Default HTG hotel image

Hotels in East Side

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for East Side hotels

The Wade

The Wade
4.5 star property
Streeterville, 21.8 km from East Side
8.6 out of 10, Excellent, (1,883 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is S$260
includes taxes & fees
6 Jul - 7 Jul
The Wade

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 22.2 km from East Side
7.8 out of 10, Good, (1,682 reviews)
"Enjoyed our stay"
United States
keary
The price is S$187
includes taxes & fees
6 Jul - 7 Jul
The Chicago Hotel Collection - Magnificent Mile

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, (1,681 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is S$221
includes taxes & fees
5 Jul - 6 Jul
The Chicago Hotel Collection Ambassador Gold Coast

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, (2,500 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is S$413
includes taxes & fees
6 Jul - 7 Jul
Palmer House a Hilton Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
7.8 out of 10, Good, (3,153 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is S$227
includes taxes & fees
7 Jul - 8 Jul
Freehand Chicago

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 19.9 km from East Side
9.0 out of 10, Wonderful, (1,003 reviews)
"Great location, clean hotel, and very accommodating staff."
United States
Neydee
The price is S$344
includes taxes & fees
5 Jul - 6 Jul
The Blackstone, Autograph Collection

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
River North, 22 km from East Side
8.8 out of 10, Excellent, (1,567 reviews)
"Great stay"
United States
Matt
The price is S$244
includes taxes & fees
7 Jul - 8 Jul
Hotel 55 Chicago Downtown

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, (1,123 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is S$272
includes taxes & fees
5 Jul - 6 Jul
Staypineapple, An Iconic Hotel, The Loop

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 22.2 km from East Side
9.0 out of 10, Wonderful, (3,686 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is S$252
includes taxes & fees
6 Jul - 7 Jul
Eurostars Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 20.1 km from East Side
7.6 out of 10, Good, (2,651 reviews)
"Great location and helpful staff."
United States
Ming
The price is S$180
includes taxes & fees
6 Jul - 7 Jul
Travelodge by Wyndham Downtown Chicago

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 22.2 km from East Side
9.2 out of 10, Wonderful, (1,840 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is S$278
includes taxes & fees
6 Jul - 7 Jul
Omni Chicago Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (5,274 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is S$244
includes taxes & fees
5 Jul - 6 Jul
River Hotel

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 21.2 km from East Side
9.4 out of 10, Exceptional, (2,141 reviews)
"Excellent hotel! Will definitely stay again."
United States
Justin
The price is S$302
includes taxes & fees
7 Jul - 8 Jul
Arlo Chicago

The Drake

The Drake
4.0 star property
Streeterville, 22.7 km from East Side
9.0 out of 10, Wonderful, (1,509 reviews)
"Beautiful and historic hotel!"
United States
Adriana
The price is S$292
includes taxes & fees
9 Jul - 10 Jul
The Drake

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Streeterville, 22 km from East Side
8.4 out of 10, Very good, (2,011 reviews)
"Very comfortable bed, spacious room, and great location! "
United States
Raleigh
The price is S$220
includes taxes & fees
9 Jul - 10 Jul
Hotel Saint Clair- Magnificent Mile

LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
21 km from East Side
9.4 out of 10, Exceptional, (153 reviews)
"Very nice place to stay"
United States
Jarrett
The price is S$217
includes taxes & fees
5 Jul - 6 Jul
LIVN - West Loop Chicago

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, (3,300 reviews)
"Very great hotel"
United States
Allesandra
The price is S$215
includes taxes & fees
5 Jul - 6 Jul
Aloft by Marriott Chicago Mag Mile

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, (3,765 reviews)
"Great location!"
United States
William
The price is S$364
includes taxes & fees
19 Jul - 20 Jul
LondonHouse Chicago, Curio Collection by Hilton

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, (10,145 reviews)
"Great stay!"
United States
Daniel
The price is S$187
includes taxes & fees
6 Jul - 7 Jul
Congress Plaza Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 20.9 km from East Side
9.4 out of 10, Exceptional, (2,264 reviews)
"Wonderful stay"
United States
Taylor
The price is S$255
includes taxes & fees
5 Jul - 6 Jul
Silversmith Hotel Chicago Downtown
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 East Side

Find the best East Side areas 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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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 East Side Hotel Reviews

Frequently asked questions

What's it like in East Side?
East Side is a neighbourhood that travellers 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 neighbourhood.
If I need to cancel my hotel reservation in East Side, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of booking. Enter your dates, click on "Search", then you can use the "fully refundable" filter to get top deals in East Side.
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 neighbourhood. Hammond Marina Beach, Horseshoe Hammond Casino and The Venue at Horseshoe Hammond are just a few of the places to visit in and around East Side. While you're out sightseeing, Mahalia Jackson Residence and Whihala Park West Beach are a couple of additional sights to visit in Chicago.

Explore a world of travel with Expedia