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Hotels in East Side, Chicago

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Check prices for these dates

This weekend
Jul 24 - Jul 26
Next weekend
Jul 31 - Aug 2

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Our top choices for East Side hotels

Terrace/patio

1. 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, (2,604 reviews)
"View was beautiful, accommodations were excellent."
United States
Julie
The price is CA $329
CA $439 total
includes taxes & fees
Aug 17 - Aug 18
Sable at Navy Pier Chicago, Curio Collection by Hilton
Pool

2. 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, (2,086 reviews)
"helpful staff, great location, comfortable rooms and great views"
United States
Jordan Leigh
The price is CA $261
CA $310 total
includes taxes & fees
Aug 10 - Aug 11
Hilton Garden Inn Chicago Downtown South Loop
Restaurant

3. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 19.5 km from East Side
8.2 out of 10, Very good, (2,747 reviews)
"Nice place to stay at"
United States
Tammy
The price is CA $226
CA $269 total
includes taxes & fees
Aug 10 - Aug 11
Best Western Grant Park Hotel
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

4. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
West Loop, 20.6 km from East Side
8.6 out of 10, Excellent, (1,084 reviews)
"It was a decent stay."
United States
Terrell
The price is CA $206
CA $262 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn & Suites Chicago - Downtown by IHG
Lobby

5. 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, (2,695 reviews)
"Great location, walking distance to shops and eating."
United States
MARTINA
The price is CA $214
CA $255 total
includes taxes & fees
Aug 10 - Aug 11
Travelodge by Wyndham Downtown Chicago
Cocktail bar

6. Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
7.8 out of 10, Good, (3,201 reviews)
"Great location."
United States
Clifton
The price is CA $161
CA $258 total
includes taxes & fees
Jul 28 - Jul 29
Freehand Chicago
Suite, 1 Bedroom, Corner | Private kitchen

7. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 19.5 km from East Side
8.8 out of 10, Excellent, (2,393 reviews)
"Great stay"
United Kingdom
jayne
The price is CA $260
CA $309 total
includes taxes & fees
Aug 19 - Aug 20
Homewood Suites by Hilton Chicago Downtown South Loop
Lobby

8. Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 19.8 km from East Side
9.0 out of 10, Wonderful, (1,004 reviews)
"Room was quiet and clean"
United States
Robert
The price is CA $245
CA $317 total
includes taxes & fees
Aug 9 - Aug 10
Le Méridien Essex Chicago
Exterior

9. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 20.3 km from East Side
9.6 out of 10, Exceptional, (1,288 reviews)
"Very helpful front desk staff and friendly cleaners. Very pleasant stay"
United States
Aleace
The price is CA $257
CA $305 total
includes taxes & fees
Aug 9 - Aug 10
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Lobby

10. 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, (2,308 reviews)
"Nice place to stay"
United States
Donilyn
The price is CA $224
CA $309 total
includes taxes & fees
Aug 9 - Aug 10
Silversmith Hotel Chicago Downtown
Lobby

11. 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, (10,237 reviews)
"Great place to stay"
United States
ERIC
The price is CA $246
CA $293 total
includes taxes & fees
Aug 10 - Aug 11
Congress Plaza Hotel
Exterior

12. 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, (1,779 reviews)
"Nice and comfortable place to stay"
Australia
Precious
The price is CA $228
CA $271 total
includes taxes & fees
Aug 10 - Aug 11
The Chicago Hotel Collection - Magnificent Mile
55-inch LCD TV with cable channels, TV, pay movies

13. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 21.4 km from East Side
9.6 out of 10, Exceptional, (4,403 reviews)
"Great stay"
United States
Julie Ann
The price is CA $264
CA $314 total
includes taxes & fees
Aug 17 - Aug 18
L7 Chicago by LOTTE
Exterior

14. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (2,983 reviews)
"The hotel was BEAUTIFUL-great location. The staff was very friendly and helpful."
United States
Nicole M
The price is CA $436
CA $559 total
includes taxes & fees
Aug 3 - Aug 4
Hilton Chicago
Restaurant

15. Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 20.8 km from East Side
9.2 out of 10, Wonderful, (1,395 reviews)
"Great stay"
United States
Malachi
The price is CA $286
CA $340 total
includes taxes & fees
Aug 9 - Aug 10
Hilton Garden Inn Chicago Central Loop
Presidential Suite, 1 Bedroom, Non Smoking

16. 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, (1,564 reviews)
"Great stay"
United States
Matt
The price is CA $219
CA $302 total
includes taxes & fees
Jul 26 - Jul 27
Hotel 55 Chicago Downtown
Exterior

17. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
21.5 km from East Side
9.0 out of 10, Wonderful, (2,399 reviews)
"Great location- comfy bed!"
United States
Bethany
The price is CA $269
CA $319 total
includes taxes & fees
Aug 20 - Aug 21
Crowne Plaza Chicago West Loop by IHG
Lobby

18. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Theatre District, 21.4 km from East Side
9.0 out of 10, Wonderful, (2,685 reviews)
"Great place and great staff."
United States
Robert
The price is CA $261
CA $355 total
includes taxes & fees
Aug 16 - Aug 17
The Allegro Royal Sonesta Hotel Chicago Loop
Exterior

19. La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
The Loop, 21.1 km from East Side
8.6 out of 10, Excellent, (2,836 reviews)
"Location is very good and staff is nice!"
United States
Diana
The price is CA $250
CA $322 total
includes taxes & fees
Aug 9 - Aug 10
La Quinta Inn & Suites by Wyndham Chicago Downtown
Nightclub

20. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 20.8 km from East Side
8.8 out of 10, Excellent, (3,591 reviews)
"The location is excellent for a central loop stay."
United States
Tamara
The price is CA $229
CA $272 total
includes taxes & fees
Aug 16 - Aug 17
Club Quarters Hotel, Central Loop, 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
A busy city street with tall buildings, a bus, and cars.

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.
A historic castle-like building with intricate stonework and a paved walkway.

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.
A river with yellow boats, a bridge, and tall buildings.

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.
A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.
A river with a city skyline in the background, surrounded by green trees and grass.

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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"room was nice"
snuckie 2-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast

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 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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