Hotels in Oakland

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7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

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Top 10 Hotels in Oakland

Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
River North, 8.1 km from Oakland
8.8 out of 10, Excellent, (3082)
"Awesome location and excellent service, the staff was great!"
United States
Salvador
The price is S$166
includes taxes & fees
7 Dec - 8 Dec
Eurostars Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
The Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (4776)
"Beautiful hotel. Had a nice stay"
United States
Esther
The price is S$172
includes taxes & fees
20 Nov - 21 Nov
River Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2129)
"Very nice hotel "
United States
Patrick
The price is S$146
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (2879)
"Clean room and loved the atmosphere"
United States
Madison
The price is S$150
includes taxes & fees
26 Nov - 27 Nov
Aloft Chicago Mag Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Streeterville, 7.5 km from Oakland
9.4 out of 10, Exceptional, (2214)
"Room was spotless…staff was great!"
United States
Tamika
The price is S$204
includes taxes & fees
25 Nov - 26 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 7.3 km from Oakland
9.2 out of 10, Wonderful, (4064)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is S$174
includes taxes & fees
11 Nov - 12 Nov
citizenM Chicago Downtown
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
River North, 7.9 km from Oakland
8.0 out of 10, Very good, (2573)
"Great place. "
United States
John
The price is S$125
includes taxes & fees
10 Nov - 11 Nov
Freehand Chicago
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
River North, 7.8 km from Oakland
8.4 out of 10, Very good, (4131)
"Clean rooms and friendly staff"
United States
Jeffrey
The price is S$144
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 8.6 km from Oakland
9.0 out of 10, Wonderful, (3237)
"Overall it was a great place to stay."
United States
Edward
The price is S$155
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
The Loop, 5.7 km from Oakland
8.4 out of 10, Very good, (2284)
"Great Hotel"
United States
Luz
The price is S$212
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
The Loop, 6 km from Oakland
8.0 out of 10, Very good, (9512)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
Congress Plaza Hotel
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Streeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (2722)
"Nice hotel, very clean and the buffet breakfast was excellent "
United States
Veronica Anne
The price is S$196
includes taxes & fees
8 Dec - 9 Dec
Hotel Riu Plaza Chicago
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
River North, 8.1 km from Oakland
8.2 out of 10, Very good, (306)
"Perfect location! Tons of restaurants and shopping nearby! "
United States
MaryJane
The price is S$98
includes taxes & fees
7 Dec - 8 Dec
FOUND Hotel Chicago River North
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
7.3 km from Oakland
9.0 out of 10, Wonderful, (1659)
"Great hotel and amenities "
United States
Adrienne
The price is S$138
includes taxes & fees
23 Nov - 24 Nov
Crowne Plaza Chicago West Loop by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
West Loop, 6.4 km from Oakland
8.4 out of 10, Very good, (1004)
"Really great location and warm and friendly staff"
United Kingdom
David
The price is S$196
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn & Suites Chicago - Downtown by IHG
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
River North, 7.7 km from Oakland
8.8 out of 10, Excellent, (3321)
"Great stay!"
United States
Shanell
The price is S$137
includes taxes & fees
24 Nov - 25 Nov
voco Chicago Downtown - Riverwalk by IHG
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Theatre District, 6.7 km from Oakland
9.4 out of 10, Exceptional, (2040)
"Great spot"
United States
Kirsten
Silversmith Hotel Chicago Downtown
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
The Loop, 7 km from Oakland
8.6 out of 10, Excellent, (2595)
"Lovely staff and great rooms at great price and location! "
United States
Diana
The price is S$173
includes taxes & fees
23 Nov - 24 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 6.7 km from Oakland
8.4 out of 10, Very good, (2068)
"Great hotel "
United States
Hicham
The price is S$201
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
Rooftop terrace
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

4.0 star property
Theatre District, 6.7 km from Oakland
9.0 out of 10, Wonderful, (2234)
"Probably my favorite place to stay in the Loop."
United States
Robert
The price is S$195
includes taxes & fees
23 Nov - 24 Nov
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.
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Hotels in Oakland with a pool

Terrace/patio
The Royal Sonesta Chicago River North
The Royal Sonesta Chicago River North
4.5 star property
  • Pool
9.2 out of 10, Wonderful, (2224)
The price is S$200
includes taxes & fees
7 Dec - 8 Dec
The Royal Sonesta Chicago River North
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Top guest rated hotels in Oakland

Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
    8.0 out of 10, Very good, (2573)
    The price is S$125
    includes taxes & fees
    10 Nov - 11 Nov
    Freehand Chicago
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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

    The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

    Magnificent Mile - River North

    Magnificent Mile

    A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

    The Loop - Downtown featuring a river or creek

    The Loop

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

    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

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

    Top Oakland Hotel Reviews

    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    10/10 Excellent
    "Very accommodating, friendly staff and great breakfast. Was in a good location. "
    Kristy 2-night trip
    Posted 2 days ago
    Embassy Suites by Hilton Chicago Downtown River North

    Explore a world of travel with Expedia

    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 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.