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East Side Hotels, Chicago

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Our top choices for East Side hotels

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, (2,627 reviews)
"Nice Stay"
United States
Morgan
The price is AU$445
includes taxes & fees
9 Aug - 10 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2,394 reviews)
"Great stay"
United Kingdom
jayne
The price is AU$319
includes taxes & fees
19 Aug - 20 Aug
Homewood Suites by Hilton Chicago Downtown South Loop

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, (2,754 reviews)
"Good stay!"
United States
Adit
The price is AU$274
includes taxes & fees
9 Aug - 10 Aug
Best Western Grant Park Hotel

4. 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, (2,113 reviews)
"helpful staff, great location, comfortable rooms and great views"
United States
Jordan Leigh
The price is AU$319
includes taxes & fees
10 Aug - 11 Aug
Hilton Garden Inn Chicago Downtown South Loop

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, (2,719 reviews)
"Great location, walking distance to shops and eating."
United States
MARTINA
The price is AU$251
includes taxes & fees
16 Aug - 17 Aug
Travelodge by Wyndham Downtown Chicago

6. 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, (1,101 reviews)
"Great Stay. Perfect area for activities, clean room, and wonderful staff member who showed excellent hospitality and convenience."
United States
Erick
The price is AU$299
includes taxes & fees
20 Aug - 21 Aug
Holiday Inn & Suites Chicago - Downtown by IHG

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, (10,318 reviews)
"Great place to stay"
United States
ERIC
The price is AU$283
includes taxes & fees
13 Aug - 14 Aug
Congress Plaza Hotel

8. The Wade

The Wade
4.5 star property
Streeterville, 21.8 km from East Side
8.6 out of 10, Excellent, (1,942 reviews)
"Great stay and friendly staff!"
Canada
Richard
The price is AU$339
includes taxes & fees
9 Aug - 10 Aug
The Wade

9. 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, (1,008 reviews)
"Room was quiet and clean"
United States
Robert
The price is AU$337
includes taxes & fees
17 Aug - 18 Aug
Le Méridien Essex Chicago

10. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 19.9 km from East Side
8.6 out of 10, Excellent, (3,009 reviews)
"Great location, friendly staff, various amenities for the family."
Canada
kun
The price is AU$504
includes taxes & fees
7 Aug - 8 Aug
Hilton Chicago

11. 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, (1,291 reviews)
"Very helpful front desk staff and friendly cleaners. Very pleasant stay"
United States
Aleace
The price is AU$326
includes taxes & fees
16 Aug - 17 Aug
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

12. 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, (2,427 reviews)
"Great location"
United States
Navin
The price is AU$301
includes taxes & fees
20 Aug - 21 Aug
Crowne Plaza Chicago West Loop by IHG

13. Freehand Chicago

Freehand Chicago
4.0 star property
River North, 22 km from East Side
7.8 out of 10, Good, (3,228 reviews)
"Great location Great vibe"
United States
james
The price is AU$215
includes taxes & fees
24 Aug - 25 Aug
Freehand Chicago

14. 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, (1,403 reviews)
"Very nice would stay again"
United States
Dawn
The price is AU$361
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Chicago Central Loop

15. 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, (2,840 reviews)
"Location is very good and staff is nice!"
United States
Diana
The price is AU$328
includes taxes & fees
9 Aug - 10 Aug
La Quinta Inn & Suites by Wyndham Chicago Downtown

16. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
21 km from East Side
9.4 out of 10, Exceptional, (190 reviews)
"Great location, clean and quiet"
United States
Carly
The price is AU$395
includes taxes & fees
4 Aug - 5 Aug
LIVN - West Loop Chicago

17. 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, (4,450 reviews)
"Great stay"
United States
Julie Ann
The price is AU$348
includes taxes & fees
17 Aug - 18 Aug
L7 Chicago by LOTTE

18. 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, (2,318 reviews)
"Nice place to stay"
United States
Donilyn
The price is AU$329
includes taxes & fees
23 Aug - 24 Aug
Silversmith Hotel Chicago Downtown

19. 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, (2,958 reviews)
"Perfect destination for family"
United States
Mohana Sandeep
The price is AU$350
includes taxes & fees
10 Aug - 11 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

20. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Theatre District, 20.9 km from East Side
9.2 out of 10, Wonderful, (1,003 reviews)
"Excellent hotel! Very clean staff very nice and respectful. Breakfast was very tasty."
United States
Naidy
The price is AU$320
includes taxes & fees
9 Aug - 10 Aug
Hampton Inn Majestic Chicago 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.

