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

View of downtown Chicago with Chicago River and boats

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Our top choices for Oakland hotels

1. Hyatt Place Chicago/Downtown - The Loop

The Loop, 7.1 km from Oakland

LISA

￥32,167 total

includes taxes & fees

Sep 7 - Sep 8

2. Best Western Grant Park Hotel

The Loop, 5.4 km from Oakland

Diego

￥27,238 total

includes taxes & fees

Sep 7 - Sep 8

3. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 7.6 km from Oakland

Rajiv

￥38,547 total

includes taxes & fees

Sep 7 - Sep 8

Suite, 1 Bedroom, Corner | Private kitchen | Coffee/tea maker, full-size fridge, microwave, stovetop

4. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 5.4 km from Oakland

AMBER

￥30,577 total

includes taxes & fees

Sep 7 - Sep 8

5. Crowne Plaza Chicago West Loop by IHG

7.3 km from Oakland

Jaclyn

￥36,736 total

includes taxes & fees

Sep 7 - Sep 8

6. Hilton Chicago

The Loop, 5.7 km from Oakland

Konner

￥36,893 total

includes taxes & fees

Sep 7 - Sep 8

7. Hotel Riu Plaza Chicago

Streeterville, 7.9 km from Oakland

Adam

￥37,988 total

includes taxes & fees

Sep 7 - Sep 8

8. Hilton Vacation Club Hotel Blake Chicago

The Loop, 6.1 km from Oakland

Melanie

￥34,534 total

includes taxes & fees

Sep 2 - Sep 3

9. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 7 km from Oakland

Shilpa

￥32,149 total

includes taxes & fees

Sep 7 - Sep 8

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

Streeterville, 7.5 km from Oakland

Ashraf

￥37,874 total

includes taxes & fees

Sep 7 - Sep 8

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

11. L7 Chicago by LOTTE

Theatre District, 7.2 km from Oakland

Girivasan

￥49,178 total

includes taxes & fees

Sep 20 - Sep 21

12. Congress Plaza Hotel

The Loop, 6 km from Oakland

George

￥20,092 total

includes taxes & fees

Sep 8 - Sep 9

13. Hyatt Regency Chicago

The Loop, 7.3 km from Oakland

Abdulsamad

￥46,479 total

includes taxes & fees

Sep 7 - Sep 8

14. Hyatt Place Chicago/River North

River North, 7.8 km from Oakland

Shoma

￥32,356 total

includes taxes & fees

Sep 7 - Sep 8

15. Holiday Inn & Suites Chicago - Downtown by IHG

West Loop, 6.4 km from Oakland

Julenny

￥30,279 total

includes taxes & fees

Sep 7 - Sep 8

16. citizenM Chicago Downtown

Theatre District, 7.3 km from Oakland

lakadria

￥32,358 total

includes taxes & fees

Sep 7 - Sep 8

17. Hyatt House Chicago/West Loop-Fulton Market

7.9 km from Oakland

Patrick

￥40,921 total

includes taxes & fees

Sep 7 - Sep 8

18. Travelodge by Wyndham Downtown Chicago

The Loop, 5.9 km from Oakland

Matthew

￥26,647 total

includes taxes & fees

Sep 8 - Sep 9

19. Palmer House a Hilton Hotel

Theatre District, 6.7 km from Oakland

G.

￥39,346 total

includes taxes & fees

Sep 7 - Sep 8

20. Aloft by Marriott Chicago Mag Mile

Streeterville, 7.9 km from Oakland

Odessia

￥29,310 total

includes taxes & fees

Sep 7 - Sep 8

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Where to stay in Oakland

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

A busy city street with tall buildings, a bus, and cars.

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 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 historic castle-like building with intricate stonework and a paved walkway.

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 city street with a train passing overhead, cars, pedestrians, and a red brick building.

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

"Room was clean, bathroom was old and a bit smelly. Was fine for the one night we were there - a bit pricey tho"

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"The room was perfect and the staff is so nice and helpful! The parking was pretty expensive but understandable. There is a chipotle connected which was perfect for when we wanted to grab a quick dinner! Last thing is that breakfast ended at 9 am which was quite early for us who had stayed out late so I wish it was until at least 10 am"

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Staff was very helpful, loved that you needed your key to get in past a certain time. We did slightly wierded out when staff came by on our first day, knocked and then immediately opened our door. A nice gesture was offered but it was something we didn't expect to happen. Other than that, we were close the buses and trains. Plenty of food options within walking distance."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Great hotel in an excellent location, close to the Riverwalk and within walking distance of so many attractions. The hotel was quiet, clean, and nicely updated. We especially enjoyed the amenities and the really nice-sized pool. Overall, a great place to stay and explore Chicago!"

Find hotels in Oakland, Chicago

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Our top choices for Oakland hotels

1. Hyatt Place Chicago/Downtown - The Loop

2. Best Western Grant Park Hotel

3. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4. Homewood Suites by Hilton Chicago Downtown South Loop

5. Crowne Plaza Chicago West Loop by IHG

6. Hilton Chicago

7. Hotel Riu Plaza Chicago

8. Hilton Vacation Club Hotel Blake Chicago

9. La Quinta Inn & Suites by Wyndham Chicago Downtown

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

11. L7 Chicago by LOTTE

12. Congress Plaza Hotel

13. Hyatt Regency Chicago

14. Hyatt Place Chicago/River North

15. Holiday Inn & Suites Chicago - Downtown by IHG

16. citizenM Chicago Downtown

17. Hyatt House Chicago/West Loop-Fulton Market

18. Travelodge by Wyndham Downtown Chicago

19. Palmer House a Hilton Hotel

20. Aloft by Marriott Chicago Mag Mile

Where to stay in Oakland

Downtown Chicago

The Loop

Magnificent Mile

River North

Lincoln Park

Top Oakland Hotel Reviews

Congress Plaza Hotel

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