Grand Boulevard Hotels, Chicago

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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Grand Boulevard hotels

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 8.9 km from Grand Boulevard
8.0 out of 10, Very good, (2651)
"It's an excellent place."
United States
Jose
The price is AU$116
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 8.9 km from Grand Boulevard
8.6 out of 10, Excellent, (2964)
"The room was very clean, the location was excellent."
United States
Craig
The price is AU$143
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Chicago Mag Mile
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 8.4 km from Grand Boulevard
8.8 out of 10, Excellent, (4850)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is AU$137
includes taxes & fees
19 Jan - 20 Jan 2026
River Hotel
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 6.9 km from Grand Boulevard
8.0 out of 10, Very good, (9668)
"Wonderful stay!"
United States
Zach
The price is AU$167
includes taxes & fees
2 Jan - 3 Jan 2026
Congress Plaza Hotel
Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 6.6 km from Grand Boulevard
8.4 out of 10, Very good, (2394)
"The room was clean and the staff was outstanding. "
United States
Albert
The price is AU$247
includes taxes & fees
28 Dec - 29 Dec
Hilton Chicago
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 9.1 km from Grand Boulevard
8.4 out of 10, Very good, (3009)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is AU$155
includes taxes & fees
12 Jan - 13 Jan 2026
Warwick Allerton - Chicago
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 8.3 km from Grand Boulevard
9.4 out of 10, Exceptional, (3403)
"The Hotel was amazing great location "
United States
Donnisha
The price is AU$291
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Regency Chicago
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 9 km from Grand Boulevard
9.0 out of 10, Wonderful, (1054)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is AU$218
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 8.8 km from Grand Boulevard
9.4 out of 10, Exceptional, (2270)
"Great staff and restaurants!!"
United States
Abigale
The price is AU$202
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 8.3 km from Grand Boulevard
9.4 out of 10, Exceptional, (4100)
"Great stay"
United States
Ericka
The price is AU$164
includes taxes & fees
24 Dec - 25 Dec
citizenM Chicago Downtown
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 8.7 km from Grand Boulevard
8.4 out of 10, Very good, (2747)
"Excellent place to stay "
United States
Teniesha
The price is AU$191
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 9.6 km from Grand Boulevard
8.2 out of 10, Very good, (3797)
"Great location, very clean room!"
United States
Jon
The price is AU$136
includes taxes & fees
5 Jan - 6 Jan 2026
The Whitehall Hotel, BW Premier Collection
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 8.3 km from Grand Boulevard
8.8 out of 10, Excellent, (1991)
"Great stay"
United States
Kramer
The price is AU$139
includes taxes & fees
18 Jan - 19 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Streeterville, 9 km from Grand Boulevard
8.4 out of 10, Very good, (1530)
"Great staff and great location. "
United States
Joe
The price is AU$179
includes taxes & fees
24 Dec - 25 Dec
The Wade
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 7.6 km from Grand Boulevard
8.4 out of 10, Very good, (2149)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is AU$263
includes taxes & fees
27 Dec - 28 Dec
Palmer House a Hilton Hotel
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 7.5 km from Grand Boulevard
8.8 out of 10, Excellent, (3316)
"Great hotel "
United States
Anthony
The price is AU$145
includes taxes & fees
1 Jan - 2 Jan 2026
Club Quarters Hotel, Central Loop, Chicago
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 8.9 km from Grand Boulevard
8.8 out of 10, Excellent, (2197)
"Very friendly staff, clean rooms, the location is amazing and near of everything "
United States
Sarwat
The price is AU$159
includes taxes & fees
5 Jan - 6 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Streeterville, 9.7 km from Grand Boulevard
8.6 out of 10, Excellent, (2007)
"Great location, clean hotel"
United States
Andre
The price is AU$178
includes taxes & fees
28 Dec - 29 Dec
Millennium Knickerbocker Chicago
Lobby
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 6.9 km from Grand Boulevard
7.4 out of 10, Good, (2497)
"Always a good stay"
Canada
Domenic
The price is AU$139
includes taxes & fees
19 Jan - 20 Jan 2026
Travelodge by Wyndham Downtown Chicago
Garden
Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 7.4 km from Grand Boulevard
9.2 out of 10, Wonderful, (1262)
"Great location!"
United States
WINDALEE
The price is AU$163
includes taxes & fees
10 Jan - 11 Jan 2026
Hilton Garden Inn Chicago Central 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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Our guide on where to stay in Grand Boulevard

Find the best Grand Boulevard areas for the activities you enjoy most. Learn more about Grand Boulevard
Learn more about Grand Boulevard
Downtown Chicago featuring a city

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.

Magnificent Mile - River North

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop - Downtown which includes a river or creek

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

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.

Chicago showing rides

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 Grand Boulevard Hotel Reviews

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent
"The room was beautiful & perfect & the staff was very welcoming everything was perfect 10/10 highly recommend "
Cheryl 1-night trip
Posted 15 hours ago
Sable at Navy Pier Chicago, Curio Collection by Hilton

Frequently asked questions

What's it like in Grand Boulevard?
Grand Boulevard is an historic neighbourhood that travellers like for its restaurants. Are you looking for Grand Boulevard travel tips? Make sure that you visit Harold Washington Cultural Center and State Street while you're in the neighbourhood.
How many hotels will I be able to find in Grand Boulevard?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 48 Grand Boulevard hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Grand Boulevard, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to get the best options available in Grand Boulevard.
What are the top things to see and do in Grand Boulevard?
Oscar S. De Priest Residence, Chicago Defender Original Site and Chicago Defender Newspaper Headquarters are some local landmarks to explore in Grand Boulevard. Harold Washington Cultural Center and State Street are some other stops worth a visit in the neighbourhood. Savoy Ballroom Site, Elam House and Robert S. Abbott Residence are just a few of the places to visit in and around Grand Boulevard. While you're out sightseeing in Chicago, make sure that you visit other sights such as Richard Wright Residence or Nat King Cole Residence.
How can I get around Grand Boulevard and the greater Chicago area?
If you want to see more of the city, 47th Station (Green Line) is the closest metro stop. Others nearby include 43rd Station and Indiana Station.