What's it like in Oakland?

Oakland is a neighborhood that travelers like for its beaches, restaurants, and shopping. Looking for sights you might find in a travel guide about Oakland? Consider a visit to Lake Michigan while you're in the neighborhood.

How many hotels are there in the Oakland area?

When you want to find places to stay in Chicago, start by booking one of Expedia's 7 hotels and other accommodations in Oakland.

If I need to cancel my hotel reservation in Oakland, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the best deals in Oakland.

Where can I learn more about changing or cancelling my trip to Oakland?

To find more details about picking new dates or cancelling your trip to Oakland, go to https://www.expedia.com/service/ .

What can I see and do in this Chicago neighborhood?

Spend some time exploring the natural setting of Oakland with a visit to Lake Michigan and Burnham Park. A visit to 41st Street Beach is also worth the trip while you're discovering the neighborhood. A few places to visit in the area around Oakland include Soldier Field, Nat King Cole Residence, and Muddy Waters’ House. While you're out sightseeing, Ida B. Wells-Barnett Residence and Ida B Wells House are a couple of additional sights to visit in Chicago.

Top Oakland Hotels

A cityscape with modern skyscrapers, a river, and a bridge.

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Our top choices for Oakland hotels

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

1. Hilton Vacation Club Hotel Blake Chicago

The Loop, 6.1 km from Oakland

Sotina

￥34,092 total

includes taxes & fees

Nov 11 - Nov 12

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

2. Hotel Riu Plaza Chicago

Streeterville, 7.9 km from Oakland

Scott E

￥25,499 total

includes taxes & fees

Nov 22 - Nov 23

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

3. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 7.4 km from Oakland

James

￥31,718 total

includes taxes & fees

Nov 22 - Nov 23

A room with two chairs and a small table, a large window with a city view at night.

4. Eurostars Magnificent Mile

River North, 8.1 km from Oakland

Kelby

￥24,372 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

5. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 5.4 km from Oakland

Aran

￥23,017 total

includes taxes & fees

Nov 11 - Nov 12

A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

6. Fairmont Chicago at Millennium Park

The Loop, 7.1 km from Oakland

Ruby

￥50,588 total

includes taxes & fees

Nov 22 - Nov 23

A cityscape with modern high-rise buildings, a river, and a boat.

7. Hyatt Regency Chicago

The Loop, 7.3 km from Oakland

Addison

￥40,244 total

includes taxes & fees

Nov 22 - Nov 23

A modern kitchen with a large window, a dining area, and a view of the sea.

8. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 5.4 km from Oakland

Cynthia

￥26,213 total

includes taxes & fees

Nov 11 - Nov 12

A nighttime cityscape with high-rise buildings, a curved architectural feature, and a well-lit urban area.

9. Radisson Blu Aqua Hotel Chicago

7.1 km from Oakland

Shannon

￥34,510 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

10. Hilton Chicago

The Loop, 5.7 km from Oakland

Anna

￥30,057 total

includes taxes & fees

Nov 22 - Nov 23

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

11. Hotel 505 River North

River North, 7.8 km from Oakland

Jordan

￥32,870 total

includes taxes & fees

Nov 22 - Nov 23

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

12. L7 Chicago by LOTTE

Theatre District, 7.2 km from Oakland

Amanda

￥25,629 total

includes taxes & fees

Nov 22 - Nov 23

A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

13. Aloft by Marriott Chicago Mag Mile

Streeterville, 7.9 km from Oakland

Jonathan M

￥20,082 total

includes taxes & fees

Nov 22 - Nov 23

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

14. InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 7.7 km from Oakland

Said Lopez

￥39,951 total

includes taxes & fees

Nov 22 - Nov 23

A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.

15. Hyatt Place Chicago/River North

River North, 7.8 km from Oakland

Nilofar

￥23,132 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

16. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 7.5 km from Oakland

Shanequa

￥32,146 total

includes taxes & fees

Nov 22 - Nov 23

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

17. Congress Plaza Hotel

The Loop, 6 km from Oakland

Ashya

￥20,085 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel lobby with seating areas, a reception desk, and an elevator.

18. Best Western Grant Park Hotel

The Loop, 5.4 km from Oakland

Colin

￥20,143 total

includes taxes & fees

Nov 11 - Nov 12

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

19. Embassy Suites by Hilton Chicago Downtown River North

River North, 8 km from Oakland

Eliana

￥28,603 total

includes taxes & fees

Nov 1 - Nov 2

A grand chandelier with multiple candle-like lights, set in a luxurious interior with ornate details and a staircase in the background.

20. Palmer House a Hilton Hotel

Theatre District, 6.7 km from Oakland

Christy

￥30,596 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

Compare popular hotels in Oakland

Property	Star rating	Guest rating
Hilton Vacation Club Hotel Blake Chicago	4.0 star property	9.6 Exceptional 1,208 reviews	View
Hotel Riu Plaza Chicago	4.0 star property	9.4 Exceptional 5,579 reviews	View
L7 Chicago by LOTTE	4.5 star property	9.6 Exceptional 5,083 reviews	View
Hyatt Regency Chicago	4.0 star property	9.4 Exceptional 3,493 reviews	View
Hyatt Place Chicago/River North	3.5 star property	9.2 Wonderful 1,924 reviews	View

Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most.

A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

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A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

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A large, historic building with a central tower and multiple windows, located near a body of water.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

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A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

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Top Oakland Hotel Reviews

Congress Plaza Hotel

8/10 Good

"The staff is amazing, very knowledgeable and helpful. The only downside of my stay is the bed. It is super firm! No pillow top here."

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Our top choices for Oakland hotels

1. Hilton Vacation Club Hotel Blake Chicago

2. Hotel Riu Plaza Chicago

3. LondonHouse Chicago, Curio Collection by Hilton

4. Eurostars Magnificent Mile

5. Hilton Garden Inn Chicago Downtown South Loop

6. Fairmont Chicago at Millennium Park

7. Hyatt Regency Chicago

8. Homewood Suites by Hilton Chicago Downtown South Loop

9. Radisson Blu Aqua Hotel Chicago

10. Hilton Chicago

11. Hotel 505 River North

12. L7 Chicago by LOTTE

13. Aloft by Marriott Chicago Mag Mile

14. InterContinental Chicago Magnificent Mile by IHG

15. Hyatt Place Chicago/River North

16. Sable at Navy Pier Chicago, Curio Collection by Hilton

17. Congress Plaza Hotel

18. Best Western Grant Park Hotel

19. Embassy Suites by Hilton Chicago Downtown River North

20. Palmer House a Hilton Hotel

Compare popular hotels in Oakland

Where to stay in Oakland

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Oakland Hotel Reviews

Congress Plaza Hotel

Frequently asked questions

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