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
Oct 2 - Oct 4
Next weekend
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, (5,470 reviews)
"Great place to travel!"
United States
Jared
The price is NT$5,934
NT$7,055 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, (2,376 reviews)
"Loved my stay the staff was nice and the location was great."
United States
Marta
The price is NT$5,688
NT$6,762 total
includes taxes & fees
Oct 27 - Oct 28
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, (1,020 reviews)
"The hotel was absolutely stunning! Loved the convenience of it being right down town!"
United States
Amanda
The price is NT$6,324
NT$7,519 total
includes taxes & fees
Oct 4 - Oct 5
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, (3,316 reviews)
"Great stay!"
United States
Alan
The price is NT$5,288
NT$7,224 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, (2,273 reviews)
"Would recommend stay here very nice hotel"
United States
carla
The price is NT$5,119
NT$6,086 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, (3,333 reviews)
"Great stay, perfect location would stay again"
United States
Kenan
The price is NT$7,306
NT$9,803 total
includes taxes & fees
Oct 31 - Nov 1
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, (4,918 reviews)
"Lovely hotel in a great location with a great staff"
United States
Emily
The price is NT$7,908
NT$9,402 total
includes taxes & fees
Oct 31 - Nov 1
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, (2,106 reviews)
"Had a wonderful stay here"
United States
Erin
The price is NT$4,754
NT$5,652 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, (3,221 reviews)
"Great hotel and comfortable stay."
United States
Alison
The price is NT$5,466
NT$6,230 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, (3,518 reviews)
"Great property, great staff and great locations!"
United States
Mark
The price is NT$7,564
NT$10,126 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, (2,276 reviews)
"Staff were very friendly and location is perfect"
United States
Adhba
The price is NT$4,743
NT$5,734 total
includes taxes & fees
Oct 1 - Oct 2
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, (2,296 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is NT$5,397
NT$7,554 total
includes taxes & fees
Oct 31 - Nov 1
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, (2,252 reviews)
"We always stay here when flying back to Chicago, very nice hotel"
United States
MARY
The price is NT$6,960
NT$7,933 total
includes taxes & fees
Oct 24 - Oct 25
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, (3,633 reviews)
"Great place to stay!"
United States
ShaRona
The price is NT$8,423
NT$11,035 total
includes taxes & fees
Oct 30 - Oct 31
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, (2,303 reviews)
"Great stay overall"
United States
Nathan
The price is NT$4,718
NT$5,609 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
8.4 out of 10, Very good, (3,092 reviews)
"Great hotel, very clean and amazing location"
Netherlands
Shyreen
The price is NT$4,243
NT$6,107 total
includes taxes & fees
Oct 25 - Oct 26
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, (5,980 reviews)
"I’d stay here again."
United States
Eliana
The price is NT$7,066
NT$8,400 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, (3,863 reviews)
"Great location! Would stay again!"
United States
Sharee
The price is NT$8,488
NT$11,041 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, (1,473 reviews)
"Great hotel!!"
United States
Martin Peter
The price is NT$8,867
NT$11,475 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, (3,523 reviews)
"Great stay!"
United States
Michael
The price is NT$6,102
NT$8,378 total
includes taxes & fees
Oct 31 - Nov 1
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$18,505 per night from Oct 30 to Oct 31
NT$18,505
NT$22,000 total
Oct 30 - Oct 31
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

Hilton Chicago

Hilton Chicago

8/10 Good
"It was my first time in Chicago. Stay was ok. But breakfast was not included."
Monica 3-night trip
Posted 7 hours ago
Hilton Chicago

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$19,694

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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