East Side Hotels near Chicago

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Our top choices for East Side hotels

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 21.9 km from East Side
8.6 out of 10, Excellent, (3,110 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is P4,951
P5,812 total
includes taxes & fees
Mar 1 - Mar 2
Aloft Chicago Mag Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
22.7 km from East Side
9.4 out of 10, Exceptional, (2,334 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is P10,227
P13,695 total
includes taxes & fees
Feb 28 - Mar 1
Sofitel Chicago Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 22.1 km from East Side
8.0 out of 10, Very Good, (1,401 reviews)
"Great hotel,, like so much"
United States
Ilham
The price is P5,145
P6,040 total
includes taxes & fees
Feb 28 - Mar 1
Hampton Inn Chicago Downtown/Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 22.2 km from East Side
8.6 out of 10, Excellent, (3,047 reviews)
"Great place"
United States
Omar
The price is P4,893
P7,434 total
includes taxes & fees
Mar 1 - Mar 2
Warwick Allerton - Chicago

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, (1,013 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is P7,029
P9,937 total
includes taxes & fees
Mar 18 - Mar 19
Staypineapple, An Iconic Hotel, The Loop

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 22 km from East Side
9.0 out of 10, Wonderful, (1,084 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is P7,311
P10,272 total
includes taxes & fees
Mar 22 - Mar 23
Hyatt Centric Chicago Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 20.1 km from East Side
7.4 out of 10, Good, (2,521 reviews)
"Always a good stay"
Canada
Domenic
The price is P4,513
P5,298 total
includes taxes & fees
Feb 26 - Feb 27
Travelodge by Wyndham Downtown Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 21.4 km from East Side
8.4 out of 10, Very Good, (1,612 reviews)
"Great staff great room "
United States
Jose
The price is P10,305
P14,124 total
includes taxes & fees
Feb 28 - Mar 1
Sheraton Grand Chicago Riverwalk

The Drake

The Drake
4.0 star property
Streeterville, 22.7 km from East Side
9.0 out of 10, Wonderful, (1,404 reviews)
"Great place "
United States
Linda
The price is P7,742
P9,088 total
includes taxes & fees
Mar 3 - Mar 4
The Drake

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Streeterville, 22.6 km from East Side
8.6 out of 10, Excellent, (2,007 reviews)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is P5,002
P7,237 total
includes taxes & fees
Feb 26 - Feb 27
Millennium Knickerbocker Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 21.7 km from East Side
8.2 out of 10, Very Good, (2,833 reviews)
"Great stay "
United States
Rudy
The price is P5,941
P8,664 total
includes taxes & fees
Mar 3 - Mar 4
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 22.6 km from East Side
8.6 out of 10, Excellent, (2,414 reviews)
"Can't wait to go back love the hotel and the location was great."
United States
eyulonda
The price is P5,769
P6,772 total
includes taxes & fees
Feb 25 - Feb 26
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 21.9 km from East Side
8.8 out of 10, Excellent, (1,141 reviews)
"I always stay here when in town. "
United States
Jeffrey
Ivy Boutique Hotel

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, (1,860 reviews)
"Nice hotel for affordable price. Also close to everything"
United States
Anniyah
Hotel Saint Clair- Magnificent Mile

Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk
3.0 star property
The Loop, 21.4 km from East Side
9.0 out of 10, Wonderful, (1,896 reviews)
"Staff was great and room was clean"
United States
James
The price is P6,367
P7,474 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Garden Inn Chicago Downtown Riverwalk

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, (1,005 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is P8,038
P11,126 total
includes taxes & fees
Feb 26 - Feb 27
The Blackstone, Autograph Collection

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Theatre District, 21.3 km from East Side
9.2 out of 10, Wonderful, (1,404 reviews)
"Staff was super friendly and rooms were clean. Definitely will come back "
United States
Daisy
The price is P9,061
P12,275 total
includes taxes & fees
Feb 26 - Feb 27
Sports Illustrated Resorts Chicago

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 20.8 km from East Side
8.6 out of 10, Excellent, (2,038 reviews)
"Clean rooms, very friendly staff, and great location"
United States
Dipayan
The price is P5,388
P6,325 total
includes taxes & fees
Feb 26 - Feb 27
Central Loop Hotel

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 22.4 km from East Side
8.8 out of 10, Excellent, (2,076 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is P5,125
P7,367 total
includes taxes & fees
Mar 24 - Mar 25
The Godfrey Hotel Chicago

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Theatre District, 21.2 km from East Side
8.8 out of 10, Excellent, (1,528 reviews)
"great and affordable hotel"
United States
shiloh
The price is P5,823
P6,836 total
includes taxes & fees
Mar 1 - Mar 2
Cambria Hotel Chicago Loop - Theatre District
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

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.

