Find 5 Star Hotels in Oakland, IL

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Compare Oakland 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
Banquet hall

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1484)
"."
The price is AED 1,171
AED 1,374 total
includes taxes & fees
21 Jan - 22 Jan
Trump International Hotel & Tower Chicago
The Langham, Chicago
Exterior

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1004)
"Very clean, spa was amazing. "
The price is AED 1,286
AED 1,509 total
includes taxes & fees
22 Jan - 23 Jan
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"We liked how attentive thw staff was. My date had a tag still attatched to him that we missed while heading out for brunch and shopping and the gentleman at the desk waived him over and let him know. Paid attention to the guest. We will definitely be back. Great staff "
The price is AED 1,471
AED 1,727 total
includes taxes & fees
26 Jan - 27 Jan
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Great location, easy checkin and no rush check out is nice. Comfortable room, good facilities, gym / spa etc... Staff was friendly and accommodating. "
The price is AED 1,745
AED 2,048 total
includes taxes & fees
9 Jan - 10 Jan
The Peninsula Chicago
Four Seasons Hotel Chicago
Room

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"The lady who helped us at check in and check out was phenomenal. Really appreciated her kindness"
The price is AED 1,359
AED 1,595 total
includes taxes & fees
16 Jan - 17 Jan
Four Seasons Hotel Chicago
Park Hyatt Chicago
Exterior

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Very enjoyable…we will be back!"
The price is AED 1,327
AED 1,558 total
includes taxes & fees
23 Jan - 24 Jan
Park Hyatt Chicago
Nobu Hotel Chicago
Reception

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (609)
"Amazing staff and hospitality. The room and view was absolutely fantastic. "
The price is AED 1,175
AED 1,380 total
includes taxes & fees
12 Jan - 13 Jan
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Can’t wait to return "
The price is AED 1,171
AED 1,374 total
includes taxes & fees
23 Jan - 24 Jan
The Ritz-Carlton, Chicago
The St. Regis Chicago
Exterior

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (51)
"Best hotel in the city "
The price is AED 1,704
AED 2,001 total
includes taxes & fees
2 Feb - 3 Feb
The St. Regis Chicago
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Oakland?
There are many different pricing options for a 5-star hotel in Oakland on Expedia. The amount you pay will depend on when you plan to travel, length of stay and other factors. Compare all of the available accommodations for your preferred dates and make use of our pricing and other filters to land the perfect luxury stay.

  • Search for the lowest price per night

What makes a hotel 5 stars in Oakland?
From high-end restaurants and 24/7 fitness centers to pools and premium bedding, the 5-star experience in Oakland is all about relaxation and luxury. But it calls for more than just top-notch amenities to get a 5-star rating. Accommodations must also provide outstanding guest-focused services like in-room massage treatments, on-site laundry and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in Oakland?
Use our filter tool to find a luxury retreat in Oakland where most of what you need is included. After your initial search, refine your results for properties that have a 5-star rating and are deemed “All inclusive.” The first thing on the itinerary at these stays? Pure enjoyment and indulgence.