A cityscape with modern skyscrapers, a river, and a bridge.

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Check availability on Oakland Boutique Hotels

This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Oakland boutique hotels

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

1. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,303 reviews)
"Great stay overall"
United States
Nathan
The price is ₹14,195
₹16,876 total
includes taxes & fees
25 Oct - 26 Oct
Central Loop Hotel
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.

2. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,012 reviews)
"Great location, perfect for a weekend getaway."
United States
Gabriela
The price is ₹16,340
₹19,426 total
includes taxes & fees
26 Oct - 27 Oct
ACME Hotel Chicago, Outset Collection by Hilton
A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

3. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,234 reviews)
"The room was clean and the building was nostalgic."
United States
John
The price is ₹30,316
₹36,043 total
includes taxes & fees
14 Oct - 15 Oct
Hilton Vacation Club Hotel Blake Chicago
A rooftop lounge with a fire feature, seating, and a city view.

4. Hotel Lincoln

Hotel Lincoln
4.0 star property
Lincoln Park
8.0 out of 10, Very good, (1,155 reviews)
"Really great location. If you looking for a walkable neighborhood with a lot of food options this hotel is perfect."
United States
Christopher
The price is ₹17,373
₹22,887 total
includes taxes & fees
1 Oct - 2 Oct
Hotel Lincoln
A room with a brick wall, a large wooden door, a flat-screen TV, and a grey armchair.

5. The Golden Arm

The Golden Arm
2.5 star property
West Town
8.0 out of 10, Very good, (706 reviews)
"Clean"
United States
John
The price is ₹14,302
₹16,789 total
includes taxes & fees
5 Oct - 6 Oct
The Golden Arm
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

6. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,181 reviews)
"Definitely a boutique hotel, but we'll maintained and in a good area with good eateries close."
United States
Brad
The price is ₹11,749
₹13,039 total
includes taxes & fees
28 Oct - 29 Oct
Carleton of Oak Park
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

7. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,277 reviews)
"Would recommend stay here very nice hotel"
United States
carla
The price is ₹15,461
₹18,381 total
includes taxes & fees
28 Oct - 29 Oct
The Chicago Hotel Collection - Magnificent Mile
A hotel bathroom with a large mirror, a sink, and a vanity.

8. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,492 reviews)
"Perfect location, great hotel and staff!!"
United States
Tasha Holmes
The price is ₹20,122
₹26,662 total
includes taxes & fees
25 Oct - 26 Oct
Sports Illustrated Resorts Chicago
A room with two chairs and a small table, a large window with a city view at night.

9. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,936 reviews)
"Fantastic stay"
United States
Will
The price is ₹20,664
₹24,567 total
includes taxes & fees
29 Oct - 30 Oct
Eurostars Magnificent Mile
A historic building with a prominent casino sign, surrounded by modern skyscrapers.

10. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,092 reviews)
"Great hotel, very clean and amazing location"
Netherlands
Shyreen
The price is ₹12,767
₹18,374 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Felix River North/Magnificent Mile
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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Top Oakland Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Excelente"
David 1-night trip
Posted 1 hour ago
L7 Chicago by LOTTE

Frequently asked questions

What's there to see and do in Oakland?
Once you've decided where you'd like to stay in family-friendly Oakland, plan what to do for fun on your holiday. While you're out and about in Oakland, popular attractions like Soldier Field, Navy Pier and Wrigley Field are worth a visit. You might also want to see places like Michigan Avenue, United Center and Arie Crown Theater during your trip.

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