O'Hare

Consider a visit to Fashion Outlets of Chicago and take some time to enjoy the abundant dining options during your time in O'Hare. If you want to see more of the city, jump on the metro at Cumberland Station or Remote Parking Station.

Top East Side Hotel Reviews

Find out more about East Side

Top reasons to visit East Side

  • Family-Friendly Activities: The East Side boasts a variety of attractions suitable for all ages, ensuring an enjoyable experience for families.
  • Outdoor Adventures: Visitors can explore urban parks and relax at local beaches, perfect for a day of leisure.
  • Cultural Experiences: Immerse yourself in the local culture while discovering the unique charm of this vibrant neighbourhood.
  • Historic Sites: Step back in time by visiting historic houses that showcase the area's rich heritage.
  • Exceptional Accommodation: A range of lodging options, from family-friendly hotels to quaint bed and breakfasts, ensures a comfortable stay.

Find great hotels near East Side

Discover a selection of exceptional accommodation options in East Side, Chicago, where comfort meets convenience. From family-friendly hotels to charming bed and breakfasts, you'll find the perfect stay tailored to your needs. Whether you're travelling for business or leisure, East Side offers pet-friendly facilities and high-quality amenities to ensure a memorable experience. Explore the best hotels, read reviews, and enjoy a delightful stay in this vibrant neighbourhood.

  • Congress Plaza Hotel: Nestled in the heart of the shopping district, the Congress Plaza Hotel offers a distinctive blend of historical charm and modern amenities. This 3.5-star hotel caters to business travellers and shopping enthusiasts alike, providing a convenient base for exploring the local area. Guests can enjoy spacious rooms equipped with essential amenities, along with easy access to a variety of shops and dining options nearby, making it a perfect spot for both work and leisure.
  • Best Western Grant Park Hotel: Located conveniently within a 19.3km radius from East Side, the Best Western Grant Park Hotel is an ideal choice for families seeking a comfortable stay. This hotel prides itself on its family-friendly amenities, including child safety features such as Window Guards and complimentary cribs. Situated in the shopping district, families can easily explore the vibrant surroundings while enjoying the hotel’s welcoming atmosphere and attentive service, ensuring a memorable family vacation.
  • Club Quarters Hotel, Central Loop, Chicago: Embracing a modern and inclusive ethos, Club Quarters Hotel, Central Loop, Chicago offers a delightful experience for LGBTQIA travellers and their furry companions. This 4-star hotel is also located in the shopping district and boasts pet-friendly policies, allowing guests to bring their dogs along for the adventure. With excellent amenities, including food and water bowls for pets, the hotel ensures that both guests and their pets feel at home. Its stylish rooms and welcoming environment make it a great choice for those looking for a vibrant city escape.

Where to stay near East Side

Exploring the East Side of Chicago offers a delightful blend of family-friendly attractions and urban charm. Nearby, the Upper East Side boasts pleasant walking distances to the downtown area, where you can enjoy low crowds while immersing yourself in a vibrant atmosphere. From picturesque parks to charming local eateries, this neighbourhood is perfect for families seeking a memorable vacation experience filled with friendly locals and unique adventures.

  • Chicago: As a sprawling metropolis, Chicago is a vibrant hub of culture and activity. The East Side neighbourhood is nestled within this dynamic city, attracting visitors year-round, particularly during the peak summer months of June to August. Here, tourists can indulge in a variety of experiences, from bustling shopping districts to exhilarating arena entertainment and captivating theatre performances. Chicago's landmarks include famous sports stadiums, scenic urban parks, and a lively tourist precinct, making it a fantastic destination for families and outdoor enthusiasts alike.
  • Irondale: Just 1.6km from East Side, Irondale is a charming neighbourhood that embodies a pleasant community atmosphere. Visitors flock here for family-friendly activities and outdoor pursuits, with summer being the peak season for tourism. Irondale offers a unique array of attractions, including educational institutions and well-maintained golf courses. The local highlights encompass an event conference venue and a picturesque urban park, as well as a historic college that adds character to the area, making it a delightful stop for those exploring the greater Chicago region.
  • Merrionette Manor: Located 3.2km away from East Side, Merrionette Manor is a quaint neighbourhood known for its scenic beauty and romantic ambiance. This area is perfect for couples and those seeking a peaceful retreat while still enjoying outdoor activities. With a focus on recreation, visitors can enjoy music concerts and theatre events in a serene setting. Local landmarks include a national state park, a tranquil lake, and a lively sports facility stadium, making Merrionette Manor an ideal spot for relaxation and exploration.

