⭐ Top 10 Hotels Near Oak Street for 2026

Our top choices for Oak Street hotels

The Peninsula Chicago

Streeterville, 0.5 km from Oak Street

Dennis

includes taxes & fees

21 Jun - 22 Jun

The Sono Chicago

Old Town Chicago, 1.5 km from Oak Street

Susan

includes taxes & fees

8 Jun - 9 Jun

The Langham, Chicago

River North, 1.4 km from Oak Street

Simon

includes taxes & fees

28 Jun - 29 Jun

Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Streeterville, 0.4 km from Oak Street

Kerry

includes taxes & fees

28 Jun - 29 Jun

Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 0.8 km from Oak Street

Niranjan

includes taxes & fees

28 Jun - 29 Jun

Sofitel Chicago Magnificent Mile

0.2 km from Oak Street

Karolina

includes taxes & fees

29 Jun - 30 Jun

Waldorf Astoria Chicago

0.2 km from Oak Street

Jorge

includes taxes & fees

1 Jul - 2 Jul

Trump International Hotel & Tower Chicago

River North, 1.3 km from Oak Street

Baraa

includes taxes & fees

21 Jun - 22 Jun

Four Seasons Hotel Chicago

Streeterville, 0.2 km from Oak Street

lora

includes taxes & fees

21 Jun - 22 Jun

The Talbott, Autograph Collection

0.2 km from Oak Street

Hayley

includes taxes & fees

21 Jun - 22 Jun

Viceroy Chicago

0.3 km from Oak Street

Graham

includes taxes & fees

1 Jul - 2 Jul

Frette Italian sheets, premium bedding, in-room safe, desk

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Streeterville, 1 km from Oak Street

Michael

includes taxes & fees

28 Jun - 29 Jun

Hotel Riu Plaza Chicago

Streeterville, 0.8 km from Oak Street

sierra

includes taxes & fees

30 Jun - 1 Jul

55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

Theatre District, 1.6 km from Oak Street

ELIZABETH

includes taxes & fees

1 Jul - 2 Jul

Aloft by Marriott Chicago Downtown River North

River North, 1.1 km from Oak Street

robert

includes taxes & fees

1 Jul - 2 Jul

Moxy Chicago Downtown

River North, 1.1 km from Oak Street

Daniel

includes taxes & fees

1 Jul - 2 Jul

citizenM Chicago Downtown

Theatre District, 1.5 km from Oak Street

Jerrold

includes taxes & fees

29 Jun - 30 Jun

Residence Inn by Marriott Chicago Downtown / River North

River North, 1.3 km from Oak Street

mary

includes taxes & fees

28 Jun - 29 Jun

2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

The Loop, 1.4 km from Oak Street

Matson

includes taxes & fees

1 Jul - 2 Jul

Hotel EMC2, Autograph Collection

Streeterville, 0.9 km from Oak Street

Sheetal

includes taxes & fees

29 Jun - 30 Jun

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Compare popular hotels close to Oak Street

Property	Property class	Guest rating
The Peninsula Chicago	5.0 star property	9.8 Exceptional 1,003 reviews	View
The Sono Chicago	3.5 star property	10.0 Exceptional 517 reviews	View
The Langham, Chicago	5.0 star property	9.8 Exceptional 1,001 reviews	View
Park Hyatt Chicago	5.0 star property	9.6 Exceptional 1,000 reviews	View
Residence Inn Chicago Downtown Magnificent Mile	4.0 star property	9.6 Exceptional 547 reviews	View

Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

10/10 Excellent

"Great location, nice room, great buffet breakfast with very attentive and friendly staff."

Embassy Suites by Hilton Chicago Downtown River North

8/10 Good

"The room needs to be deep cleaned badly. The carpet was filthy, so you could just see the dirt buildup on it. The bathtub was giving sleazy motel; rusted and peeling. The bathroom ceiling needs to be redone and checked for mold, expeditiously! The doors and some of the walls looked as though someone throw up and splatter went everywhere. We spent almost 1300 for tonight plus an incidental fee of $200 unacceptable. The staff was friendly though."

