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Sep 25 - Sep 26
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Discover 4,113 East Side hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3320)
"Loved this hotel- best location and very nice staff. "
The price is ￥33,626
￥39,474 total
includes taxes & fees
Oct 19 - Oct 20
LondonHouse Chicago, Curio Collection by Hilton
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1987)
"Excellent hotel, staff, location. "
Silversmith Hotel Chicago Downtown
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1244)
"I’ve stayed here twice and had a positive experience both times."
The price is ￥30,062
￥39,679 total
includes taxes & fees
Oct 26 - Oct 27
Thompson Chicago, by Hyatt
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
9.6 out of 10, Exceptional, (1035)
"Great stay"
The price is ￥32,327
￥37,949 total
includes taxes & fees
Oct 5 - Oct 6
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2476)
"Nice hotel with amazing breakfasts and location."
The price is ￥28,113
￥37,196 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Riu Plaza Chicago
Staypineapple, An Iconic Hotel, The Loop
Interior detail

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1015)
"Great hotel!!"
The price is ￥30,776
￥40,489 total
includes taxes & fees
Oct 20 - Oct 21
Staypineapple, An Iconic Hotel, The Loop
The Royal Sonesta Chicago River North
Terrace/patio

The Royal Sonesta Chicago River North

4.5 star property
9.2 out of 10, Wonderful, (2152)
"Great location and great staff."
The price is ￥31,751
￥41,996 total
includes taxes & fees
Oct 2 - Oct 3
The Royal Sonesta Chicago River North
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3857)
"Great stay"
The price is ￥27,069
￥31,778 total
includes taxes & fees
Sep 28 - Sep 29
citizenM Chicago Downtown
Claridge House
Cocktail bar

Claridge House

4.0 star property
9.0 out of 10, Wonderful, (1384)
"We had a great stay"
The price is ￥52,102
￥65,530 total
includes taxes & fees
Sep 27 - Sep 28
Claridge House
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2998)
"Love this hotel!"
The price is ￥39,409
￥46,262 total
includes taxes & fees
Oct 26 - Oct 27
L7 Chicago by LOTTE
Kimpton Gray Hotel by IHG
Dinner served, Argentinean cuisine

Kimpton Gray Hotel by IHG

4.5 star property
9.2 out of 10, Wonderful, (1012)
"Amazing stay"
The price is ￥37,056
￥47,868 total
includes taxes & fees
Oct 3 - Oct 4
Kimpton Gray Hotel by IHG
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2160)
"I enjoyed my stay cant wait to go back. "
The price is ￥30,836
￥40,513 total
includes taxes & fees
Oct 2 - Oct 3
Sable at Navy Pier Chicago, Curio Collection by Hilton
Pendry Chicago
View from property

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1091)
"Awesome hotel!"
The price is ￥40,926
￥54,157 total
includes taxes & fees
Oct 23 - Oct 24
Pendry Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2144)
"Nice Stay."
The price is ￥40,047
￥51,378 total
includes taxes & fees
Oct 1 - Oct 2
Sofitel Chicago Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1374)
"Staff was overly friendly and the location was great!"
The price is ￥39,246
￥51,097 total
includes taxes & fees
Sep 28 - Sep 29
Virgin Hotels Chicago
Chicago Athletic Association, a Hyatt Hotel
Exterior

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1000)
"Fantastic stay. "
The price is ￥33,182
￥44,120 total
includes taxes & fees
Oct 5 - Oct 6
Chicago Athletic Association, a Hyatt Hotel
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (529)
"Very great place to stay!"
Kasa Magnificent Mile Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1559)
"Great location, clean rooms , friendly staff amazing modern design , great to stay with family."
The price is ￥39,117
￥50,599 total
includes taxes & fees
Oct 26 - Oct 27
Loews Chicago Hotel
The Royal Sonesta Chicago Downtown
Exterior

The Royal Sonesta Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (2962)
"Wonderful property with wonderful staff will definitely stay here again. "
The price is ￥32,496
￥42,871 total
includes taxes & fees
Oct 2 - Oct 3
The Royal Sonesta Chicago Downtown
Omni Chicago Hotel
Breakfast and dinner served

Omni Chicago Hotel

4.5 star property
9.2 out of 10, Wonderful, (1573)
"Great stay!"
The price is ￥41,036
￥52,507 total
includes taxes & fees
Oct 2 - Oct 3
Omni Chicago Hotel
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.
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Where to stay in East Side

Find the best East Side areas and neighborhoods for the activities you enjoy most.
Downtown Chicago showing a city

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 - River North

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 - Downtown which includes a river or creek

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 showing railway items, street scenes and a city

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.

Chicago which includes modern architecture and a city

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.

Top East Side Hotel Reviews

Freehand Chicago

Freehand Chicago

10/10 Excellent
"It felt cozy and comfortable. The room was a little bit dusty and the night light was not working. "
Enrique 1-night trip
Posted 9 hours ago
Freehand Chicago

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like in East Side?

East Side is a neighborhood that travelers like for its restaurants and parks. Looking for sights you might find in a travel guide about East Side? Consider a visit to Lake Michigan while you're in the neighborhood.

If I need to cancel my hotel reservation in East Side, will I receive a refund?

Yes! The majority of room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Put your dates in and click on "Search", then use the "fully refundable" filter to review the best options available in East Side.

Where can I learn more about changing or cancelling my trip to East Side?

To access more information about rescheduling or cancelling your trip to East Side, click here.

What are the top things to see and do in East Side?

Spend some time exploring the natural setting of East Side with a visit to Lake Michigan and Calumet Park. Calumet Beach and Munson Beach are also a couple of places to visit in the neighborhood. Hammond Marina Beach, Whihala Beach, and Horseshoe Hammond Casino are just a few of the places to visit in and around East Side. While you're out sightseeing, The Venue at Horseshoe Hammond and Mahalia Jackson Residence are a couple of additional sights to visit in Chicago.