Hotels in Oakland

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Tonight
9 Aug - 10 Aug
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10 Aug - 11 Aug
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15 Aug - 17 Aug
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22 Aug - 24 Aug

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Top 10 Hotels in Oakland

Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2062)
"Beautiful property, will definitely stay there again."
The price is S$284
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Chicago Hotel Collection Ambassador Gold Coast
Enjoy a romantic breakfast on the balcony with a city view, surrounded by a selection of cheeses, fresh fruits, and nuts.

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1072)
"Great place to stay, would definitely recommend and stay here again "
The price is S$244
includes taxes & fees
11 Aug - 12 Aug
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile
Relax in a serene urban setting with a spacious seating area and unobstructed city views.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1144)
"Enjoyed staying here!"
The price is S$229
includes taxes & fees
10 Aug - 11 Aug
The Chicago Hotel Collection - Magnificent Mile
Claridge House
Experience the hotel's elegant lobby, featuring a reception area, comfortable seating, and a unique rug with the hotel's logo.

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1285)
"A wonderful hotel in a great location!"
The price is S$267
includes taxes & fees
10 Aug - 11 Aug
Claridge House
Freehand Chicago
Relax in style with plush seating and a classic design, featuring a sofa, armchairs, and a bookshelf.

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2177)
"Good spot when staying for lolla "
The price is S$185
includes taxes & fees
12 Aug - 13 Aug
Freehand Chicago
The Chicago Hotel Collection River North
Enjoy a casual coffee break in our cozy coffee shop with a menu board, seating area, and unique decor.

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (544)
"It was a wonderful place to stay! "
The price is S$207
includes taxes & fees
17 Aug - 18 Aug
The Chicago Hotel Collection River North
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1932)
"Great stay"
The price is S$222
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Travelodge by Wyndham Downtown Chicago
Relax in the hotel lobby's spacious seating area, surrounded by a city view and comfortable sofas and armchairs.

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2281)
"Hotel location, staff and transportation were very good "
The price is S$144
includes taxes & fees
25 Aug - 26 Aug
Travelodge by Wyndham Downtown Chicago
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hotel facade with a balcony featuring a variety of flowers and large windows with metal railings.

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1006)
"Great stay"
The price is S$204
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Experience the sleek, modern architecture of this urban hotel, featuring a prominent marquee sign and vertical windows.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3641)
"Great stay. "
The price is S$232
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Best Western Grant Park Hotel
Relax in a stylish seating area with plush armchairs and a decorative partition, surrounded by ambient lighting and a patterned rug.

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2578)
"Location is perfect"
The price is S$165
includes taxes & fees
25 Aug - 26 Aug
Best Western Grant Park Hotel
Hilton Chicago/Magnificent Mile Suites
Enjoy a sophisticated dining experience with a beautifully set table and city view.

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2596)
"Great location and hotel!"
The price is S$217
includes taxes & fees
24 Aug - 25 Aug
Hilton Chicago/Magnificent Mile Suites
Best Western River North Hotel
Relax on the rooftop with wicker lounge chairs and take in the city skyline views.

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1027)
"Great location "
The price is S$191
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel
Ivy Boutique Hotel
Stunning city views from a sleek, high-rise building with a dynamic design and lush greenery.

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1008)
"Great location and hotel "
The price is S$217
includes taxes & fees
10 Aug - 11 Aug
Ivy Boutique Hotel
Ohio House Motel
Located at the corner of a bustling street, Ohio House features a flat roof and large glass windows.

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Everyone was nice and a great location "
The price is S$196
includes taxes & fees
17 Aug - 18 Aug
Ohio House Motel
The Godfrey Hotel Chicago
Enjoy a drink at the bar, where a geometric ceiling structure and contemporary design create a welcoming atmosphere.

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1892)
"Loved the stay"
The price is S$260
includes taxes & fees
2 Sept - 3 Sept
The Godfrey Hotel Chicago
FOUND Hotel Chicago River North
Experience the vibrant atmosphere of this historic building, featuring ornate details and a lively dining and entertainment area.

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (176)
"Great location, simple room but very quiet and comfortable."
The price is S$155
includes taxes & fees
10 Aug - 11 Aug
FOUND Hotel Chicago River North
Warwick Allerton - Chicago
Formal dining area with a large chandelier, gold chairs, and a stone floor.

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very good, (2911)
"This is a great stay that I'd recommend to anyone!"
The price is S$217
includes taxes & fees
24 Aug - 25 Aug
Warwick Allerton - Chicago
Hotel Saint Clair- Magnificent Mile
Enjoy meals around the central dining table, surrounded by comfortable chairs and a display case.

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1681)
"We loved the price and location of this hotel. "
Hotel Saint Clair- Magnificent Mile
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Exterior

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4.0 star property
9.6 out of 10, Exceptional, (1005)
"Clean, large rooms, very comfortable."
The price is S$240
includes taxes & fees
4 Sept - 5 Sept
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.
Downtown Chicago which includes a city
Downtown Chicago map

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North
Magnificent Mile map

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown featuring a river or creek
The Loop map

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

River North map

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.

Chicago which includes a city and modern architecture
Lincoln Park map

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Top Oakland Hotel Reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Na"
Alejandro 2-night trip
Posted 17 hours ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

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 5 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.