Hotels near Oak Street

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29 Nov - 30 Nov
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Top 10 Hotels Near Oak Street

Front of property – evening/night
The Peninsula Chicago

The Peninsula Chicago

5.0 star property
Streeterville, 0.6 km from Oak Street
9.8 out of 10, Exceptional, (1015)
"Great rooms, location and top flight service"
United States
Andrew
The price is S$770
includes taxes & fees
8 Dec - 9 Dec
The Peninsula Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

5.0 star property
River North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1006)
"Spa ,pool are awesome "
United States
jared
The price is S$695
includes taxes & fees
21 Dec - 22 Dec
The Langham, Chicago
Premium bedding, down duvets, pillow-top beds, minibar
Park Hyatt Chicago

Park Hyatt Chicago

5.0 star property
Magnificent Mile, 0.5 km from Oak Street
9.6 out of 10, Exceptional, (1002)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is S$685
includes taxes & fees
8 Dec - 9 Dec
Park Hyatt Chicago
In-room safe, desk, laptop workspace, blackout curtains
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (1167)
"Quiet, comfortable rooms. Convenience of attractions and the staff is super friendly and helpful. "
United States
Jennifer
The price is S$155
includes taxes & fees
21 Dec - 22 Dec
Aloft Chicago Downtown River North
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3413)
"Great location and hotel."
United States
Travis
The price is S$245
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Chicago
Interior
Viceroy Chicago

Viceroy Chicago

4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1141)
"Amazing stay would definitely be back again soon "
United States
Robert
The price is S$299
includes taxes & fees
7 Dec - 8 Dec
Viceroy Chicago
Daily full breakfast for a fee
Hotel EMC2, Autograph Collection

Hotel EMC2, Autograph Collection

4.0 star property
Streeterville, 0.9 km from Oak Street
9.4 out of 10, Exceptional, (1005)
"beautiful hotel. Rooms are unique. very cool copper fixtures. fun place to stay."
United States
Kenneth
The price is S$241
includes taxes & fees
25 Dec - 26 Dec
Hotel EMC2, Autograph Collection
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (1006)
"Simply love this hotel"
United States
laura
The price is S$603
includes taxes & fees
14 Dec - 15 Dec
Waldorf Astoria Chicago
Exterior
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (2239)
"Great location, nice rooms, good dining/bar"
United States
Kari
The price is S$297
includes taxes & fees
7 Dec - 8 Dec
Sofitel Chicago Magnificent Mile
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Streeterville, 0.8 km from Oak Street
9.4 out of 10, Exceptional, (2886)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is S$175
includes taxes & fees
8 Dec - 9 Dec
Hotel Riu Plaza Chicago
Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5.0 star property
Streeterville, 0.2 km from Oak Street
9.4 out of 10, Exceptional, (1005)
"Amazing hotel"
United States
David
The price is S$639
includes taxes & fees
21 Dec - 22 Dec
Four Seasons Hotel Chicago
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4093)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is S$163
includes taxes & fees
24 Dec - 25 Dec
citizenM Chicago Downtown
Bar (on property)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5.0 star property
River North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1785)
"Excellent place to stay in Chicago. "
United States
Tom
The price is S$559
includes taxes & fees
7 Dec - 8 Dec
Trump International Hotel & Tower Chicago
Property amenity
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
River North, 1 km from Oak Street
9.4 out of 10, Exceptional, (1001)
"Perfect stay. Highly recommend "
United States
David
The price is S$334
includes taxes & fees
21 Dec - 22 Dec
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3097)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
The price is S$215
includes taxes & fees
28 Dec - 29 Dec
The Royal Sonesta Chicago Downtown
Exterior
Loews Chicago Hotel

Loews Chicago Hotel

4.5 star property
Streeterville, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1587)
"Great stay, comfy beds!"
United States
Brea
The price is S$344
includes taxes & fees
11 Dec - 12 Dec
Loews Chicago Hotel
Front of property
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 star property
0.2 km from Oak Street
9.2 out of 10, Wonderful, (53)
"We were there for a Bachelorette party and the hotel was at a great location for it! We could walk to so many nice restaurants and shops! The hotel staff was super friendly as well! "
United States
Baruni
The price is S$231
includes taxes & fees
22 Dec - 23 Dec
The Talbott, Autograph Collection
Restaurant
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 star property
Gold Coast, 0.2 km from Oak Street
9.2 out of 10, Wonderful, (1288)
"Nice hotel and awesome location"
United States
Michael
The price is S$244
includes taxes & fees
7 Dec - 8 Dec
Thompson Chicago, by Hyatt
Lobby
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
The Loop, 1.4 km from Oak Street
9.4 out of 10, Exceptional, (3437)
"Great stay"
United States
Jenine
The price is S$205
includes taxes & fees
7 Dec - 8 Dec
LondonHouse Chicago, Curio Collection by Hilton
Interior detail
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
Theatre District, 2 km from Oak Street
9.4 out of 10, Exceptional, (1014)
"Super friendly staff and great central location."
United States
Mark
The price is S$200
includes taxes & fees
21 Dec - 22 Dec
Staypineapple, An Iconic Hotel, The Loop
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 Oak Street Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Great hotel for Thanksgiving family weekend. Excellent location Great lobby to interact with family. "
casey 1-night trip
Posted 9 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Hotels near other Oak Street attractions

At Bloomingdales, great place to shop and eat. 🎄
Photo by Rita Irvine
Open Photo by Rita Irvine

900 North Michigan Shops

You can browse for the perfect souvenirs at 900 North Michigan Shops during your trip to Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.
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Chicago_JohnHancockCenter_6065131_02

875 North Michigan Avenue

4.5/5 (2,896 reviews)
You can find out about the history of Chicago when you stop by 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its fascinating museums.
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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 744 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 a fitness centre and valet parking. Other good choices close by include Embassy Suites by Hilton Chicago Downtown River North and The Whitehall Hotel, BW Premier Collection.
How many hotels will I be able to find close to Oak Street?
Expedia has 744 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, International Museum of Surgical Science or Chicago History Museum. Chicago Water Tower, Holy Name Cathedral and Tribune Tower are some of the local landmarks to explore. You can watch performances at Broadway Playhouse, Second City and House of Blues Chicago 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.

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