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 41 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.

Uptown Hotels: 2026 Top 10 Uptown Hotels with Limited-Time Deals @Expedia

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Our top choices for Uptown hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 9.3 km from Uptown

Julie

HK$2,708 total

includes taxes & fees

16 Aug - 17 Aug

Hyatt Regency Chicago

The Loop, 9.1 km from Uptown

Kristen

HK$2,740 total

includes taxes & fees

9 Aug - 10 Aug

Hotel Riu Plaza Chicago

Streeterville, 8.4 km from Uptown

Jessica

HK$2,171 total

includes taxes & fees

9 Aug - 10 Aug

Sheraton Grand Chicago Riverwalk

Streeterville, 9 km from Uptown

Leigh Lynne

HK$2,787 total

includes taxes & fees

16 Aug - 17 Aug

River Hotel

The Loop, 9 km from Uptown

Nick

HK$1,742 total

includes taxes & fees

9 Aug - 10 Aug

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 8.7 km from Uptown

Ahmed

HK$2,365 total

includes taxes & fees

16 Aug - 17 Aug

Hilton Chicago

The Loop, 10.7 km from Uptown

Nicole M

HK$2,830 total

includes taxes & fees

19 Jul - 20 Jul

The Wade

Streeterville, 8.6 km from Uptown

Richard

HK$2,768 total

includes taxes & fees

19 Jul - 20 Jul

Congress Plaza Hotel

The Loop, 10.4 km from Uptown

Jessica

HK$1,761 total

includes taxes & fees

10 Aug - 11 Aug

Fairmont Chicago at Millennium Park

The Loop, 9.3 km from Uptown

Haidar

HK$3,066 total

includes taxes & fees

12 Aug - 13 Aug

2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

The Loop, 9 km from Uptown

Sophie

HK$2,500 total

includes taxes & fees

16 Aug - 17 Aug

Aloft by Marriott Chicago Mag Mile

Streeterville, 8.5 km from Uptown

Sonyce

HK$1,743 total

includes taxes & fees

9 Aug - 10 Aug

Warwick Allerton - Chicago

Streeterville, 8.2 km from Uptown

Peter Anthony

HK$1,848 total

includes taxes & fees

16 Aug - 17 Aug

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Streeterville, 8.5 km from Uptown

Jeffrey

HK$1,575 total

includes taxes & fees

19 Jul - 20 Jul

Silversmith Hotel Chicago Downtown

Theatre District, 9.6 km from Uptown

Donilyn

HK$1,729 total

includes taxes & fees

9 Aug - 10 Aug

Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 8.6 km from Uptown

Marianne

HK$1,857 total

includes taxes & fees

16 Aug - 17 Aug

Hilton Chicago/Magnificent Mile Suites

Streeterville, 7.8 km from Uptown

Chameka

HK$2,075 total

includes taxes & fees

16 Aug - 17 Aug

55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

Theatre District, 9.1 km from Uptown

Julie Ann

HK$2,861 total

includes taxes & fees

16 Aug - 17 Aug

Swissotel - Chicago

9.2 km from Uptown

Lubisa

HK$2,532 total

includes taxes & fees

26 Jul - 27 Jul

Arlo Chicago

Theatre District, 9.3 km from Uptown

Shaylah

HK$2,502 total

includes taxes & fees

9 Aug - 10 Aug

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Where to stay in Uptown

Find the best Uptown areas for the activities you enjoy most.

A busy city street with tall buildings, a bus, and cars.

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 historic castle-like building with intricate stonework and a paved walkway.

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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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 city street with a train passing overhead, cars, pedestrians, and a red brick building.

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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Top Uptown Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"The staff were incredibly busy when we arrived, however they were always pleasant and helpful with any of our needs. Our room was perfect for my daughter and my trip. We enjoyed a concert, amazing restaurants, and incredible shopping, all near our hotel. Definitely staying here again when we are in town."