What's it like in Oakland?

Oakland is a neighbourhood that travellers 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 neighbourhood.

How many hotels can I expect to find in Oakland?

When you want to find places to stay in Chicago, start by booking one of Expedia's 6 hotels and other accommodation options in Oakland.

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

Yes, you'll find most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Add your dates and click on "Search", then filter by "fully refundable" to view the top deals on offer in Oakland.

What can I see and do in this Chicago neighbourhood?

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 neighbourhood. 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.

Chicago Hotel Guide. Hotels in Oakland, Chicago, United States of America

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Dates

March 2026

3

April 2026

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Our top choices for Oakland hotels

Claridge House Chicago, Tapestry Collection by Hilton

Gold Coast, 9.3 km from Oakland

Srinivasa

includes taxes & fees

8 Mar - 9 Mar

Thompson Chicago, by Hyatt

Gold Coast, 8.9 km from Oakland

Loan

includes taxes & fees

16 Mar - 17 Mar

Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 7.5 km from Oakland

Blake

includes taxes & fees

24 Mar - 25 Mar

Moxy Chicago Downtown

River North, 8 km from Oakland

Paulina

includes taxes & fees

8 Mar - 9 Mar

Level Chicago Fulton Market

West Loop, 8 km from Oakland

Eric

2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine

The Hoxton Chicago

7.7 km from Oakland

Valerie

includes taxes & fees

8 Mar - 9 Mar

Springhill Suites by Marriott Chicago Downtown/ River North

River North, 7.7 km from Oakland

Fernando

includes taxes & fees

8 Mar - 9 Mar

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

7.5 km from Oakland

Jerry

includes taxes & fees

26 Mar - 27 Mar

Hampton Inn Chicago West Loop Fulton Market Area

7.5 km from Oakland

Wendy

includes taxes & fees

7 Mar - 8 Mar

Radisson Blu Aqua Hotel Chicago

7.1 km from Oakland

Michael

includes taxes & fees

1 Apr - 2 Apr

ACME Hotel Chicago, Outset Collection by Hilton

River North, 7.9 km from Oakland

Rick

includes taxes & fees

16 Mar - 17 Mar

Hyatt House Chicago West Loop

7.9 km from Oakland

Mary

includes taxes & fees

29 Mar - 30 Mar

Sofitel Chicago Magnificent Mile

8.6 km from Oakland

Kristin

includes taxes & fees

5 Mar - 6 Mar

The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 9.4 km from Oakland

Sheila

includes taxes & fees

5 Mar - 6 Mar

2 restaurants, breakfast, lunch, dinner served; American cuisine

LondonHouse Chicago, Curio Collection by Hilton

The Loop, 7.4 km from Oakland

Osama

includes taxes & fees

16 Mar - 17 Mar

Hilton Garden Inn Chicago Downtown/Magnificent Mile

River North, 7.8 km from Oakland

Juliana

includes taxes & fees

5 Mar - 6 Mar

citizenM Chicago Downtown

Theatre District, 7.3 km from Oakland

Andrew

includes taxes & fees

22 Mar - 23 Mar

The Emily Hotel

8.1 km from Oakland

Mary

Canopy by Hilton Chicago Central Loop

The Loop, 6.6 km from Oakland

Jorge

includes taxes & fees

29 Mar - 30 Mar

The Whitehall Hotel, BW Premier Collection

Streeterville, 8.6 km from Oakland

Jorge

includes taxes & fees

4 Mar - 5 Mar

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Where to stay in Oakland

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

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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

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O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

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