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Our top choices for East Side hotels

1. 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, (2,761 reviews)
"Good stay!"
United States
Adit
The price is AED 526
AED 625 total
includes taxes & fees
30 Aug - 31 Aug
Best Western Grant Park Hotel

2. 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, (2,410 reviews)
"Great stay"
United Kingdom
jayne
The price is AED 590
AED 702 total
includes taxes & fees
31 Aug - 1 Sep
Homewood Suites by Hilton Chicago Downtown South Loop

3. 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, (2,121 reviews)
"Family friendly property close to sites."
United States
Heather
The price is AED 590
AED 702 total
includes taxes & fees
31 Aug - 1 Sep
Hilton Garden Inn Chicago Downtown South Loop

4. 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, (1,011 reviews)
"Very welcoming and helpful staff!"
United States
Daniel
The price is AED 525
AED 690 total
includes taxes & fees
30 Aug - 31 Aug
Le Méridien Essex Chicago

5. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (2,996 reviews)
"Great location, friendly staff, various amenities for the family."
Canada
kun
The price is AED 621
AED 846 total
includes taxes & fees
7 Sep - 8 Sep
Hilton Chicago

6. 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, (2,735 reviews)
"Great location, clean rooms, would stay here again!"
United States
Adam
The price is AED 414
AED 493 total
includes taxes & fees
30 Aug - 31 Aug
Travelodge by Wyndham Downtown Chicago

7. 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, (10,223 reviews)
"Perfect location loved our stay!"
United States
Christina
The price is AED 375
AED 446 total
includes taxes & fees
7 Sep - 8 Sep
Congress Plaza Hotel

8. 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, (1,301 reviews)
"Very helpful front desk staff and friendly cleaners. Very pleasant stay"
United States
Aleace
The price is AED 614
AED 730 total
includes taxes & fees
30 Aug - 31 Aug
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

9. The Buckingham Hotel

The Buckingham Hotel
3.5 star property
The Loop, 20.5 km from East Side
9.0 out of 10, Wonderful, (1,005 reviews)
"Nice place to stay"
United States
Dominique
The price is AED 567
AED 717 total
includes taxes & fees
9 Aug - 10 Aug
The Buckingham Hotel

10. 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, (1,137 reviews)
"good hotel"
United States
Chimere
The price is AED 547
AED 695 total
includes taxes & fees
7 Sep - 8 Sep
Holiday Inn & Suites Chicago - Downtown by IHG

11. 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, (3,618 reviews)
"Great location, clean room, and friendly staff"
United States
Kelli
The price is AED 500
AED 595 total
includes taxes & fees
10 Aug - 11 Aug
Club Quarters Hotel, Central Loop, Chicago

12. Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
The Loop, 20.8 km from East Side
9.4 out of 10, Exceptional, (1,469 reviews)
"Restaurant was great and front desk staff were very kind!"
United States
Amber
The price is AED 777
AED 924 total
includes taxes & fees
23 Aug - 24 Aug
Canopy by Hilton Chicago Central Loop

13. 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, (1,402 reviews)
"Very nice would stay again"
United States
Dawn
The price is AED 587
AED 698 total
includes taxes & fees
7 Sep - 8 Sep
Hilton Garden Inn Chicago Central Loop

14. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Theatre District, 20.9 km from East Side
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean room, good breakfast options"
United States
Mohnish
The price is AED 548
AED 652 total
includes taxes & fees
7 Sep - 8 Sep
Hampton Inn Majestic Chicago Theatre District

15. 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, (2,556 reviews)
"Always enjoy our stay here."
United States
suzanne
The price is AED 637
AED 866 total
includes taxes & fees
7 Sep - 8 Sep
Palmer House a Hilton Hotel

16. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 20.9 km from East Side
8.6 out of 10, Excellent, (1,008 reviews)
"Great location, great stay!"
United States
Margaret
The price is AED 731
AED 869 total
includes taxes & fees
23 Aug - 24 Aug
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

17. 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, (2,317 reviews)
"Fantastic hotel!"
Canada
Gillian
The price is AED 587
AED 810 total
includes taxes & fees
30 Aug - 31 Aug
Silversmith Hotel Chicago Downtown

18. Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 20.9 km from East Side
9.0 out of 10, Wonderful, (2,687 reviews)
"Great location"
United States
Dee
The price is AED 683
AED 904 total
includes taxes & fees
23 Aug - 24 Aug
Hyatt Centric The Loop Chicago

19. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
21 km from East Side
9.4 out of 10, Exceptional, (200 reviews)
"Great location, clean and quiet"
United States
Carly
The price is AED 591
AED 694 total
includes taxes & fees
9 Aug - 10 Aug
LIVN - West Loop Chicago

20. 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, (1,165 reviews)
"The bed was great and location was perfect. We enjoyed it."
United States
Kristie
The price is AED 625
AED 852 total
includes taxes & fees
30 Aug - 31 Aug
Staypineapple, An Iconic Hotel, The Loop
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 and neighborhoods for the activities you enjoy most.

