, (2,112 reviews)
"Good place to stay"
United States
Alma
The price is NT$4,550
NT$5,409 total
includes taxes & fees
Aug 31 - Sep 1
The Chicago Hotel Collection Ambassador Gold Coast
Front of property - evening/night

3. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,069 reviews)
"We had a quick stay but it was lovely."
United States
Julie
The price is NT$5,697
NT$6,493 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency O'Hare Chicago
Executive lounge

4. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,313 reviews)
"Amazing hotel, great location in the heart of it all."
United States
Michael
The price is NT$7,606
NT$10,178 total
includes taxes & fees
Sep 8 - Sep 9
Fairmont Chicago at Millennium Park
Lobby

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, (2,829 reviews)
"Great stay"
United States
Anthony
The price is NT$6,149
NT$8,325 total
includes taxes & fees
Sep 27 - Sep 28
The Allegro Royal Sonesta Hotel Chicago Loop
Bar (on property)

6. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,420 reviews)
"We had a wonderful stay"
United States
Abdulsamad
The price is NT$7,250
NT$9,754 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency Chicago
Exterior

7. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,082 reviews)
"Very nice place would stay again"
United States
Konner
The price is NT$5,362
NT$7,305 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago
City view

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, (3,238 reviews)
"Very nice hotel, we really liked it"
United States
Huston C.
The price is NT$7,639
NT$10,192 total
includes taxes & fees
Sep 8 - Sep 9
InterContinental Chicago Magnificent Mile by IHG
Lounge

9. Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,165 reviews)
"Best location and a beautiful hotel"
United States
Beth
The price is NT$10,619
NT$13,928 total
includes taxes & fees
Aug 30 - Aug 31
Pendry Chicago
Room service - dining

10. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,025 reviews)
"Good stay, great location"
Canada
Ayomikun Jedidiah
The price is NT$4,723
NT$5,615 total
includes taxes & fees
Aug 30 - Aug 31
The Wade
Lobby

11. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,388 reviews)
"The location was perfect, and the staff was extremely helpful"
United States
Patti
The price is NT$4,147
NT$4,930 total
includes taxes & fees
Sep 7 - Sep 8
River Hotel
Ballroom

12. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,602 reviews)
"The hotel’s location is perfect!"
United States
Angel Limuel
The price is NT$6,942
NT$9,268 total
includes taxes & fees
Sep 9 - Sep 10
The Royal Sonesta Chicago Downtown
Living area

13. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,660 reviews)
"Great location, great value for money"
United States
Girivasan
The price is NT$7,104
NT$8,445 total
includes taxes & fees
Aug 30 - Aug 31
L7 Chicago by LOTTE
Nightclub

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, (3,620 reviews)
"Greta stay and location"
Canada
Youssef
The price is NT$4,204
NT$4,998 total
includes taxes & fees
Aug 30 - Aug 31
Club Quarters Hotel, Central Loop, Chicago
Private kitchen

15. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,564 reviews)
"Amazing staff, nice and clean rooms, and convenient location"
United States
Elisa
The price is NT$7,766
NT$10,364 total
includes taxes & fees
Sep 7 - Sep 8
Loews Chicago Hotel
Front of property

16. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,132 reviews)
"Fantastic breakfast, very convenient location, pristine property!"
United States
Peter
The price is NT$5,710
NT$7,695 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Riu Plaza Chicago
Exterior

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, (2,058 reviews)
"Room was nice and the hotel overall was great. Will def stay here again."
United States
TaShandra
The price is NT$4,095
NT$4,868 total
includes taxes & fees
Sep 7 - Sep 8
The Chicago Hotel Collection - Magnificent Mile
Lobby sitting area

18. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2,151 reviews)
"Room, staff, was great!"
United States
Jesse
The price is NT$4,038
NT$4,882 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Saint Clair- Magnificent Mile
City view from property

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, (2,993 reviews)
"Great location and pleasant staff."
United States
DeWayne
The price is NT$4,083
NT$5,909 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Felix River North/Magnificent Mile
Bar (on property)

20. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,438 reviews)
"I love the location of the hotel! The rooftop was nice and the staff were friendly."
United States
Gabrielle
The price is NT$5,357
NT$7,081 total
includes taxes & fees
Aug 30 - Aug 31
The Godfrey Hotel 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$17,503 per night from Sep 7 to Sep 8
NT$17,503
NT$20,810 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
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Top Woodlawn Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"The room was small but we made do."
Sherry 1-night trip
Posted less than an hour ago
The Allegro Royal Sonesta Hotel Chicago Loop

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$19,154

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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