Find hotels in Grand Boulevard, Chicago

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Grand Boulevard hotels

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 NT$1,845
NT$2,721 total
includes taxes & fees
Jan 4 - 2026/1/5
Freehand Chicago

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, (2953)
"The room was very clean, the location was excellent."
United States
Craig
The price is NT$2,491
NT$2,925 total
includes taxes & fees
Jan 15 - 2026/1/16
Aloft Chicago Mag Mile

River Hotel

River Hotel
4.0 star property
The Loop, 8.4 km from Grand Boulevard
8.8 out of 10, Excellent, (4837)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is NT$2,623
NT$3,079 total
includes taxes & fees
Dec 21 - Dec 22
River 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, (9674)
"Wonderful stay!"
United States
Zach
The price is NT$2,959
NT$3,473 total
includes taxes & fees
Jan 2 - 2026/1/3
Congress Plaza Hotel

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 6.6 km from Grand Boulevard
8.4 out of 10, Very Good, (2383)
"Great amenities and staff"
United States
Edward J
The price is NT$3,594
NT$5,145 total
includes taxes & fees
Dec 27 - Dec 28
Hilton 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, (2999)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$1,965
NT$3,232 total
includes taxes & fees
Jan 13 - 2026/1/14
Warwick Allerton - 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, (3412)
"The Hotel was amazing great location "
United States
Donnisha
The price is NT$4,384
NT$6,072 total
includes taxes & fees
Jan 5 - 2026/1/6
Hyatt Regency Chicago

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, (1053)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is NT$3,091
NT$4,554 total
includes taxes & fees
Jan 7 - 2026/1/8
Hyatt Centric Chicago Magnificent Mile

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, (2268)
"Great staff and restaurants!!"
United States
Abigale
The price is NT$2,870
NT$4,443 total
includes taxes & fees
Jan 15 - 2026/1/16
Sable at Navy Pier Chicago, Curio Collection by Hilton

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 8.3 km from Grand Boulevard
9.4 out of 10, Exceptional, (4125)
"Great stay"
United States
Ericka
The price is NT$3,056
NT$3,587 total
includes taxes & fees
Dec 23 - Dec 24
citizenM Chicago Downtown

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, (2752)
"Excellent place to stay "
United States
Teniesha
The price is NT$2,526
NT$3,891 total
includes taxes & fees
Jan 11 - 2026/1/12
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (3786)
"Clean room, good location, friendly staff"
United States
Zacharias
The price is NT$2,414
NT$2,834 total
includes taxes & fees
Jan 6 - 2026/1/7
The Whitehall Hotel, BW Premier Collection

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, (1996)
"A good place for stay "
United States
Julio
The price is NT$2,464
NT$2,892 total
includes taxes & fees
Jan 18 - 2026/1/19
Club Quarters Hotel Wacker at Michigan, Chicago

The Wade

The Wade
4.5 star property
Streeterville, 9 km from Grand Boulevard
8.4 out of 10, Very Good, (1525)
"Great staff and great location. "
United States
Joe
The price is NT$3,185
NT$3,739 total
includes taxes & fees
Dec 23 - Dec 24
The Wade

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, (2144)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is NT$3,750
NT$5,190 total
includes taxes & fees
Dec 27 - Dec 28
Palmer House a Hilton Hotel

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, (3320)
"Great hotel "
United States
Anthony
The price is NT$2,571
NT$3,019 total
includes taxes & fees
Jan 1 - 2026/1/2
Club Quarters Hotel, Central Loop, Chicago

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, (2191)
"Very friendly staff, clean rooms, the location is amazing and near of everything "
United States
Sarwat
The price is NT$2,819
NT$3,309 total
includes taxes & fees
Jan 6 - 2026/1/7
DoubleTree by Hilton Chicago - Magnificent Mile

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Streeterville, 9.7 km from Grand Boulevard
8.6 out of 10, Excellent, (2002)
"Great location, clean hotel"
United States
Andre
The price is NT$2,776
NT$3,999 total
includes taxes & fees
Jan 2 - 2026/1/3
Millennium Knickerbocker 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, (2495)
"Always a good stay"
Canada
Domenic
The price is NT$2,493
NT$2,927 total
includes taxes & fees
Jan 11 - 2026/1/12
Travelodge by Wyndham Downtown Chicago

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, (1261)
"Great location!"
United States
WINDALEE
The price is NT$2,897
NT$3,400 total
includes taxes & fees
Jan 10 - 2026/1/11
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.

Where to stay in Grand Boulevard

Find the best Grand Boulevard areas and neighborhoods for the activities you enjoy most. Learn more about Grand Boulevard
Learn more about Grand Boulevard

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

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

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 the city at Washington Station or Monroe Station (Blue Line).

Top Grand Boulevard Hotel Reviews

Frequently asked questions

What's it like in Grand Boulevard?
Grand Boulevard is a historic neighborhood that travelers like for its restaurants. Are you looking for Grand Boulevard travel tips? Be sure to check out Harold Washington Cultural Center and State Street while you're in the neighborhood.
How many hotels are there 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 accommodations to choose from.
If I need to cancel my hotel reservation in Grand Boulevard, will I receive a refund?
Yes, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to review the best deals in Grand Boulevard.
Where can I learn more about changing or cancelling my trip to Grand Boulevard?
For more details about updating your trip to Grand Boulevard or cancelling it, head over to our customer service page.
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 to visit in the neighborhood. 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, be sure to visit other sights like 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.

Explore a world of travel with Expedia