Does Woodlawn have any 4-star all-inclusive resorts?

Finding your dream resort in Woodlawn is as simple as entering your travel dates and destination, and clicking on our "All inclusive" filter. Stay and play where almost everything is already taken care of like your meals, room, entertainment and activities, or go for a standard 4-star resort in or around this sought-after destination.

The Best 4 Star Hotels in Woodlawn, IL from AED 468

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

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Check availability on Woodlawn 4 Star Hotels

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Our top choices for Woodlawn 4-star hotels

1. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Laura

AED 624 total

includes taxes & fees

8 Sep - 9 Sep

2. Hilton Chicago

Downtown Chicago

Lori

AED 977 total

includes taxes & fees

7 Sep - 8 Sep

3. Hyatt Regency Chicago

Downtown Chicago

Jerry

AED 1,197 total

includes taxes & fees

7 Sep - 8 Sep

55-inch LCD TV with cable channels, TV, pay movies

4. L7 Chicago by LOTTE

Downtown Chicago

Jeff

AED 1,128 total

includes taxes & fees

27 Sep - 28 Sep

5. River Hotel

Downtown Chicago

Austin

AED 683 total

includes taxes & fees

7 Sep - 8 Sep

6. The Wade

Downtown Chicago

Ayomikun Jedidiah

AED 629 total

includes taxes & fees

7 Sep - 8 Sep

7. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Anfal

AED 1,026 total

includes taxes & fees

8 Sep - 9 Sep

8. Fairmont Chicago at Millennium Park

Downtown Chicago

Michael

AED 1,000 total

includes taxes & fees

8 Sep - 9 Sep

9. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

Scott

AED 738 total

includes taxes & fees

7 Sep - 8 Sep

10. Warwick Allerton - Chicago

Downtown Chicago

Ana

AED 737 total

includes taxes & fees

10 Sep - 11 Sep

11. Hyatt Regency O'Hare Chicago

Rosemont

Marisa

AED 749 total

includes taxes & fees

7 Sep - 8 Sep

12. Hyatt Regency McCormick Place Chicago

Near South Side

Robert

AED 1,108 total

includes taxes & fees

6 Sep - 7 Sep

13. The Royal Sonesta Chicago Downtown

Downtown Chicago

ShaRona

AED 1,161 total

includes taxes & fees

7 Sep - 8 Sep

14. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Colten

AED 468 total

includes taxes & fees

7 Sep - 8 Sep

15. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

LuShana

AED 496 total

includes taxes & fees

7 Sep - 8 Sep

16. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Jacqueline

AED 618 total

includes taxes & fees

7 Sep - 8 Sep

17. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Michaela

AED 1,030 total

includes taxes & fees

7 Sep - 8 Sep

18. Loews Chicago O'Hare Hotel

Rosemont

Patricia

AED 1,001 total

includes taxes & fees

11 Sep - 12 Sep

19. Hotel Felix River North/Magnificent Mile

Downtown Chicago

DeWayne

AED 614 total

includes taxes & fees

7 Sep - 8 Sep

20. Central Loop Hotel

Downtown Chicago

Yiyang

AED 618 total

includes taxes & fees

7 Sep - 8 Sep

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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

120 East Delaware Place Chicago IL

AED 2,351

AED 2,795 total

20 Sep - 21 Sep

includes taxes & fees

9.4/10 Exceptional! (1,002 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Every one was very helpful"

Hotel Saint Clair- Magnificent Mile

8/10 Good

"Both guys at the front desk were very friendly and welcoming. I really enjoyed the historic vibe of the hotel, but the room itself was a little smaller than I expected. I also didn’t like that the iron and ironing board were located in the hallway on each floor instead of inside the room. The bed wasn’t as comfortable as I’m used to at a 4-star hotel, and the room could use a little TLC and a few upgrades. I stayed in room 1007, and although I love being on a higher floor, I would probably choose a different room next time. Overall, I enjoyed my stay and would definitely stay here again because I loved the historic charm of the hotel."

Frequently asked questions

What are the best 4-star hotels in Woodlawn?

When you plan your accommodations at Sophy Hyde Park, you can count on exceptional service, comfortable rooms and plenty of amenities. This 4-star hotel located conveniently around Woodlawn consistently receives top marks from our guests.

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 AED 2,211

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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Check availability on Woodlawn 4 Star Hotels

Our top choices for Woodlawn 4-star hotels

1. The Chicago Hotel Collection Ambassador Gold Coast

2. Hilton Chicago

3. Hyatt Regency Chicago

4. L7 Chicago by LOTTE

5. River Hotel

6. The Wade

7. InterContinental Chicago Magnificent Mile by IHG

8. Fairmont Chicago at Millennium Park

9. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10. Warwick Allerton - Chicago

11. Hyatt Regency O'Hare Chicago

12. Hyatt Regency McCormick Place Chicago

13. The Royal Sonesta Chicago Downtown

14. The Chicago Hotel Collection - Magnificent Mile

15. Hotel Saint Clair- Magnificent Mile

16. Club Quarters Hotel, Central Loop, Chicago

17. The Allegro Royal Sonesta Hotel Chicago Loop

18. Loews Chicago O'Hare Hotel

19. Hotel Felix River North/Magnificent Mile

20. Central Loop Hotel

Explore similar 5-star hotels

Four Seasons Hotel Chicago

Trump International Hotel & Tower Chicago

The Langham, Chicago

Top Woodlawn Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Hotel Saint Clair- Magnificent Mile

Kasa Magnificent Mile Chicago

Frequently asked questions

Explore a world of travel with Expedia

Find 4 Star Hotels in Woodlawn, IL from AED 468

Change your mind

Treat yourself

Be picky

Check availability on Woodlawn 4 Star Hotels

Our top choices for Woodlawn 4-star hotels

1. The Chicago Hotel Collection Ambassador Gold Coast

2. Hilton Chicago

3. Hyatt Regency Chicago

4. L7 Chicago by LOTTE

5. River Hotel

6. The Wade

7. InterContinental Chicago Magnificent Mile by IHG

8. Fairmont Chicago at Millennium Park

9. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10. Warwick Allerton - Chicago

11. Hyatt Regency O'Hare Chicago

12. Hyatt Regency McCormick Place Chicago

13. The Royal Sonesta Chicago Downtown

14. The Chicago Hotel Collection - Magnificent Mile

15. Hotel Saint Clair- Magnificent Mile

16. Club Quarters Hotel, Central Loop, Chicago

17. The Allegro Royal Sonesta Hotel Chicago Loop

18. Loews Chicago O'Hare Hotel

19. Hotel Felix River North/Magnificent Mile

20. Central Loop Hotel

Explore similar 5-star hotels

Four Seasons Hotel Chicago

Top Woodlawn Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Frequently asked questions

Explore a world of travel with Expedia