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

Woodlawn 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Woodlawn 4 Star Hotels

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Woodlawn 4-star hotels

Lobby

1. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,919 reviews)
"Nice place to stay."
United States
Georgia
The price is NT$5,471
NT$6,236 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Regency O'Hare 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, (1,862 reviews)
"Great stay"
United States
Judy
The price is NT$5,193
NT$6,174 total
includes taxes & fees
Aug 10 - Aug 11
The Chicago Hotel Collection Ambassador Gold Coast
Executive lounge

3. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,276 reviews)
"Clean room, staff was very helpful, and location was great and certainly accessible to many locations"
United States
Allan
The price is NT$10,004
NT$13,049 total
includes taxes & fees
Aug 15 - Aug 16
Fairmont Chicago at Millennium Park
Lounge

4. Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,152 reviews)
"Best location and a beautiful hotel"
United States
Beth
The price is NT$10,198
NT$13,455 total
includes taxes & fees
Aug 17 - Aug 18
Pendry Chicago
2 bars/lounges

5. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,439 reviews)
"Great hotel in great location"
United States
Emily
The price is NT$8,100
NT$10,786 total
includes taxes & fees
Aug 23 - Aug 24
Hyatt Regency Chicago
Lobby

6. 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, (2,698 reviews)
"Great hotel within accessible distance of attractions and transportation"
United States
Mucio
The price is NT$7,414
NT$9,850 total
includes taxes & fees
Aug 30 - Aug 31
The Allegro Royal Sonesta Hotel Chicago Loop
Lobby sitting area

7. Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,980 reviews)
"The room was beautiful, and the view was great. The staff were helpful and the hotel was in the perfect area!"
United States
Everett
The price is NT$5,317
NT$7,271 total
includes taxes & fees
Aug 30 - Aug 31
Warwick Allerton - Chicago
Lobby

8. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,359 reviews)
"Nice hotel a lot of things to do around"
United States
yenedit
The price is NT$6,736
NT$8,009 total
includes taxes & fees
Aug 23 - Aug 24
River Hotel
Indoor pool

9. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,169 reviews)
"Amazing stay"
United States
Jose
The price is NT$7,222
NT$9,719 total
includes taxes & fees
Aug 30 - Aug 31
InterContinental Chicago Magnificent Mile by IHG
Room service - dining

10. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,945 reviews)
"Great stay and friendly staff!"
Canada
Richard
The price is NT$6,443
NT$7,660 total
includes taxes & fees
Aug 9 - Aug 10
The Wade
Exterior

11. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,997 reviews)
"Great location, friendly staff, various amenities for the family."
Canada
kun
The price is NT$7,414
NT$9,765 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Chicago
Ballroom

12. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,526 reviews)
"Great stay"
United States
Alexis
The price is NT$8,068
NT$10,628 total
includes taxes & fees
Aug 23 - Aug 24
The Royal Sonesta Chicago Downtown
55-inch LCD TV with cable channels, TV, pay movies

13. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,471 reviews)
"Great stay"
United States
Julie Ann
The price is NT$8,365
NT$9,946 total
includes taxes & fees
Aug 24 - Aug 25
L7 Chicago by LOTTE
Breakfast and dinner served

14. Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,950 reviews)
"Great location easy to walk"
United States
James
The price is NT$5,795
NT$7,968 total
includes taxes & fees
Aug 9 - Aug 10
Omni Chicago Hotel
View from property

15. The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,169 reviews)
"Great place to stay! Excellent staff!!."
United States
Daniel
The price is NT$5,666
NT$7,707 total
includes taxes & fees
Aug 30 - Aug 31
The Westin Michigan Avenue Chicago
Rooftop bar

16. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,553 reviews)
"Wonderful stay, highly recommended"
United States
Frank
The price is NT$6,443
NT$8,815 total
includes taxes & fees
Aug 30 - Aug 31
Loews Chicago Hotel
Lobby

17. 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, (2,876 reviews)
"would definitely stay here again :)"
United States
Jennifer
The price is NT$4,215
NT$6,089 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Felix River North/Magnificent Mile
Nightclub

18. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,626 reviews)
"The location is excellent for a central loop stay."
United States
Tamara
The price is NT$4,483
NT$5,329 total
includes taxes & fees
Aug 30 - Aug 31
Club Quarters Hotel, Central Loop, Chicago
Lobby

19. 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, (5,998 reviews)
"Great stay"
United States
Nikole
The price is NT$6,322
NT$7,516 total
includes taxes & fees
Aug 23 - Aug 24
Embassy Suites by Hilton Chicago Downtown River North
City view

20. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1,233 reviews)
"Great stay"
United States
John Franklin
The price is NT$6,864
NT$9,111 total
includes taxes & fees
Aug 10 - Aug 11
Hyatt Regency McCormick Place Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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$17,172 per night from Aug 23 to Aug 24
NT$17,172
NT$20,416 total
Aug 23 - Aug 24
includes taxes & fees
Still don't see what you're looking for?
See all properties in Woodlawn.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

8/10 Good
"Great location, clean room, and friendly staff"
Kelli 3-night trip
Posted 3 hours ago
Club Quarters Hotel, Central Loop, Chicago
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"The staff was very amazing and helpful. Thank you everyone there."
Brooklyn 2-night trip
Posted 12 hours 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$18,042

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.

Explore a world of travel with Expedia