Things to do near East Side

The East Side of Chicago offers a delightful blend of family-friendly activities and outdoor pursuits, making it an ideal destination for a city-themed holiday. Visitors can explore recreational areas, educational sites, and vibrant shopping districts. Live music events add to the lively atmosphere, ensuring an enjoyable experience for all. Don't miss the chance to immerse yourself in the local culture while discovering the unique charm of this vibrant neighbourhood.

Shopping

The nearest shopping destination is River Oaks Center, located 12.9km from East Side, offering a vibrant mix of entertainment and family-friendly options. Closer, at 8.0km away, Third World Press provides unique gifts. For a lively atmosphere, head to Maxwell Street Market, situated 20.9km away.

Recreation

At Soldier Field, immerse yourself in the electric atmosphere of American football and concerts, just 19.3km away from East Side. The Hammond Sportsplex & Community Center, located 12.9km away, offers a tranquil space for relaxation and wellness activities. For outdoor enthusiasts, Harborside International Golf Center, 4.8km away, features scenic golf courses for a refreshing day out.

Adventure

Deep River Water Park offers exhilarating water slides and family-friendly attractions, located 37.0km from East Side. For a scenic hike, explore the Salt Creek Trail, 29.0km away, where you can immerse yourself in nature. Alternatively, the Cowles Bog Trailhead, also 37.0km distant, provides stunning outdoor vistas.

Nightlife

Theatre at the Center, located 16.1km from East Side, offers a romantic and cultural atmosphere, perfect for an entertaining evening. Similarly, the Huntington Bank Pavilion, 19.3km away, combines romance with vibrant performances. Film Row Cinema, also 19.3km from East Side, is ideal for family-friendly entertainment with a touch of romance.

*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 are lower. Mondays are the cheapest days to stay, while Saturdays tend to be the most expensive. Use Expedia to compare room rates and explore eco-certified hotel options for added savings. Booking your hotel, flights, and activities as a package can yield further discounts. Additionally, take advantage of free local attractions and opt for public transport to minimise travel expenses.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your East Side hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near East Side

The East Side of Chicago offers a delightful mix of family-friendly activities and outdoor adventures. Visitors can explore urban parks, enjoy a relaxing day at the beach, or step back in time at historic houses. This vibrant area caters to those seeking a cultural experience while embracing the city's charm, making it an ideal destination for families and city enthusiasts alike.

  • McCormick Place: As the largest convention centre in North America, McCormick Place offers a dynamic atmosphere perfect for business events and conferences. Its impressive architecture and vast exhibition halls provide a unique setting for networking and collaboration.
  • Chicago Museum of Science and Industry: This renowned museum is a treasure trove of interactive exhibits and educational displays, making it ideal for families. Visitors can explore the wonders of science and technology, from historic locomotives to innovative displays that inspire curiosity and learning.
  • Purdue University Northwest: With its modern campus and vibrant city vibes, Purdue University Northwest is not only an educational institution but also a hub for cultural activities. The university often hosts events, performances, and art exhibitions that reflect the local community's creativity.

Best time to go to East Side

The best time to visit East Side can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around East Side falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around East Side falls in January, 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

Accessing East Side, Chicago is convenient via two major airports. Chicago O'Hare International Airport (ORD) is situated 43.5km away, with notable hotels nearby such as the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare Chicago, both just 3.2km from the airport. Chicago Midway International Airport (MDW) is closer, at 13.2km away, offering luxurious options like the 5-star Nobu Hotel Chicago, located 12.9km from the airport, and The Langham, Chicago, 14.5km away. Both airports provide efficient transportation services to East Side, ensuring a smooth arrival for visitors.

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.
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.