Does Sleepy Hollow have any 4-star all-inclusive resorts?

Use our "All inclusive" filter to search for your next escape in Sleepy Hollow where everything is taken care of, from your accommodations to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this popular destination.

Are there any 4-star casino hotels in Sleepy Hollow?

Use our handy filter tool to narrow your Sleepy Hollow search by amenities, star rating and much more. Whether you're craving the full gaming resort experience or just want to give your luck a try while living in the lap of 4-star style, you're sure to find a stay that strikes just the right balance between entertainment and relaxation.

4 Stars Hotels in Sleepy Hollow: Compare Hotel Prices & Find the Cheapest Sleepy Hollow, Chicago 4 Stars Hotels

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Our top choices for Sleepy Hollow 4-star hotels

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

1. River Hotel

Downtown Chicago

Jared

NT$7,028 total

includes taxes & fees

Oct 25 - Oct 26

A spacious lobby with a central coffee table, sofas, and a large mirror.

2. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Marta

NT$6,757 total

includes taxes & fees

Oct 27 - Oct 28

A grand lobby with a central bar, high ceilings, and classical architecture.

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

Downtown Chicago

Amanda

NT$7,513 total

includes taxes & fees

Oct 4 - Oct 5

A large, historic building with a central courtyard surrounded by trees.

4. Hilton Chicago

Downtown Chicago

Alan

NT$6,997 total

includes taxes & fees

Oct 24 - Oct 25

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

Downtown Chicago

carla

NT$6,081 total

includes taxes & fees

Oct 25 - Oct 26

The Intercontinental hotel facade with a large American flag and a floral display.

6. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Kenan

NT$11,049 total

includes taxes & fees

Oct 25 - Oct 26

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

Downtown Chicago

Emily

NT$9,946 total

includes taxes & fees

Oct 30 - Oct 31

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

8. The Wade

Downtown Chicago

Erin

NT$5,630 total

includes taxes & fees

Oct 25 - Oct 26

A modern building with a glass facade and a curved structure.

9. Hyatt Regency O'Hare Chicago

Rosemont

Alison

NT$6,406 total

includes taxes & fees

Oct 18 - Oct 19

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

10. Hyatt Regency Chicago

Downtown Chicago

Mark

NT$11,486 total

includes taxes & fees

Oct 30 - Oct 31

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

Downtown Chicago

Peter

NT$5,730 total

includes taxes & fees

Oct 1 - Oct 2

A modern kitchen with a marble island, fruit bowls, and a city view.

12. Fairmont Chicago at Millennium Park

Downtown Chicago

Ruby

NT$8,809 total

includes taxes & fees

Oct 30 - Oct 31

A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.

13. Loews Chicago O'Hare Hotel

Rosemont

MARY

NT$7,927 total

includes taxes & fees

Oct 24 - Oct 25

A dining area with a table set for four, large windows offering a cityscape view at dusk.

14. The Royal Sonesta Chicago Downtown

Downtown Chicago

ShaRona

NT$10,236 total

includes taxes & fees

Oct 29 - Oct 30

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

15. Central Loop Hotel

Downtown Chicago

Nathan

NT$5,587 total

includes taxes & fees

Oct 25 - Oct 26

A historic building with a prominent casino sign, surrounded by modern skyscrapers.

16. Hotel Felix River North/Magnificent Mile

Downtown Chicago

Shyreen

NT$6,691 total

includes taxes & fees

Oct 26 - Oct 27

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

17. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Eliana

NT$8,400 total

includes taxes & fees

Oct 26 - Oct 27

A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.

18. Hilton Chicago O'Hare Airport

O'Hare

Samuel

NT$7,617 total

includes taxes & fees

Oct 30 - Oct 31

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

19. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Sharee

NT$10,451 total

includes taxes & fees

Oct 25 - Oct 26

A cityscape with high-rise buildings, a marina, and a waterfront.

20. Hyatt Regency McCormick Place Chicago

Near South Side

Martin Peter

NT$11,466 total

includes taxes & fees

Oct 23 - Oct 24

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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 Sleepy Hollow.

