Lakeshore Historic District Holidays from £1,086
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Kimpton Gray Hotel by IHG
Downtown Chicago
£1,086
per person
11 Nov - 15 Nov
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Room was dated and showed signs of hard wear; front desk staff unfriendly; door men never once open the door for us from the street; area around hotel dirty.
Shay, the concierge was super nice though and the lobby was attractively decorated.
Reviewed on 4 Oct 2026
The Ritz-Carlton, Chicago
Downtown Chicago
£1,431
per person
28 Dec - 2 Jan
found 11 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
The hotel was beautiful, the room was comfortable, and the staff was welcoming and attentive. Everything was clean and well maintained, and the location made it easy to get around the city. Overall, it was a really nice stay and I’d definitely consider coming back.
Reviewed on 24 Sept 2026
Sofitel Chicago Magnificent Mile
Downtown Chicago
£1,167
per person
28 Dec - 2 Jan
found 11 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,643 reviews)
The property is old and rundown. The carpets look like they have not been cleaned in many months. The staff was great but clearly shortstaffed. It took several hours for us to check in after the 3 o’clock check-in time. The room was upgraded, but when we got there, it was rundown as well. I think it’s not the best choice if you’re gonna be staying in Chicago right now
Reviewed on 5 Oct 2026
Where to stay in Lakeshore Historic District
Find the best Lakeshore Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Lakeshore Historic District
Downtown Chicago
4 out of top 10 points of interest in this area
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
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
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
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Top hotels in Lakeshore Historic District
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£105
3 Nov - 4 Nov
includes taxes & fees
8/10 Very good! (10,177 reviews)
"If you’re going to a bears game this place is amazing. About a 25 minute walk not horrible, bed was comfortable room was clean. Not haunted at all despite the rumors. Overall a great experience."
Reviewed on 5 Oct 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£150
1 Nov - 2 Nov
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£128
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (2,417 reviews)
"The staff was just blatantly unhelpful. The front desk was often unmanned and could not take requests whether it was for a checkout or to ask about how a food delivery had been misplaced. I’ve seen HolidayInns with better customer service."
Reviewed on 5 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.
Stay near popular Lakeshore Historic District attractions
Dawes Park
9.2/10 (40 reviews)
Explore the great outdoors at Dawes Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
Evanston History Center
8.8/10 (39 reviews)
You can spend an afternoon browsing the exhibits at Evanston History Center during your travels in Evanston. Wander through the lakeside and beautiful beaches in this vibrant area.
Evanston Space
You can get tickets for a performance at Evanston Space on your trip to Evanston. Discover the area's festivals and shops.
Space
You can make plans for a show at Space during your trip to Evanston. Take in the festivals and sunsets in the area.
Dog Beach
9.6/10 (20 reviews)
Why not spend a lazy afternoon at Dog Beach during your trip to Evanston?
Greenwood Street Beach
Why not spend a lazy afternoon at Greenwood Street Beach during your trip to Evanston?
Prairie Moon
After visiting Prairie Moon, make a plan to see the other sights and activities in Evanston.
Things to do
Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.