Grand Boulevard Travel Guide

Chicago

A coastal cityscape with a prominent skyscraper and a peninsula extending into the water.

Stay near popular Grand Boulevard attractions

Harold Washington Cultural Center

Enjoy an outing to Harold Washington Cultural Center during your stay in Chicago. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

฿811
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

฿1,335
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

฿3,639
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

฿1,414
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
Chicago CityPASS: Admission to Top 5 Chicago Attractions

Chicago CityPASS®: Experience 5 must-see attractions

฿4,808
per adult
94% of travellers recommend
Chicago CityPASS®: Experience 5 must-see attractions
cruise ship sailing past navy pier in chicago

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

฿5,290
per adult
80% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
See all activities in Chicago

Top hotels in Grand Boulevard

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundable
The price is ฿3,905 per night from 10 Nov to 11 Nov
฿3,905
฿4,643 total
10 Nov - 11 Nov
includes taxes & fees
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 ...
Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is ฿5,118 per night from 1 Nov to 2 Nov
฿5,118
฿6,084 total
1 Nov - 2 Nov
includes taxes & fees
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! (5,525 reviews)
"Does the job. There for work. Rooms are small, fine for sleeping in but not much else. Clean. Higher floor - be aware that there is usually some type of protest in the morning on the street, but done by 8am or so. Walls are a little thin. Free water on the floor, but not cold and no mini-fridge to ..."

Reviewed on 16 Oct 2026

River Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is ฿4,312 per night from 16 Nov to 17 Nov
฿4,312
฿5,127 total
16 Nov - 17 Nov
includes taxes & fees
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 ...
8/10 Very good! (2,399 reviews)
"Did not honor reservation. The worst. Do not go to this awful place."

Reviewed on 15 Oct 2026

The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
The price is ฿4,792 per night from 15 Nov to 16 Nov
฿4,792
฿5,697 total
15 Nov - 16 Nov
includes taxes & fees
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 ...
8/10 Very good! (2,502 reviews)
"That staff were very friendly and accommodating! Would definitely come back!"

Reviewed on 15 Oct 2026

The Chicago Hotel Collection Ambassador Gold Coast
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
The price is ฿4,272 per night from 12 Nov to 13 Nov
฿4,272
฿5,079 total
12 Nov - 13 Nov
includes taxes & fees
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 ...
The Wade
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is ฿5,555 per night from 30 Oct to 31 Oct
฿5,555
฿7,601 total
30 Oct - 31 Oct
includes taxes & fees
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! (3,423 reviews)
"The property was great"

Reviewed on 15 Oct 2026

Hilton Chicago
See all 4,581 properties in Grand Boulevard
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 for the activities you enjoy most.
A cityscape with tall skyscrapers and a historic tower.

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.

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
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.

A river with yellow boats, a bridge, and tall buildings.

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.

A large, historic building with a central tower and multiple windows, located near a body of water.

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.

A river with a city skyline in the background, surrounded by green trees and grass.

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