Our guide on 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.

Magnificent Mile

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

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

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

Recent Reviews in East Side

Find out more about East Side

Top reasons to visit East Side

  • Outdoor Adventures: Enjoy urban parks and the scenic shores of Lake Michigan, perfect for leisurely strolls and picnics.
  • Family-Friendly Attractions: Discover a range of activities that cater to families, ensuring fun for all ages.
  • Vibrant Nightlife: Experience lively bars and eateries in the nightlife precinct, ideal for a fun evening out.
  • Charming Neighbourhood: Explore the welcoming atmosphere of the East Side, with friendly locals and unique experiences.
  • Diverse Accommodation: Choose from family-friendly hotels to charming B&Bs, catering to every traveller's needs.

Find great hotels near East Side

Discover a variety of accommodation options in East Side, Chicago, tailored to meet the needs of every traveller. Whether you prefer a family-friendly hotel, a charming bed & breakfast, or a pet-friendly escape, East Side has it all. With a focus on business amenities and a welcoming atmosphere, you’re sure to find the perfect spot to unwind after exploring this vibrant neighbourhood.

  • Congress Plaza Hotel: Experience a blend of business convenience and urban charm at the Congress Plaza Hotel. Situated 20.9km from East Side, this 3.5-star accommodation is perfect for travellers seeking a shopping and business-themed vacation. The hotel boasts a variety of amenities tailored for business guests, including multiple meeting rooms, an accessible business centre, and expansive conference spaces. Located in the vibrant shopping district, it offers easy access to a range of retail options, ensuring a productive and enjoyable stay.
  • Best Western Grant Park Hotel: Ideal for families and shopping enthusiasts, the Best Western Grant Park Hotel is located 19.3km from East Side. This welcoming hotel prioritises family comfort with thoughtful amenities such as window guards for children, a complimentary crib service, and a first aid kit. Situated in a bustling shopping area, the hotel is a perfect base for families looking to explore the local attractions while enjoying a stress-free environment tailored to their needs.
  • Travelodge by Wyndham Downtown Chicago: Perfect for families, the Travelodge by Wyndham Downtown Chicago offers a welcoming atmosphere just 20.9km from East Side. This hotel features family-friendly amenities, including complimentary cribs and a suitable environment for children. With its central location, guests can easily explore the vibrant city while enjoying the comfort and convenience of a homely stay. The Travelodge emphasizes affordability without compromising on family-focused services, making it an excellent choice for those travelling with kids.

Where to stay near East Side

East Side, Chicago, offers a delightful blend of outdoor adventures and family-friendly vibes. Explore nearby attractions like the scenic shores of Lake Michigan or enjoy the welcoming atmosphere of local parks. For a unique experience, visit the charming East Side neighbourhood or take a short trip to the vibrant downtown area. With its friendly locals and urban charm, East Side is an ideal destination for a memorable holiday with loved ones.

  • Chicago: As a vibrant metropolis, Chicago serves as the backdrop for your East Side adventure. This bustling city draws visitors year-round, with peak numbers during the summer months of June to August. The city offers a plethora of experiences, from family-friendly activities to outdoor escapades and urban explorations. Iconic landmarks like the stadiums and entertainment arenas are easily accessible, making it a hub for shopping and cultural events. Chicago's rich history and architectural beauty provide an enticing travel experience that captivates tourists from all over the globe.
  • Irondale: Located approximately 1.6km from East Side, Irondale is a charming neighbourhood that attracts visitors for its outdoor and family-oriented activities. The best time to visit is from July to September, when the weather is perfect for enjoying local parks and recreational areas. Golf enthusiasts will appreciate the nearby golf courses, while sports fans can revel in the excitement of local stadium events. Irondale's welcoming atmosphere and community spirit make it an ideal spot for relaxation and family fun.
  • Merrionette Manor: Situated around 3.2km from East Side, Merrionette Manor is a quaint neighbourhood known for its cultural and business-themed experiences. Visitors are drawn to this area for its educational facilities and inviting recreational spaces. The peak travel season runs from July to September, offering a vibrant atmosphere for exploration. Don’t miss the chance to visit historic houses and event venues that add a touch of charm to your stay. Merrionette Manor combines a sense of history with modern conveniences, making it a delightful addition to your travel itinerary.

