Find 4 Star Hotels in Oakland, IL from $166

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Compare Oakland 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Embassy Suites by Hilton Chicago Downtown River North
Lobby

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.6 out of 10, Excellent, (5025)
"Really enjoyed our stay!!"
$192 nightly
The price is $226
Nov 2 - Nov 3
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago O'Hare Airport
Terrace/patio

Hilton Chicago O'Hare Airport

4.0 star property
8.2 out of 10, Very Good, (2163)
"Very easy check-in and attractive room and restaurant options."
$179 nightly
The price is $210
Oct 31 - Nov 1
Total with taxes and fees
Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago
Daily full breakfast (USD 27.76 per person)

Hyatt Regency O'Hare Chicago

4.0 star property
8.6 out of 10, Excellent, (2036)
"Nice place to stay! "
$152 nightly
The price is $173
Oct 29 - Oct 30
Total with taxes and fees
Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection - Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1364)
"Location was great!"
$160 nightly
The price is $188
Nov 2 - Nov 3
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3903)
"Absolutely loved this hotel and location. "
$203 nightly
The price is $238
Oct 30 - Oct 31
Total with taxes and fees
citizenM Chicago Downtown
Warwick Allerton - Chicago
Lobby sitting area

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very Good, (2891)
"Great location, friendly staff."
$141 nightly
The price is $166
Oct 20 - Oct 21
Total with taxes and fees
Warwick Allerton - Chicago
InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2447)
"Great stay "
$301 nightly
The price is $348
Oct 30 - Oct 31
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.4 out of 10, Exceptional, (3351)
"Great place to stay "
$275 nightly
The price is $323
Oct 30 - Oct 31
Total with taxes and fees
Hyatt Regency Chicago
River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4699)
"Staff friendly and helpful..and accommodations just right..great location! "
$192 nightly
The price is $225
Nov 2 - Nov 3
Total with taxes and fees
River Hotel
The Allegro Royal Sonesta Hotel Chicago Loop
Exterior

The Allegro Royal Sonesta Hotel Chicago Loop

4.0 star property
9.0 out of 10, Wonderful, (2085)
"We had an amazing stay for a weekend getaway. "
$176 nightly
The price is $207
Nov 2 - Nov 3
Total with taxes and fees
The Allegro Royal Sonesta Hotel Chicago Loop
Hyatt Regency McCormick Place Chicago
City view

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1044)
"Excellent stay!"
$309 nightly
The price is $363
Oct 7 - Oct 8
Total with taxes and fees
Hyatt Regency McCormick Place Chicago
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (3031)
"Amazing hotel and perfectly located"
$251 nightly
The price is $295
Nov 2 - Nov 3
Total with taxes and fees
L7 Chicago by LOTTE
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2234)
"Very nice hotel "
$209 nightly
The price is $245
Oct 23 - Oct 24
Total with taxes and fees
Hilton Chicago
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2237)
"Hotel was nice, staff were friendly, and near attractions and restaurants "
$155 nightly
The price is $182
Nov 2 - Nov 3
Total with taxes and fees
Hotel Felix River North/Magnificent Mile
The Wade
1 bedroom, premium bedding, down comforters, pillowtop beds

The Wade

4.5 star property
8.4 out of 10, Very Good, (1337)
"Great place to stay"
$175 nightly
The price is $205
Nov 2 - Nov 3
Total with taxes and fees
The Wade
Club Quarters Hotel, Central Loop, Chicago
Breakfast, lunch and dinner served

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.8 out of 10, Excellent, (3390)
"Very good place to stay"
$144 nightly
The price is $169
Nov 2 - Nov 3
Total with taxes and fees
Club Quarters Hotel, Central Loop, Chicago
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (2005)
"Great property with great staff and amenities. "
$215 nightly
The price is $249
Oct 23 - Oct 24
Total with taxes and fees
Palmer House a Hilton Hotel
Fairmont Chicago at Millennium Park
Executive lounge

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1970)
"Perfect location, very clean, super comfy bed + pillows! Would stay there again! "
$279 nightly
The price is $328
Oct 23 - Oct 24
Total with taxes and fees
Fairmont Chicago at Millennium Park
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2167)
"The hotel was quiet and clean and restaurant was right next door in addition to inside the hotel"
$207 nightly
The price is $243
Oct 3 - Oct 4
Total with taxes and fees
Hyatt Centric The Loop Chicago
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3344)
"Excellent location and views from the hotel "
$208 nightly
The price is $244
Oct 30 - Oct 31
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Oakland.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago, IL
$431 nightly
The price is $506 total per night from Nov 2 to Nov 3
$506 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (1,727 reviews)
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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.

Top Oakland Hotel Reviews

Freehand Chicago

Freehand Chicago

10/10 Excellent
"(Private queen room) the room was small but very comfortable. Everyone was very nice and friendly. Would absolutely stay again. "
jonathan 1-night trip
Posted 6 hours ago
Freehand Chicago

Frequently asked questions

What are the best 4-star hotels in Oakland?
Sophy Hyde Park is among our travelers' favorite 4-star hotels around Oakland. Dining romance packages and a terrace are a couple of its many conveniences. Another pick that receives rave reviews for its outstanding guest experience is Hyatt Regency McCormick Place. Book your break here and make use of a sauna and a swimming pool.
How much does it cost to stay in a 4-star hotel in Oakland?
With Expedia's handy search filters, scoring a terrific deal on a 4-star hotel in Oakland just got simpler. Start by entering your chosen travel dates and length of your stay. Then list the results by price and choose the option that best fits your budget and style.

  • Search for the lowest price from $506

What's the difference between 5-star and 4-star hotels in Oakland?
Offering a friendly traveler experience and upscale surroundings, 4-star hotels are an excellent option for your Oakland getaway. These types of stays generally come with loads of useful amenities that make it a breeze to unpack and recharge — think pillowtop mattresses, pools and gyms. Or enjoy even more lavishness at a 5-star hotel designed to spoil you with high-end perks and amenities. A personalized service, oversized bathrooms and gourmet dining are typically included at these plush retreats.

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