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

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23 Aug - 24 Aug
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Top Trending Hotels Near Oakland, Chicago

River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4553)
"Great place to stay, staff was very friendly"
The price is €132
includes taxes & fees
3 Sept - 4 Sept
River Hotel
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3064)
"Great stay!"
The price is €160
includes taxes & fees
24 Aug - 25 Aug
Eurostars Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2006)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is €151
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3739)
"Great place to stay "
The price is €143
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2800)
"Clean, helpful staff and in walking distance to most places we visited."
The price is €129
includes taxes & fees
2 Sept - 3 Sept
Aloft Chicago Mag Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2087)
"Great place to stay!"
The price is €188
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2233)
"Great stay "
The price is €121
includes taxes & fees
2 Sept - 3 Sept
Freehand Chicago
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8984)
"Family had a great stay. "
The price is €104
includes taxes & fees
24 Aug - 25 Aug
Congress Plaza Hotel
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1032)
"Great location "
The price is €123
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2104)
"Awesome hotel, highly recommended."
The price is €165
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1006)
"Decent hotel"
The price is €162
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn & Suites Chicago - Downtown by IHG
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3627)
"Great place"
The price is €144
includes taxes & fees
24 Aug - 25 Aug
citizenM Chicago Downtown
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (202)
"Great place "
The price is €93
includes taxes & fees
1 Sept - 2 Sept
FOUND Hotel Chicago River North
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2495)
"Had a wonderful stay here and staff was super friendly!"
The price is €149
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1883)
"Helpful staff, beautiful hotel in a great location!"
The price is €195
includes taxes & fees
2 Sept - 3 Sept
Palmer House a Hilton Hotel
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2331)
"The best hotel, excellent breakfast, excellent location!!!"
The price is €166
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2066)
"We had a great stay!"
The price is €178
includes taxes & fees
25 Aug - 26 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1008)
"Great hotel! "
The price is €139
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1953)
"Great room and close to attractions "
Silversmith Hotel Chicago Downtown
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2050)
"Very good place "
The price is €195
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric The Loop Chicago
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.

Where to stay in Oakland

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

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

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 showing a river or creek

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

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

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

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Boutique hotel in downtown Chicago. Up to date facility, clean, quiet, good location."
Adnan 3-night trip
Posted 11 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

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.