Things to do near East Side

East Side Chicago offers a delightful mix of outdoor activities and family-friendly attractions. Visitors can explore recreational areas, enjoy vibrant shopping spots, and experience the local arena entertainment. Don't miss the chance to indulge in the nightlife precinct, where you'll find lively bars and eateries, ensuring a memorable stay filled with fun and excitement.

Shopping

The nearest shopping spot is Third World Press, offering unique gifts just 8.0km from East Side. If you're up for a drive, River Oaks Center is 12.9km away and features a variety of shops and family-friendly entertainment options, perfect for a day out.

Recreation

Experience the energetic atmosphere at Soldier Field, perfect for sports enthusiasts. For a tranquil escape, head to Northerly Island Natural Area to unwind in nature. The Hammond Sportsplex & Community Center offers various wellness activities to help you rejuvenate and relax during your stay.

Adventure

Deep River Water Park, 37.0km from East Side, offers thrilling water slides and family fun in a vibrant atmosphere. For a scenic adventure, explore the Salt Creek Trail, located 29.0km away, with stunning views and lush landscapes. Cowles Bog Trailhead, also 37.0km away, provides a serene hiking experience amidst nature.

Nightlife

The nightlife in East Side, Chicago, is vibrant and filled with culture. Catch a show at the Auditorium Building and Theatre, CIBC Theatre, or James M. Nederlander Theatre, all offering a family-friendly atmosphere with a touch of romance. Enjoy an unforgettable evening in this lively area!

Booking tips and Expedia advantages for East Side

For a budget-friendly trip to East Side, Chicago, consider visiting from December to February when accommodation prices drop. Wednesdays are typically the cheapest days to stay, while Saturdays are the priciest. Use Expedia to compare prices, find exclusive offers, and book eco-certified hotels. Look for package deals that combine flights, hotels, and activities for additional savings. Don’t forget to explore free attractions around the area and consider using public transport, which is a cost-effective way to navigate the city.

  • 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 Wednesday. 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, preferred location, and the type of accommodation you’re after. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and offers, simply arrange the price filter from low to high.
  • Consider bundling your trip: You can save some dollars by combining your East Side hotel stay with your flights and activities through an Expedia package deal.

Find the best attractions near East Side

The East Side of Chicago offers a delightful mix of outdoor and family-friendly experiences, perfect for a scenic vacation. Visitors can enjoy urban parks, beaches, and historic houses, catering to those seeking culture and a vibrant city atmosphere. Nearby attractions include the North Shore and Midtown sights, making it an ideal spot for exploration and relaxation. Don't miss the chance to create lasting memories in this charming area.

  • McCormick Place: Located 17.7km from East Side, McCormick Place is a premier event and conference venue that exudes a professional atmosphere. It's an ideal spot for business enthusiasts, hosting a variety of trade shows and conventions, showcasing the latest innovations and networking opportunities.
  • University of Chicago: Only 11.3km from East Side, this historic university is renowned for its stunning Gothic architecture and rich cultural heritage. Visitors can explore its lush campus and world-class museums, including the Smart Museum of Art, making it a must-see for culture lovers.
  • Jackson Park: Situated 9.7km from East Side, Jackson Park offers a beautiful urban oasis perfect for families and outdoor enthusiasts. Enjoy scenic walking trails, picnic areas, and stunning gardens, including the famous Japanese Garden, making it a great spot to relax and unwind.

Best time to go to East Side

The best time to visit East Side is dependant 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 SunnyAverageSlightly 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 SunnySlightly HighSlightly 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

When visiting East Side, Chicago, you can fly into two major airports. Chicago O'Hare International Airport (ORD) is about 43.5km away and offers several nearby hotels, including the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both 3.2km from the airport. Alternatively, Chicago Midway International Airport (MDW) is situated roughly 13.2km from East Side, with luxurious options like the 5-star Trump International Hotel & Tower Chicago and The Langham, Chicago, both around 14.5km away. Each airport provides convenient transport services for easy access to these hotels.

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 to 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 can I save on a hotel booking in East Side with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on East Side hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in East Side?
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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