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
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Woodlawn 4-star hotels

Lobby

1. 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, (2,167 reviews)
"Loved this hotel, great location and wonderful accommodations, just perfect"
United States
Laura
The price is NT$4,524
NT$5,378 total
includes taxes & fees
Sep 8 - Sep 9
The Chicago Hotel Collection Ambassador Gold Coast
Exterior

2. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,162 reviews)
"Enjoyable stay and a delicious breakfast."
United States
Lori
The price is NT$6,296
NT$8,414 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago
2 bars/lounges

3. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,496 reviews)
"Would stay there again."
United States
Steve
The price is NT$7,720
NT$10,307 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency Chicago
55-inch LCD TV with cable channels, TV, pay movies

4. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,740 reviews)
"Great location, friendly staff."
United States
Jeff
The price is NT$8,175
NT$9,720 total
includes taxes & fees
Sep 20 - Sep 21
L7 Chicago by LOTTE
Lobby

5. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,409 reviews)
"Very nice staff when checking in."
Canada
Austin
The price is NT$4,952
NT$5,888 total
includes taxes & fees
Sep 7 - Sep 8
River Hotel
Room service - dining

6. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,056 reviews)
"Great hotel"
United States
Allison
The price is NT$4,556
NT$5,417 total
includes taxes & fees
Sep 7 - Sep 8
The Wade
Exterior

7. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,267 reviews)
"Wonderfull stay"
United States
Anfal
The price is NT$6,502
NT$8,838 total
includes taxes & fees
Sep 8 - Sep 9
InterContinental Chicago Magnificent Mile by IHG
Executive lounge

8. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,332 reviews)
"Amazing hotel, great location in the heart of it all."
United States
Michael
The price is NT$6,296
NT$8,615 total
includes taxes & fees
Sep 8 - Sep 9
Fairmont Chicago at Millennium Park
Lobby lounge

9. 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, (1,008 reviews)
"Great stay right in the Loop and convenient to the L."
United States
Scott
The price is NT$5,347
NT$6,357 total
includes taxes & fees
Sep 7 - Sep 8
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Property entrance

10. Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,998 reviews)
"The hotel is very charming."
United States
Monique
The price is NT$4,556
NT$6,345 total
includes taxes & fees
Sep 10 - Sep 11
Warwick Allerton - Chicago
Front of property - evening/night

11. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,122 reviews)
"We had a great stay, everything was clean and comfortable."
Mexico
Marisa
The price is NT$5,664
NT$6,455 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency O'Hare Chicago
City view

12. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1,393 reviews)
"Excellent hotel!"
United States
Andrew
The price is NT$7,246
NT$9,543 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency McCormick Place Chicago
Ballroom

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,623 reviews)
"Great place to stay!"
United States
ShaRona
The price is NT$7,562
NT$10,003 total
includes taxes & fees
Sep 7 - Sep 8
The Royal Sonesta Chicago Downtown
Exterior

14. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (2,117 reviews)
"This place was amazing"
United States
Colten
The price is NT$3,393
NT$4,034 total
includes taxes & fees
Sep 7 - Sep 8
The Chicago Hotel Collection - Magnificent Mile
Lobby sitting area

15. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,194 reviews)
"Great stay!"
United States
LuShana
The price is NT$3,536
NT$4,274 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Saint Clair- Magnificent Mile
Nightclub

16. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,656 reviews)
"Clean hotel and friendly staff"
United States
Jacqueline
The price is NT$4,478
NT$5,324 total
includes taxes & fees
Sep 7 - Sep 8
Club Quarters Hotel, Central Loop, Chicago
Lobby

17. 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, (2,872 reviews)
"Good location, good hotel, would stay again"
United States
Michaela
The price is NT$6,613
NT$8,874 total
includes taxes & fees
Sep 7 - Sep 8
The Allegro Royal Sonesta Hotel Chicago Loop
Reception hall

18. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,208 reviews)
"Nice, clean hotel with attentive staff. Highly recommend staying here."
United States
Patricia
The price is NT$7,562
NT$8,619 total
includes taxes & fees
Sep 11 - Sep 12
Loews Chicago O'Hare Hotel
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, (3,035 reviews)
"Great location and pleasant staff."
United States
DeWayne
The price is NT$3,566
NT$5,293 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Felix River North/Magnificent Mile
Nightclub

20. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,281 reviews)
"Great location."
United States
Yiyang
The price is NT$4,478
NT$5,324 total
includes taxes & fees
Sep 7 - Sep 8
Central Loop Hotel
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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$20,250 per night from Sep 20 to Sep 21
NT$20,250
NT$24,075 total
Sep 20 - Sep 21
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
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Top Woodlawn Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"The view was great. The hotel room was comfy and clean. The location was a perfect place to be. Looking forward to staying again and going back!"
Michael 4-night trip
Posted less than an hour ago
Hyatt Regency 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$19,043

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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