Grand Boulevard Vacations from $351
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Your Grand Boulevard Vacation
Experience all the fabulous things this neighborhood has to offer with a customized Grand Boulevard vacation package. However you imagine spending your days here, you'll find endless opportunities for adventure, relaxation and fun. Not sure what to do during your trip to Grand Boulevard? Nearby attractions like University of Chicago, Chicago Museum of Science and Industry and Guaranteed Rate Field are good places to start. Whatever your travel plans or the size of your budget, booking your ideal Grand Boulevard vacation is a cinch with Expedia.
The Latest Grand Boulevard Vacation Packages
Level Chicago – Old Town
Reviewed on Sep 19, 2026
Where to stay in 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.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Grand Boulevard Hotel Deals
River Hotel
"The elevator system needs to be updated."
Reviewed on Sep 19, 2026
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast
"Dear Hotel Management, I am writing regarding a very frustrating incident involving your valet service following my stay at your hotel on Friday night. This morning, the valet retrieved my vehicle, but the key was never returned to me. I drove from Chicago to South Bend and only discovered the problem ..."
Reviewed on Sep 20, 2026
Stay near popular Grand Boulevard attractions
Robert S. Abbott Residence
Harold Washington Cultural Center
Elam House
Dr. Daniel Hale Williams Residence
Nat King Cole Residence
Chicago Defender Original Site
Oscar S. De Priest Residence
Savoy Ballroom Site
Things to do
