Hotels in Oakland
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Our top choices for Oakland hotels
1. Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (10,288 reviews)
"Perfect location loved our stay!"
Christina
The price is S$161
includes taxes & fees
8 Sept - 9 Sept
2. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 7.5 km from Oakland
9.4 out of 10, Exceptional, (2,662 reviews)
"Great stay."
Dawn
The price is S$317
includes taxes & fees
7 Sept - 8 Sept
3. Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 5.4 km from Oakland
8.2 out of 10, Very good, (2,778 reviews)
"The location of the hotel is great close to many things."
Melissa
The price is S$218
includes taxes & fees
30 Aug - 31 Aug
4. Hilton Chicago
Hilton ChicagoThe Loop, 5.7 km from Oakland
8.6 out of 10, Excellent, (3,022 reviews)
"Great location, friendly staff, various amenities for the family."
kun
The price is S$295
includes taxes & fees
7 Sept - 8 Sept
5. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopThe Loop, 5.4 km from Oakland
8.8 out of 10, Excellent, (2,425 reviews)
"Great stay"
jayne
The price is S$238
includes taxes & fees
7 Sept - 8 Sept
6. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 5.9 km from Oakland
7.6 out of 10, Good, (2,740 reviews)
"Great location, clean rooms, would stay here again!"
Adam
The price is S$169
includes taxes & fees
30 Aug - 31 Aug
7. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 5.4 km from Oakland
8.8 out of 10, Excellent, (2,139 reviews)
"helpful staff, great location, comfortable rooms and great views"
Jordan Leigh
The price is S$244
includes taxes & fees
31 Aug - 1 Sept
8. Le Méridien Essex Chicago
Le Méridien Essex ChicagoThe Loop, 5.6 km from Oakland
9.0 out of 10, Wonderful, (1,020 reviews)
"Hotel and room were clean while being in walking distance of many restaurants and activities. Will definitely come back."
Kendra
The price is S$240
includes taxes & fees
7 Sept - 8 Sept
9. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelThe Loop, 6.1 km from Oakland
9.6 out of 10, Exceptional, (1,286 reviews)
"The staff were really nice and friendly. Our room was nice and clean. I would stay here again!"
Melanie
The price is S$254
includes taxes & fees
7 Sept - 8 Sept
10. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownThe Loop, 7 km from Oakland
8.6 out of 10, Excellent, (2,882 reviews)
"This property is so nice to stay at, will continue to stay here in the future."
Paige
The price is S$241
includes taxes & fees
8 Sept - 9 Sept
11. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGWest Loop, 6.4 km from Oakland
8.6 out of 10, Excellent, (1,143 reviews)
"Great stay! We enjoyed the pool, nice clean rooms and parking was so easy."
Cesar
The price is S$254
includes taxes & fees
8 Sept - 9 Sept
12. Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre DistrictTheatre District, 6.7 km from Oakland
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean room, good breakfast options"
Mohnish
The price is S$238
includes taxes & fees
7 Sept - 8 Sept
13. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopThe Loop, 7.1 km from Oakland
8.8 out of 10, Excellent, (1,511 reviews)
"Enjoyed my stay!"
Kimberly
The price is S$242
includes taxes & fees
7 Sept - 8 Sept
14. Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 6.7 km from Oakland
8.6 out of 10, Excellent, (2,581 reviews)
"Always enjoy our stay here."
suzanne
The price is S$302
includes taxes & fees
7 Sept - 8 Sept
15. Arlo Chicago
Arlo ChicagoTheatre District, 7.1 km from Oakland
9.4 out of 10, Exceptional, (2,271 reviews)
"Loved the location and all around great hotel."
Robert
The price is S$241
includes taxes & fees
7 Sept - 8 Sept
16. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG7.3 km from Oakland
9.0 out of 10, Wonderful, (2,492 reviews)
"Excelente hotel"
Evelyn
The price is S$237
includes taxes & fees
30 Aug - 31 Aug
17. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopThe Loop, 6.6 km from Oakland
9.2 out of 10, Wonderful, (1,411 reviews)
"Very nice would stay again"
Dawn
The price is S$252
includes taxes & fees
7 Sept - 8 Sept
18. citizenM Chicago Downtown
citizenM Chicago DowntownTheatre District, 7.3 km from Oakland
9.4 out of 10, Exceptional, (4,366 reviews)
"Great place to stay!"
lakadria
The price is S$259
includes taxes & fees
7 Sept - 8 Sept
19. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoTheatre District, 6.6 km from Oakland
8.8 out of 10, Excellent, (3,630 reviews)
"Great location, clean room, and friendly staff"
Kelli
The price is S$223
includes taxes & fees
7 Sept - 8 Sept
20. Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area7.5 km from Oakland
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location staff very friendly and helpful very clean would stay again"
Michele
The price is S$269
includes taxes & fees
7 Sept - 8 Sept
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
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
Magnificent Mile
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
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.
Photo by Mattyboy876
Open Photo by Mattyboy876
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).
Top Oakland Hotel Reviews
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
