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 7 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.

Oakland hotels, Chicago, United States of America: Chicago Hotel Guide

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Our top choices for Oakland hotels

1. Best Western Grant Park Hotel

The Loop, 5.4 km from Oakland

Tammy

includes taxes & fees

9 Aug - 10 Aug

2. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 5.4 km from Oakland

Jordan Leigh

includes taxes & fees

10 Aug - 11 Aug

Suite, 1 Bedroom, Corner | Private kitchen

3. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 5.4 km from Oakland

jayne

includes taxes & fees

9 Aug - 10 Aug

4. Travelodge by Wyndham Downtown Chicago

The Loop, 5.9 km from Oakland

MARTINA

includes taxes & fees

11 Aug - 12 Aug

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

5. Holiday Inn & Suites Chicago - Downtown by IHG

West Loop, 6.4 km from Oakland

Terrell

includes taxes & fees

9 Aug - 10 Aug

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

Streeterville, 7.5 km from Oakland

Julie

includes taxes & fees

9 Aug - 10 Aug

7. Le Méridien Essex Chicago

The Loop, 5.6 km from Oakland

Robert

includes taxes & fees

9 Aug - 10 Aug

8. Congress Plaza Hotel

The Loop, 6 km from Oakland

Tammy C

includes taxes & fees

10 Aug - 11 Aug

9. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Loop, 6.1 km from Oakland

Carlos

includes taxes & fees

9 Aug - 10 Aug

10. Silversmith Hotel Chicago Downtown

Theatre District, 6.7 km from Oakland

Donilyn

includes taxes & fees

9 Aug - 10 Aug

11. Freehand Chicago

River North, 7.9 km from Oakland

Clifton

includes taxes & fees

19 Aug - 20 Aug

12. Hilton Chicago

The Loop, 5.7 km from Oakland

Nicole M

includes taxes & fees

6 Aug - 7 Aug

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

13. L7 Chicago by LOTTE

Theatre District, 7.2 km from Oakland

Julie Ann

includes taxes & fees

17 Aug - 18 Aug

14. Crowne Plaza Chicago West Loop by IHG

7.3 km from Oakland

Bethany

includes taxes & fees

10 Aug - 11 Aug

Presidential Suite, 1 Bedroom, Non Smoking

15. Hotel 55 Chicago Downtown

River North, 7.9 km from Oakland

Matt

includes taxes & fees

26 Jul - 27 Jul

16. Club Quarters Hotel, Central Loop, Chicago

Theatre District, 6.6 km from Oakland

Christopher

includes taxes & fees

16 Aug - 17 Aug

17. The Allegro Royal Sonesta Hotel Chicago Loop

Theatre District, 7.2 km from Oakland

Robert

includes taxes & fees

16 Aug - 17 Aug

18. Hyatt Place Chicago/River North

River North, 7.8 km from Oakland

Mark

includes taxes & fees

10 Aug - 11 Aug

19. Hilton Garden Inn Chicago Central Loop

The Loop, 6.6 km from Oakland

Malachi

includes taxes & fees

9 Aug - 10 Aug

20. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 7 km from Oakland

Diana

includes taxes & fees

9 Aug - 10 Aug

View all properties

Where to stay in Oakland

Find the best Oakland areas 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 historic castle-like building with intricate stonework and a paved walkway.

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

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

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

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

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Top Oakland Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"NA"

Congress Plaza Hotel

10/10 Excellent

"Wonderful location - we were right across from Buckingham Fountain. From the 11th floor, we had a great view of the lake. Old style elegance. The a/c - heating system is of a different era. I would not book a lake side room during the height of the summer - I don't think the system could keep up."

The Wade

8/10 Good

"Why book here? LOCATION and competitive price. Why not? If you care about hospitality. This isn't going to be the place. Some of the front desk staff were impatient and border line dismissive. No decaf, despite a sign saying it was available. Just plan to go to Starbucks about a block away for coffee of any quality. Check in evening staff, told us breakfast would be served (Marriott member) and then we weren't given the magic card. Morning staff said we didn't qualify and we got the signal NOT to bother them with unreasonable questions. Our room was next to elevator and I was glad I had my ear plugs. No coffee in rooms. Weird kinda sensual picture of red lips predominant art in room... not family friendly or sensitive to women's modern issues. Views of lake were great! Easy walking location to see Lake Shore Drive and Many other great attractions. LOVED the beach and lake. It is amazingly clear water. Just have realistic expectations that this is a place to sleep and the staff may not care or are burned out. Great service oriented humans are expensive. You're not paying for that here."

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

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Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Oakland hotels

1. Best Western Grant Park Hotel

2. Hilton Garden Inn Chicago Downtown South Loop

3. Homewood Suites by Hilton Chicago Downtown South Loop

4. Travelodge by Wyndham Downtown Chicago

5. Holiday Inn & Suites Chicago - Downtown by IHG

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

7. Le Méridien Essex Chicago

8. Congress Plaza Hotel

9. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

10. Silversmith Hotel Chicago Downtown

11. Freehand Chicago

12. Hilton Chicago

13. L7 Chicago by LOTTE

14. Crowne Plaza Chicago West Loop by IHG

15. Hotel 55 Chicago Downtown

16. Club Quarters Hotel, Central Loop, Chicago

17. The Allegro Royal Sonesta Hotel Chicago Loop

18. Hyatt Place Chicago/River North

19. Hilton Garden Inn Chicago Central Loop

20. La Quinta Inn & Suites by Wyndham Chicago Downtown

Where to stay in Oakland

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Oakland Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

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