Montclare Vacations from $408
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The Latest Montclare Vacation Packages
Where to stay in Montclare
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.
Montclare Hotel Deals
Congress Plaza Hotel
River Hotel
"We got both an unexpected upgrade & early check in when we arrived! Not only is it in an ideal location, but there are perks like a water bottle filling station on each floor & a free espresso/coffee bar station on 2nd floor. Hotel staff was always responsive to our questions at the desk during our ..."
Reviewed on Oct 15, 2026
The Chicago Hotel Collection - Magnificent Mile
"Did not honor reservation. The worst. Do not go to this awful place."
Reviewed on Oct 15, 2026
Things to do
Wendella's 90-min Chicago River Architecture Tour