Downtown Chicago

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Lake Michigan are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

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.

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.

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.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Top East Side Hotel Reviews

Find out more about East Side

Top reasons to visit East Side

  • Family-Friendly Atmosphere: East Side offers a welcoming environment with activities suitable for all ages, making it perfect for family vacations.
  • Outdoor Recreation: Enjoy beautiful parks, beaches, and scenic areas that provide ample opportunities for outdoor fun.
  • Cultural Experiences: Explore historic houses and local attractions that enrich your understanding of the area's heritage.
  • Vibrant Shopping Districts: Discover unique shops and cozy cafes that add to the local charm and community vibe.
  • Live Music Scene: Experience the lively atmosphere with live music events that enhance your visit to the East Side.

Find great hotels near East Side

Explore a variety of hotel accommodations in East Side, Chicago, where you can find options ranging from charming bed & breakfasts to well-appointed hotels. Whether you're traveling for business, seeking a pet-friendly stay, or planning a family vacation, this area offers an array of amenities and services to suit your needs. Discover the best hotels in East Side, complete with reviews and features that ensure a comfortable and enjoyable experience.

  • Congress Plaza Hotel: Nestled in the bustling shopping district, Congress Plaza Hotel is a charming 3.5-star accommodation that caters to both business travelers and leisure shoppers. Located 20.9km from East Side, this hotel offers a blend of historic elegance and modern amenities. Guests can enjoy spacious rooms, a fitness center for staying active, and a business center for corporate needs. The hotel's prime location makes it easy to explore nearby shopping venues and attractions, making it a convenient choice for those looking to immerse themselves in the vibrant Chicago experience.
  • Best Western Grant Park Hotel: Situated 19.3km from East Side, Best Western Grant Park Hotel is an ideal family-friendly option located in the shopping district. This hotel provides a welcoming environment with special amenities for children, including a First Aid Kit, free cribs, and window guards for safety. Guests can enjoy comfortable rooms and easy access to nearby shopping and family activities. With its emphasis on family comfort and convenience, this hotel is perfect for those traveling with kids who want to explore the city together.
  • Club Quarters Hotel, Central Loop, Chicago: A sophisticated 4-star choice, Club Quarters Hotel, Central Loop, Chicago is perfect for LGBTQIA travelers, business professionals, and shoppers alike. Located 20.9km from East Side in a vibrant shopping area, this hotel offers a modern atmosphere with a focus on inclusivity and comfort. Guests can benefit from amenities such as a fitness center, business services, and on-site dining options. With its strategic location and welcoming environment, this hotel promises an enjoyable stay for all visitors.

Where to stay near East Side

The East Side of Chicago offers a unique blend of family-friendly attractions and urban charm, perfect for a memorable vacation. You can explore nearby neighborhoods like the Upper East Side, all within walking distance of downtown. Enjoy low crowds while discovering local parks, cozy cafes, and vibrant community vibes. Whether you're seeking outdoor activities or a romantic stroll, the East Side's welcoming atmosphere ensures a delightful experience for every traveler.

  • Chicago: As a vibrant metropolis, Chicago is a dynamic city bursting with life. East Side, nestled within its boundaries, offers a unique urban experience. The city sees a steady flow of travelers year-round, peaking during the summer months. Visitors flock to Chicago for family-friendly activities, outdoor adventures, and the iconic cityscape. Enjoy shopping in bustling districts, catch a game at a major sports stadium, or relax in one of the many urban parks. The city's rich cultural scene is highlighted by theaters and arena entertainment, making it an unmissable destination.
  • Irondale: Just 1.6km away from East Side, Irondale is a charming neighborhood that invites families and outdoor enthusiasts alike. This area maintains consistent visitor numbers throughout the year, with a summer peak. Irondale is known for its educational institutions and well-maintained golf courses, making it an ideal spot for those looking to combine leisure with learning. Explore the local urban parks or attend an event at a nearby conference venue. With its historic college atmosphere, Irondale offers a unique glimpse into community life.
  • Merrionette Manor: Located 3.2km from East Side, Merrionette Manor is a picturesque neighborhood that emphasizes outdoor beauty and romantic settings. Like its neighbors, it attracts visitors year-round, particularly during the summer months. Here, you'll find scenic recreational areas perfect for relaxing strolls or music concerts in the park. The nearby national state park and tranquil lakes provide a serene retreat from the city hustle. Merrionette Manor is an excellent choice for those seeking a blend of nature and culture during their stay.

