Hotels in East Side, Chicago

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Check prices for these dates

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

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Our top choices for East Side hotels

Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 21.3 km from East Side
9.4 out of 10, Exceptional, (2,514 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is CA $345
CA $458 total
includes taxes & fees
Jun 14 - Jun 15
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service - dining

The Wade

The Wade
4.5 star property
Streeterville, 21.8 km from East Side
8.4 out of 10, Very good, (1,845 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is CA $293
CA $348 total
includes taxes & fees
May 27 - May 28
The Wade
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 23.4 km from East Side
8.2 out of 10, Very good, (1,504 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is CA $216
CA $257 total
includes taxes & fees
Jun 22 - Jun 23
The Chicago Hotel Collection Ambassador Gold Coast
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 20.8 km from East Side
8.6 out of 10, Excellent, (2,454 reviews)
"My favorite place to stay!"
United States
Teresa
The price is CA $390
CA $505 total
includes taxes & fees
Jun 21 - Jun 22
Palmer House a Hilton Hotel
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (5,201 reviews)
"Perfect for couples and the location is amazing"
United States
Jaden
The price is CA $261
CA $310 total
includes taxes & fees
May 27 - May 28
River Hotel
Studio, 2 Double Beds | Bathroom

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 21.3 km from East Side
9.2 out of 10, Wonderful, (1,395 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is CA $310
CA $408 total
includes taxes & fees
May 27 - May 28
Sports Illustrated Resorts Chicago
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 21.2 km from East Side
9.4 out of 10, Exceptional, (2,112 reviews)
"Very beautiful hotel!"
United States
Ingrid
The price is CA $272
CA $366 total
includes taxes & fees
May 27 - May 28
Arlo Chicago
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 20.9 km from East Side
9.2 out of 10, Wonderful, (2,251 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is CA $268
CA $361 total
includes taxes & fees
Jun 4 - Jun 5
Silversmith Hotel Chicago Downtown
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
21.3 km from East Side
9.0 out of 10, Wonderful, (3,347 reviews)
"Great location!"
United States
Maria
The price is CA $286
CA $389 total
includes taxes & fees
May 27 - May 28
Swissotel - Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 20.1 km from East Side
8.0 out of 10, Very good, (10,141 reviews)
"Excellent stay"
United States
Jennifer
The price is CA $185
CA $219 total
includes taxes & fees
May 27 - May 28
Congress Plaza Hotel
2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 21.5 km from East Side
9.4 out of 10, Exceptional, (3,727 reviews)
"Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again."
United States
Matson
The price is CA $324
CA $426 total
includes taxes & fees
Jun 21 - Jun 22
LondonHouse Chicago, Curio Collection by Hilton
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 21.1 km from East Side
9.4 out of 10, Exceptional, (1,072 reviews)
"Clean rooms, comfy bed."
United States
Brenda
The price is CA $252
CA $341 total
includes taxes & fees
May 27 - May 28
Staypineapple, An Iconic Hotel, The Loop
Lobby

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 21.9 km from East Side
8.6 out of 10, Excellent, (3,251 reviews)
"Nice place to stay"
United States
Jimmie
The price is CA $311
CA $369 total
includes taxes & fees
Jun 14 - Jun 15
Aloft by Marriott Chicago Mag Mile
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
8.0 out of 10, Very good, (3,026 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is CA $167
CA $223 total
includes taxes & fees
May 27 - May 28
Freehand Chicago
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (2,290 reviews)
"Excellent location and friendly staff."
United States
Radhika
The price is CA $236
CA $281 total
includes taxes & fees
May 27 - May 28
Club Quarters Hotel Wacker at Michigan, Chicago
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 22.2 km from East Side
9.0 out of 10, Wonderful, (3,578 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is CA $221
CA $263 total
includes taxes & fees
May 27 - May 28
Eurostars Magnificent Mile
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (2,821 reviews)
"Great staff and location. "
United States
Robert
The price is CA $331
CA $433 total
includes taxes & fees
Jun 8 - Jun 9
Hilton Chicago
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 19.5 km from East Side
8.8 out of 10, Excellent, (2,007 reviews)
"Clean quiet hotel"
United States
Daniel
The price is CA $233
CA $277 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Chicago Downtown South Loop
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 21.5 km from East Side
9.4 out of 10, Exceptional, (3,435 reviews)
"Lovely hotel Great location Very friendly and helpful staff"
United Kingdom
PATRICK
The price is CA $351
CA $462 total
includes taxes & fees
Jun 14 - Jun 15
The Royal Sonesta Chicago Downtown
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 22 km from East Side
9.4 out of 10, Exceptional, (4,248 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is CA $330
CA $432 total
includes taxes & fees
Jun 16 - Jun 17
Hotel Riu Plaza Chicago
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. Learn more about East Side
Learn more about East Side

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.
Panoramic view of Lincoln Park and the Chicago skyline.

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

Central Loop Hotel

Central Loop Hotel

8/10 Good
"Everything was good and clean. The staff were really nice and helpful I wish the tv WiFi would’ve work better. It kept freezing"
Jessica 2-night trip
Posted less than an hour ago
Central Loop Hotel

Frequently asked questions

When is the best time to go to East Side?
The best time to visit East Side, Illinois is typically during the late spring (May to early June) or early autumn (September to October) when the weather is most pleasant.

During these months, you'll find comfortable temperatures, generally ranging from 15°C to 25°C, which are ideal for exploring the area's outdoor attractions and enjoying local events without the extreme heat of summer or the chill of winter. The foliage in autumn can be quite lovely, adding to the scenic appeal.

For those interested in outdoor activities like hiking or cycling along the Mississippi River, these seasons offer the most agreeable conditions.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right East Side hotel for you.
How can I save on a East Side hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on East Side hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a East Side hotel?
Hotel prices in East Side often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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