What's it like in Uptown?

Uptown is a neighbourhood that travellers like for its theatres, live music and lake views. Looking for sights you might find in a travel guide about Uptown? Consider a visit to Lake Michigan while you're in the neighbourhood.

Where is the best place to stay in Uptown?

Based on Expedia customer reviews, The Guesthouse Hotel is the highest ranked property in Uptown. This hotel offers private balconies and a fitness centre.

How many hotels will I be able to find in the Uptown area?

If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 46 Uptown hotels and other accommodation options to choose from.

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

Yes! Most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to get the top deals on offer in Uptown.

What are the top things to see and do in Uptown?

Spend some time exploring the great outdoors at Lake Michigan, Lincoln Park and Challenger Park. Aragon Ballroom and Riviera Theatre are some other stops worth a visit in the neighbourhood. Wrigley Field, Pegasus Players and Aragon Entertainment Center are just a few of the places to visit in and around Uptown. While you're out sightseeing in Chicago, make sure that you visit other sights such as About Face Theater or Hutchinson Street Historic District.

How can I get around Uptown and the greater Chicago area?

If you want to see more of the city, Wilson Station is the closest metro stop. Others nearby include Lawrence Station and Argyle Station. If you want to head out of town, you can hop aboard a train at Chicago Ravenswood Station.

The Best Hotels in Uptown, Chicago - 2026 Updated Prices

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Our top choices for Uptown hotels

The Guesthouse Hotel

Uptown

Tessa

฿11,335 total

includes taxes & fees

15 Apr - 16 Apr

Palmer House a Hilton Hotel

Theatre District, 9.7 km from Uptown

Tim

฿7,513 total

includes taxes & fees

9 May - 10 May

FOUND Hotel Chicago River North

River North, 8.3 km from Uptown

William

฿3,012 total

includes taxes & fees

13 Apr - 14 Apr

Hotel Riu Plaza Chicago

Streeterville, 8.4 km from Uptown

Marina

฿5,722 total

includes taxes & fees

26 Apr - 27 Apr

Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 9.3 km from Uptown

Christopher

฿9,450 total

includes taxes & fees

26 Apr - 27 Apr

Best Western Grant Park Hotel

The Loop, 11 km from Uptown

Kristin

฿4,367 total

includes taxes & fees

26 Apr - 27 Apr

Freehand Chicago

River North, 8.5 km from Uptown

Emilie

฿3,513 total

includes taxes & fees

14 Apr - 15 Apr

River Hotel

The Loop, 9 km from Uptown

Ciandra

฿4,048 total

includes taxes & fees

28 Apr - 29 Apr

Hilton Garden Inn Chicago Downtown South Loop

The Loop, 11 km from Uptown

LaCarr

฿4,441 total

includes taxes & fees

27 Apr - 28 Apr

Warwick Allerton - Chicago

Streeterville, 8.2 km from Uptown

Jessica

฿4,936 total

includes taxes & fees

29 Apr - 30 Apr

The Chicago Hotel Collection - Magnificent Mile

Streeterville, 8.2 km from Uptown

Napoleon

฿4,285 total

includes taxes & fees

26 Apr - 27 Apr

The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 7 km from Uptown

angie

฿4,186 total

includes taxes & fees

26 Apr - 27 Apr

Congress Plaza Hotel

The Loop, 10.4 km from Uptown

Thomas

฿4,637 total

includes taxes & fees

26 Apr - 27 Apr

Hilton Chicago

The Loop, 10.7 km from Uptown

Carrie

฿8,425 total

includes taxes & fees

8 May - 9 May

Central Loop Hotel

Theatre District, 9.8 km from Uptown

Anna

฿4,124 total

includes taxes & fees

14 Apr - 15 Apr

Aloft Chicago Mag Mile

Streeterville, 8.5 km from Uptown

Taneshia

฿4,287 total

includes taxes & fees

26 Apr - 27 Apr

Eurostars Magnificent Mile

River North, 8.2 km from Uptown

Ashley

฿4,814 total

includes taxes & fees

26 Apr - 27 Apr

Club Quarters Hotel Wacker at Michigan, Chicago

The Loop, 9 km from Uptown

Hannah

฿4,626 total

includes taxes & fees

13 Apr - 14 Apr

Le Méridien Essex Chicago

The Loop, 10.8 km from Uptown

Blanca L

฿5,706 total

includes taxes & fees

11 May - 12 May

Staypineapple, An Iconic Hotel, The Loop

Theatre District, 9.4 km from Uptown

Analicia

฿5,940 total

includes taxes & fees

26 Apr - 27 Apr

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Where to stay in Uptown

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

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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Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

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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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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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