The Best Hotels in East Side, Chicago - 2026 Updated Prices

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Where to stay in East Side

Find the best East Side areas for the activities you enjoy most.

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.

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Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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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.

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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.

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Top East Side Hotel Reviews

The Royal Sonesta Chicago Downtown

8/10 Good

"Jjj"

The Chicago Hotel Collection - Magnificent Mile

6/10 Okay

"The hotel was clean and the rooms were decent. Did like the fact. I didn't like the fact there is no mirrors in the whole room except for the one in the bathroom. Also for the price that they charge I feel they should have had daily housekeeping but it was only offered after a 3-day stay. I asked for lotion on the first day by the time I checked out I never received it. The first evening I go to take a shower there's no body wash in the dispenser. If you didn't pay extra for their special inclusion package their breakfast buffet was $35 per person which I think was way too high for what they provided. I asked the front desk with help for sightseeing and cab service and they couldn't help me with either one. I will not stay there again."

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"Hotel in good location - not far from Union Station or Downtown. Staff l interacted with were really welcoming and friendly. Room was very clean and great that there was a microwave on the floor near the elevator (handy when we took too long with our pizza slices from Whole Foods!) Breakfast served in the downstairs restaurant was great with plenty of options available and a rare (in USA anyway) late finish time for breakfast which meant l could have a lay in and eat at our leisure. If l was in Chicago again l wouldn't hesitate to return"

The Chicago Hotel Collection Ambassador Gold Coast

4/10 Poor

"What a scam for $350+ a night. Our first room was disgusting; it looked like there was crusty throw up on the carpet and the bathroom was not clean and there was dust everywhere. You don’t even get a microwave in your room. The bathroom is so small. The furniture in the room is so dated and stained. Called the front desk for another pillow and they yelled at me and then hung up, and never brought the pillow. When I called back they’d pick up and hang up. Not a good hotel, way overpriced, understaffed (I felt bad for the employees it’s not their fault), and just not a good experience overall."

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?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in East Side.

How can I save on a East Side hotel booking with Expedia?

Members always get our best prices. Find our best East Side hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in 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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Things to do in South Side

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Our top choices for East Side hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Congress Plaza Hotel

Travelodge by Wyndham Downtown Chicago

Silversmith Hotel Chicago Downtown

Staypineapple, An Iconic Hotel, The Loop

The Blackstone, Autograph Collection

The Wade

Hotel Riu Plaza Chicago

Hilton Chicago

Best Western Grant Park Hotel

LondonHouse Chicago, Curio Collection by Hilton

Freehand Chicago

Omni Chicago Hotel

The Whitehall Hotel, BW Premier Collection

Eurostars Magnificent Mile

Sheraton Grand Chicago Riverwalk

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Arlo Chicago

Palmer House a Hilton Hotel

Hotel 55 Chicago Downtown

Where to stay in East Side

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top East Side Hotel Reviews

The Royal Sonesta Chicago Downtown

Frequently asked questions

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