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

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Our top choices for Oakland hotels

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

Streeterville, 7.5 km from Oakland

Ashraf

￥38,393 total

includes taxes & fees

Sep 8 - Sep 9

2. Hyatt Place Chicago/Downtown - The Loop

The Loop, 7.1 km from Oakland

LISA

￥36,969 total

includes taxes & fees

Sep 7 - Sep 8

3. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 7.6 km from Oakland

Valerie

￥38,939 total

includes taxes & fees

Sep 10 - Sep 11

4. Best Western Grant Park Hotel

The Loop, 5.4 km from Oakland

Diego

￥28,260 total

includes taxes & fees

Sep 10 - Sep 11

5. Crowne Plaza Chicago West Loop by IHG

7.3 km from Oakland

Phillip

￥35,113 total

includes taxes & fees

Sep 7 - Sep 8

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

6. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 5.4 km from Oakland

AMBER

￥33,005 total

includes taxes & fees

Sep 8 - Sep 9

7. Hilton Chicago

The Loop, 5.7 km from Oakland

Lori

￥41,557 total

includes taxes & fees

Sep 7 - Sep 8

8. Hotel Riu Plaza Chicago

Streeterville, 7.9 km from Oakland

Donna

￥31,514 total

includes taxes & fees

Sep 7 - Sep 8

9. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 7 km from Oakland

Shilpa

￥33,254 total

includes taxes & fees

Sep 7 - Sep 8

10. Hilton Garden Inn Chicago Central Loop

The Loop, 6.6 km from Oakland

Theresa

￥36,785 total

includes taxes & fees

Sep 7 - Sep 8

11. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Streeterville, 8.6 km from Oakland

Kelly

￥29,128 total

includes taxes & fees

Sep 7 - Sep 8

12. Hyatt Place Chicago/River North

River North, 7.8 km from Oakland

Shoma

￥37,154 total

includes taxes & fees

Sep 7 - Sep 8

13. Embassy Suites by Hilton Chicago Downtown River North

River North, 8 km from Oakland

Kristeen

￥33,256 total

includes taxes & fees

Sep 7 - Sep 8

14. Aloft by Marriott Chicago Mag Mile

Streeterville, 7.9 km from Oakland

Jerry

￥28,573 total

includes taxes & fees

Sep 7 - Sep 8

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

15. L7 Chicago by LOTTE

Theatre District, 7.2 km from Oakland

Jeff

￥47,964 total

includes taxes & fees

Sep 20 - Sep 21

16. River Hotel

The Loop, 7.4 km from Oakland

Austin

￥29,620 total

includes taxes & fees

Sep 8 - Sep 9

17. Hilton Chicago/Magnificent Mile Suites

Streeterville, 8.6 km from Oakland

Jeremy

￥29,513 total

includes taxes & fees

Sep 8 - Sep 9

Outdoor pool, cabanas (surcharge), pool umbrellas

18. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 7.8 km from Oakland

Tonya

￥31,257 total

includes taxes & fees

Sep 8 - Sep 9

19. Hyatt Regency Chicago

The Loop, 7.3 km from Oakland

Steve

￥50,904 total

includes taxes & fees

Sep 7 - Sep 8

20. citizenM Chicago Downtown

Theatre District, 7.3 km from Oakland

lakadria

￥32,325 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

Warwick Allerton - Chicago

8/10 Good

"Room was cold and we could not find a way to turn up the temperature."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Such a beautiful hotel. I loved that it has some history in it. Staff were very kind, friendly and helpful. The rooms were also very clean. Would definitely recommend and will definitely be coming back. If they could add some more elevators that would be awesome."

Hyatt Regency Chicago

10/10 Excellent

"Amazing place to stay. Rooms were very well maintained, staff was friendly, and room was always cleaned on time. Didn't get a chance to get breakfast, but I did eat dinner at Stentons, and I can say it was lovely. Hotel is within walking distance to everything you could possibly dream of. I highly recommend staying here. I will definitely be back to stay. 5 stars all around."

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."

Find hotels in Oakland, Chicago

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Our top choices for Oakland hotels

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

2. Hyatt Place Chicago/Downtown - The Loop

3. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4. Best Western Grant Park Hotel

5. Crowne Plaza Chicago West Loop by IHG

6. Homewood Suites by Hilton Chicago Downtown South Loop

7. Hilton Chicago

8. Hotel Riu Plaza Chicago

9. La Quinta Inn & Suites by Wyndham Chicago Downtown

10. Hilton Garden Inn Chicago Central Loop

11. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

12. Hyatt Place Chicago/River North

13. Embassy Suites by Hilton Chicago Downtown River North

14. Aloft by Marriott Chicago Mag Mile

15. L7 Chicago by LOTTE

16. River Hotel

17. Hilton Chicago/Magnificent Mile Suites

18. DoubleTree by Hilton Chicago - Magnificent Mile

19. Hyatt Regency Chicago

20. citizenM Chicago Downtown

Where to stay in Oakland

Downtown Chicago

The Loop

Magnificent Mile

River North

Lincoln Park

Top Oakland Hotel Reviews

Warwick Allerton - Chicago

Frequently asked questions

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