Top Oakland Hotels

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Where to stay in Oakland

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

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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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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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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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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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

The Chicago Hotel Collection Ambassador Gold Coast

4/10 Poor

"half the lights in the room didn’t work or were broken, the sink did not drain when it was being used and filled up fast, my moms side of the bed had some dead bugs sitting on the side of it, and my pillow had a giant pink stain on the bottom of it 😭 i don’t think we got breakfast vouchers bc that guy was hitting on me and i had to pay $85 to eat breakfast there for one day as a buffet. they also should say something about parking within the website as well. it was $75 a night and you had to use valet no matter what"

Aloft by Marriott Chicago Mag Mile

4/10 Poor

"We did not get the room we requested. They gave a replacement room but it was not cleaned. There was dirt towels on the floor and trash at the front. We came back down and they gave us a new room with small beds. Overall was disappointment with the service and cleanliness of the establishment. We received two drink vouchers for the inconvenience which we didn’t not use and when checking out we asked if they could be exchanged for a credit and they said that was not an option. This booking was for my wife and I’s two year wedding anniversary and overall was very disappointed."

The Chicago Hotel Collection - Magnificent Mile

6/10 Okay

"The rooftop bar was amazing? The location was great! The room was old and musty smelling. The carpet was wet and the floors felt uneven. The beds were comfortable! There weren’t enough elevators to support the volume of guests. The valet parking was very expensive compared to other hotels. The DJ in the main lobby was amazing and the lobby vibes were good! Gino’s pizza next door was great!"

Frequently asked questions

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.

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Our top choices for Oakland hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hilton Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hotel Riu Plaza Chicago

Sheraton Grand Chicago Riverwalk

L7 Chicago by LOTTE

Aloft by Marriott Chicago Mag Mile

InterContinental Chicago Magnificent Mile by IHG

La Quinta Inn & Suites by Wyndham Chicago Downtown

LondonHouse Chicago, Curio Collection by Hilton

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hilton Chicago/Magnificent Mile Suites

Congress Plaza Hotel

Silversmith Hotel Chicago Downtown

Sofitel Chicago Magnificent Mile

Fairmont Chicago at Millennium Park

DoubleTree by Hilton Chicago - Magnificent Mile

Homewood Suites by Hilton Chicago Downtown South Loop

Swissotel - Chicago

Where to stay in Oakland

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Oakland Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Frequently asked questions

Explore a world of travel with Expedia