Things to do near East Side

East Side, Chicago, offers a family-friendly atmosphere with a variety of outdoor and city-themed activities. Visitors can enjoy recreational areas, educational attractions, and vibrant shopping districts. Don't miss the chance to experience live music, which adds to the area's lively charm. Whether you're exploring parks or indulging in local shopping, East Side is a delightful destination for an enjoyable vacation.

Shopping

For shopping in East Side, visit River Oaks Center, an entertainment-focused mall 12.9km away, featuring a variety of shops. Don't miss the Maxwell Street Market, 20.9km away, for unique finds and local goods, and the Afrocentric Bookstore for a diverse selection of literature, also 20.9km away.

Recreation

Soldier Field offers an energetic atmosphere for sports enthusiasts, while Harborside International Golf Center provides a beautiful outdoor setting for golf lovers. For a tranquil retreat, Northerly Island Natural Area features peaceful landscapes perfect for relaxation and wellness activities amidst nature.

Adventure

Experience the thrill of Deep River Water Park, located 37.0km away, perfect for families seeking adventure and entertainment. For outdoor enthusiasts, the Salt Creek Trail offers scenic hiking 29.0km away, while Cowles Bog Trailhead, also 37.0km from East Side, provides breathtaking views and invigorating trails.

Nightlife

The East Side offers a vibrant nightlife with venues like Arie Crown Theater, known for its romantic and cultural performances just 17.7km away. Film Row Cinema, 19.3km away, is perfect for family-friendly films, while the Auditorium Building and Theatre, 20.9km away, showcases captivating entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for East Side

To save money on your trip to East Side, Chicago, consider visiting between December and February when accommodation prices drop. Monday is the least expensive day to stay, while Saturday tends to be pricier. Use Expedia to compare hotel rates and book packages that combine flights and activities for additional discounts. Look for cheap hotel deals, refundable bookings, and instant savings. For public transport, utilize buses and trains, which are affordable options to explore the area without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around East Side are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around East Side is Monday. The most expensive day to stay around East Side is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to narrow down your options based on your budget, desired location, and preferred hotel type. To find the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save on your travel expenses by combining your East Side hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near East Side

East Side, Chicago, offers a family-friendly vacation with a mix of outdoor and urban experiences. Visitors can enjoy local attractions like urban parks, beautiful beaches, and historic houses. This vibrant area is perfect for travelers seeking cultural enrichment and a taste of city life, making it an ideal destination for families and outdoor enthusiasts alike.

  • McCormick Place: As one of the largest convention centers in North America, McCormick Place offers a vibrant atmosphere with a diverse range of events, from trade shows to conferences. Its impressive architecture and state-of-the-art facilities make it a hub for business professionals and visitors eager to engage in the dynamic world of commerce.
  • University of Chicago: Known for its stunning Gothic architecture and rich history, the University of Chicago is a cultural treasure. Visitors can explore its beautiful campus, which includes art galleries and libraries, while soaking in the intellectual vibe of one of the world’s leading research institutions.
  • Chicago Museum of Science and Industry: This family-friendly museum is a wonderland of interactive exhibits that spark curiosity for all ages. From historical trains to a real U-505 submarine, the Chicago Museum of Science and Industry combines education with fun, making it a must-visit for families and culture enthusiasts alike.

Best time to go to East Side

The best time to visit East Side is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to East Side

Traveling to East Side, Chicago, is convenient with two major airports nearby. O'Hare International Airport (ORD) is situated 43.5km away, with excellent hotel options like the 4.5-star Loews Chicago O'Hare Hotel, just 3.2km from the airport. Other nearby hotels include the 4.5-star Le Méridien Chicago - Oakbrook Center and the 4-star Hyatt Regency O'Hare Chicago, both within 14.5km. Midway International Airport (MDW) is closer at 13.2km, offering luxury accommodations such as the 5-star The Langham, Chicago and Nobu Hotel Chicago, both approximately 12.9km away. The Peninsula Chicago is another option, located 16.1km from MDW.

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. Munson Beach and Calumet Beach are also a couple of places to visit in the neighborhood. 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.