Grand Boulevard Travel Guide
Tourist Guide
Visit Grand Boulevard
Stay near popular Grand Boulevard attractions
Activities
Skydeck Chicago at Willis Tower
NZ$74
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
NZ$71
per adult
94% of travellers recommend
Chicago Sightseeing River and Lake Cruise
NZ$80
per adult
100% of travellers recommend
Our pick of the best Grand Boulevard Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is NZ$221 per night from 10 Nov to 11 Nov
NZ$221
per night
10 Nov - 11 Nov
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
River Hotel
75 East Wacker Drive Chicago IL
The price is NZ$322 per night from 25 Oct to 26 Oct
NZ$322
per night
25 Oct - 26 Oct
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (5,517 reviews)
"Really enjoyed the lounge/coffee bar on 2nd floor"
Reviewed on 10 Oct 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is NZ$303 per night from 1 Nov to 2 Nov
NZ$303
per night
1 Nov - 2 Nov
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and valet parking (surcharge). Our guests praise the helpful staff ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is NZ$290 per night from 10 Nov to 11 Nov
NZ$290
per night
10 Nov - 11 Nov
Stay at this boutique hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in their ...
The Wade
644 N Lake Shore Dr Chicago IL
The price is NZ$301 per night from 1 Nov to 2 Nov
NZ$301
per night
1 Nov - 2 Nov
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in their ...
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is NZ$404 per night from 30 Oct to 31 Oct
NZ$404
per night
30 Oct - 31 Oct
Stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a health club. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,404 reviews)
"I enjoyed the property's elegance and location, with all the sightseeing sites within walking distance of the hotel. I also enjoyed the Irish pub and restaurant in the main lobby."
Reviewed on 10 Oct 2026
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.
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
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Photo by © City of Chicago
Open Photo by © City of Chicago
Magnificent Mile
Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.
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.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
Grand Boulevard Travel Guide
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- Villas in South Side
- Residences in South Side
- Apartments in Chicago 35th Street-Lou Jones-Bronzeville Station
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- Hilton Hotels in Hyde Park
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- Hotels near SR Crown Hall
- Chicago Hotels
- Hotels near Renaissance Society
- Oakland Hotels
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- Hotels near University of Chicago
- Little Italy Hotels
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- Hotels near Grant Park
- Hyde Park Hotels
- Near South Side Hotels
- Washington Park Hotels
- Bridgeport Hotels
- Chicago Museum Campus Hotels
- Hotels near Arie Crown Theater
- Central Station Hotels
- Canaryville Hotels
- Business Hotels in South Side
- Spa Hotels in South Side
- Cheap Hotels in South Side
- All Inclusive Hotels in Chicago
- Luxury Hotels in Chicago
- Casino Hotels in Chicago
- Cheap Hotels in Near South Side
- Boutique Hotels in The Loop
- Lgbt Welcoming Hotels in South Loop
- Hotels with Pool in Hyde Park
- Cheap Hotels in Hyde Park
- Luxury Hotels in Hyde Park
- Pet Friendly Hotels in Hyde Park
- Lgbt Welcoming Hotels in Printers Row
- Hotels with Pool in Armour Square
- Visit Gage Park
- Visit Princeton Park
- Visit Downtown Chicago
- Visit Prairie District
- Visit Ashburn
- Visit South Loop
- Visit Magnificent Mile
- Visit Fuller Park
- Visit Chicago
- Visit Roseland
- Visit Grace Abbott Homes
- Visit Near West Side
- Visit Jackson Park Highlands
- Visit Washington Heights
- Visit McKinley Park
- Visit Indian Village
- Visit Chicago Lawn
- Visit Avalon Park
- Visit Washington Park
- Visit The Loop
- Visit Streeterville
- Visit North Lawndale
- Visit Bronzeville
- Visit Canaryville
- Visit Douglas Park
- Visit East Garfield Park
- Visit Greater Grand Crossing
- Visit Douglas
- Visit West Loop
- Visit Fulton Market
- Grant Park
- Art Institute of Chicago
- Bridgeport Art Center
- Willis Tower
- Copernicus Statue
- Mccormick Place
- Hyde Park Hair Salon
- Robie House
- Adler Planetarium and Astronomy Museum
- Supreme Life Building
- Chicago Holidays
- Buckingham Fountain
- Harold Washington Library Center
- Zhou B Art Center
- Wintrust Arena
- Obama's House