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL

NT$18,909

NT$22,481 total

Oct 30 - Oct 31

includes taxes & fees

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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 Sleepy Hollow Hotel Reviews

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"Room was nice"

The Royal Sonesta Chicago Downtown

8/10 Good

"The hotel is on the very busy side of the river on Wacker Drive. There's definitely more noise and the parking is not convenient at all unless you valet park. Also beware of booking rooms on the 38th floor because there's ballroom on the 39th floor and when the music is playing you can hear it all in the room."

Frequently asked questions

What are the best 4-star hotels in Sleepy Hollow?

DoubleTree by Hilton Chicago Midway Airport earns high marks from Expedia travelers. This 4-star hotel around Sleepy Hollow guarantees a memorable visit and plenty of handy amenities.

How much does it cost to stay in a 4-star hotel in Sleepy Hollow?

With Expedia's handy filter tool, scoring a fabulous deal on a 4-star hotel in Sleepy Hollow just got easier. Start by entering your chosen travel dates and length of your stay. Then sort the results by price and choose a property that best suits your style and budget.

Search for the lowest price from NT$19,694

What's the difference between 5-star and 4-star hotels in Sleepy Hollow?

Give yourself the luxury treatment during your Sleepy Hollow escape by choosing a 4-star hotel. As well as featuring upscale accommodations, these properties are typically packed with amenities like large beds, bathrobes and plenty more. A 5-star hotel will go above and beyond to make your trip an even more lavish and memorable one. Concierge assistance, luxurious spas and gourmet dining are a few of the first-rate conveniences and services you'll likely be able to enjoy.

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Check availability on Sleepy Hollow 4 Star Hotels

Our top choices for Sleepy Hollow 4-star hotels

1. River Hotel

2. The Chicago Hotel Collection Ambassador Gold Coast

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

4. Hilton Chicago

5. The Chicago Hotel Collection - Magnificent Mile

6. InterContinental Chicago Magnificent Mile by IHG

7. L7 Chicago by LOTTE

8. The Wade

9. Hyatt Regency O'Hare Chicago

10. Hyatt Regency Chicago

11. Hotel Saint Clair- Magnificent Mile

12. Fairmont Chicago at Millennium Park

13. Loews Chicago O'Hare Hotel

14. The Royal Sonesta Chicago Downtown

15. Central Loop Hotel

16. Hotel Felix River North/Magnificent Mile

17. Embassy Suites by Hilton Chicago Downtown River North

18. Hilton Chicago O'Hare Airport

19. LondonHouse Chicago, Curio Collection by Hilton

20. Hyatt Regency McCormick Place Chicago

Explore similar 5-star hotels

Four Seasons Hotel Chicago

Trump International Hotel & Tower Chicago

The Langham, Chicago

Top Sleepy Hollow Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hilton Chicago

The Royal Sonesta Chicago Downtown

Hyatt Regency O'Hare Chicago

River Hotel

Frequently asked questions

Explore a world of travel with Expedia

Sleepy Hollow 4 Stars Hotels

Change your mind

Treat yourself

Be picky

Check availability on Sleepy Hollow 4 Star Hotels

Our top choices for Sleepy Hollow 4-star hotels

1. River Hotel

2. The Chicago Hotel Collection Ambassador Gold Coast

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

4. Hilton Chicago

5. The Chicago Hotel Collection - Magnificent Mile

6. InterContinental Chicago Magnificent Mile by IHG

7. L7 Chicago by LOTTE

8. The Wade

9. Hyatt Regency O'Hare Chicago

10. Hyatt Regency Chicago

11. Hotel Saint Clair- Magnificent Mile

12. Fairmont Chicago at Millennium Park

13. Loews Chicago O'Hare Hotel

14. The Royal Sonesta Chicago Downtown

15. Central Loop Hotel

16. Hotel Felix River North/Magnificent Mile

17. Embassy Suites by Hilton Chicago Downtown River North

18. Hilton Chicago O'Hare Airport

19. LondonHouse Chicago, Curio Collection by Hilton

20. Hyatt Regency McCormick Place Chicago

Explore similar 5-star hotels

Four Seasons Hotel Chicago

Top Sleepy Hollow Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Frequently asked questions

Explore a world of travel with Expedia