What's it like in East Side?

East Side is a neighbourhood that travellers 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 neighbourhood.

If I need to cancel my hotel reservation in East Side, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of booking. Enter your dates, click on "Search", then you can use the "fully refundable" filter to get top deals 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 neighbourhood. 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.

Top 10 East Side Hotels of 2026

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Our top choices for East Side hotels

A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

1. Hilton Vacation Club Hotel Blake Chicago

The Loop, 20.3 km from East Side

John

includes taxes & fees

29 Oct - 30 Oct

A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.

2. Arlo Chicago

Theatre District, 21.2 km from East Side

Ashley Nacole

includes taxes & fees

1 Nov - 2 Nov

A large, historic building with a central courtyard surrounded by trees.

3. Hilton Chicago

The Loop, 19.9 km from East Side

Alan

includes taxes & fees

30 Oct - 31 Oct

A modern kitchen with a marble island, fruit bowls, and a city view.

4. Fairmont Chicago at Millennium Park

The Loop, 21.2 km from East Side

Ruby

includes taxes & fees

31 Oct - 1 Nov

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

5. Congress Plaza Hotel

The Loop, 20.1 km from East Side

Guadalupe

includes taxes & fees

1 Nov - 2 Nov

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

6. Club Quarters Hotel, Central Loop, Chicago

Theatre District, 20.8 km from East Side

Synova

includes taxes & fees

1 Nov - 2 Nov

A dining table set for six with a cityscape view through large windows.

7. Swissotel - Chicago

21.3 km from East Side

Michael

includes taxes & fees

31 Oct - 1 Nov

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

8. Travelodge by Wyndham Downtown Chicago

The Loop, 20.1 km from East Side

Sandra

includes taxes & fees

2 Nov - 3 Nov

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

9. The Wade

Streeterville, 21.8 km from East Side

Erin

includes taxes & fees

1 Nov - 2 Nov

A modern lounge area with seating, a coffee table, and a view of the city at night.

10. Moxy Chicago Downtown

River North, 22.1 km from East Side

Justin

includes taxes & fees

1 Nov - 2 Nov

A corridor with ornate black metal railings and a patterned carpet.

11. Staypineapple, An Iconic Hotel, The Loop

Theatre District, 21.1 km from East Side

Myra

includes taxes & fees

1 Nov - 2 Nov

A bar area with a long counter, bar stools, and a mirrored wall.

12. The Whitehall Hotel, BW Premier Collection

Streeterville, 22.6 km from East Side

James

includes taxes & fees

2 Nov - 3 Nov

A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.

13. Palmer House a Hilton Hotel

Theatre District, 20.8 km from East Side

Gabriella

includes taxes & fees

31 Oct - 1 Nov

A snack bar with various packaged snacks and beverages.

14. Cambria Hotel Chicago Loop - Theatre District

Theatre District, 21.2 km from East Side

Sai Sudarshan

includes taxes & fees

1 Nov - 2 Nov

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

15. Claridge House Chicago, Tapestry Collection by Hilton

23.4 km from East Side

Mark

includes taxes & fees

1 Nov - 2 Nov

16. Central Loop Hotel

Theatre District, 20.8 km from East Side

Nathan

includes taxes & fees

1 Nov - 2 Nov

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

17. Hyatt Regency Chicago

The Loop, 21.4 km from East Side

Mark

includes taxes & fees

31 Oct - 1 Nov

A hotel bathroom with a large mirror, a sink, and a vanity.

18. Sports Illustrated Resorts Chicago

Theatre District, 21.3 km from East Side

Tasha Holmes

includes taxes & fees

1 Nov - 2 Nov

A grand lobby with a central bar, high ceilings, and classical architecture.

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

Theatre District, 20.9 km from East Side

Amanda

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with a large window, a dining area, and a view of the sea.

20. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 19.5 km from East Side

Cecilia

includes taxes & fees

31 Oct - 1 Nov

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Where to stay in East Side

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

A cityscape with tall skyscrapers and a historic tower.

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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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

Magnificent Mile

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

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

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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A large, historic building with a central tower and multiple windows, located near a body of water.

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

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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