Eurostars Magnificent Mile

10/10 Excellent

"Wonderful building, strategically well located in a very beautiful Chicago area, staff is super friendly and accommodating, I got there early and they had no problem assigning my room inmediatly, I booked a panoramic room, the view was breathtaking!! The restaurant service is also great, I had a delicious breakfast and they have a very appealing brunch package. I will be coming back every time I have to work in Chicago!"

Freehand Chicago

6/10 Okay

"Overall, we had a good stay at the Freehand Chicago. The location was convenient, and despite being in a busy area, we slept peacefully throughout the night. The hotel was also accommodating in holding our luggage after checkout since we had a later flight, which we appreciated. That said, there were several areas that could be improved. We requested extra towels and asked for our body soap dispenser to be refilled, but neither request was fulfilled during our stay. Customer service was hit or miss. When we asked the front desk for recommendations on nearby restaurants and attractions, we were simply told to “Google it,” which felt dismissive and unhelpful. The biggest concern was the bathroom—there appeared to be mold in multiple areas. Overall, the hotel has a great location and some convenient amenities, but improvements in housekeeping, maintenance, and guest service would make for a much better experience."

Hotels near other Oak Street attractions

900 North Michigan Shops

4.3/5 (55 reviews)

You can browse for the perfect souvenirs at 900 North Michigan Shops during your trip to Chicago. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.

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Frequently asked questions

What's the area like around Oak Street?

Oak Street is located in Chicago. This metropolitan area is known for its stunning architecture and top museums. If you're looking for a convenient place to stay, take a look at the 704 hotels and other accommodation options you'll find within a mile.

What's the best place to stay close to Oak Street?

Adjacent to Oak Street, Hilton Chicago/Magnificent Mile Suites is one of the top choices for your stay based on our traveller data, and this hotel offers an indoor pool and a fitness centre. Other good choices close by include Hotel Riu Plaza Chicago and The Chicago Hotel Collection - Magnificent Mile.

How many hotels will I be able to find close to Oak Street?

Expedia has 704 hotels and other accommodation options within a mile from Oak Street.

If I need to cancel the hotel reservation for my stay near Oak Street, will I receive a refund?

Yes! Most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to view the best deals available near Oak Street.

What can I see and do near Oak Street?

You might want to spend some time browsing the exhibits at Museum of Contemporary Art Chicago, Chicago History Museum or Art Institute of Chicago. Chicago Water Tower, Holy Name Cathedral and Tribune Tower are some of the local landmarks to explore. You can watch performances at Second City, House of Blues Chicago and Chicago Theatre if you're interested in local theatre.

How can I get to Oak Street?

With so many transport options, seeing the area around Oak Street is simple. Take advantage of metro transport at State Station, Clark-Lake Station and Lake Station. If you want to journey outside of the area, jump aboard a train from Millennium Station, Chicago Van Buren Street Station or Chicago Union Station.

Hotels near Oak Street

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Our top choices for Oak Street hotels

The Peninsula Chicago

The Sono Chicago

The Langham, Chicago

Park Hyatt Chicago

Residence Inn Chicago Downtown Magnificent Mile

Sofitel Chicago Magnificent Mile

Waldorf Astoria Chicago

Trump International Hotel & Tower Chicago

Four Seasons Hotel Chicago

The Talbott, Autograph Collection

Viceroy Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Hotel Riu Plaza Chicago

L7 Chicago by LOTTE

Aloft by Marriott Chicago Downtown River North

Moxy Chicago Downtown

citizenM Chicago Downtown

Residence Inn by Marriott Chicago Downtown / River North

LondonHouse Chicago, Curio Collection by Hilton

Hotel EMC2, Autograph Collection

Compare popular hotels close to Oak Street

Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

Hotels near other Oak Street attractions

900 North Michigan Shops

Frequently asked questions