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Hotels in Uptown

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Our top choices for Uptown hotels

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (403 reviews)
"I enjoyed my stay immensely! The Guesthouse Hotel is a hidden gem in Chicago, will be utilizing their accommodations on my return trips!"
United States
Guy Baumler
The price is S$514
includes taxes & fees
7 Jul - 8 Jul
The Guesthouse Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,571 reviews)
"The location was very convenient"
United States
Jeffrey
The price is S$430
includes taxes & fees
6 Jul - 7 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,437 reviews)
"Staff was great."
United States
Marianne
The price is S$452
includes taxes & fees
7 Jul - 8 Jul
Hyatt Regency Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 9.1 km from Uptown
9.6 out of 10, Exceptional, (4,287 reviews)
"I would absolutely stay here again! Beautiful well thought out property, within walking distance of everything."
United States
Joel
The price is S$430
includes taxes & fees
3 Aug - 4 Aug
L7 Chicago by LOTTE

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,913 reviews)
"Great stay"
United States
Jose saul
The price is S$389
includes taxes & fees
19 Jul - 20 Jul
Hilton Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 9 km from Uptown
8.6 out of 10, Excellent, (1,690 reviews)
"Location was great"
United States
Pamela
The price is S$436
includes taxes & fees
19 Jul - 20 Jul
Sheraton Grand Chicago Riverwalk

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,444 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is S$310
includes taxes & fees
6 Jul - 7 Jul
Swissotel - Chicago

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 8.3 km from Uptown
9.2 out of 10, Wonderful, (1,846 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is S$268
includes taxes & fees
8 Jul - 9 Jul
Omni Chicago Hotel

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (3,304 reviews)
"Very great hotel"
United States
Allesandra
The price is S$273
includes taxes & fees
7 Jul - 8 Jul
Aloft by Marriott Chicago Mag Mile

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 7 km from Uptown
8.2 out of 10, Very good, (1,689 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is S$267
includes taxes & fees
8 Jul - 9 Jul
The Chicago Hotel Collection Ambassador Gold Coast

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
9.2 km from Uptown
8.6 out of 10, Excellent, (1,973 reviews)
"Beautiful hotel, amazing staff, perfect location. Will definitely make this a regular hotel to stay at while in Chicago."
United States
April
The price is S$392
includes taxes & fees
6 Jul - 7 Jul
Radisson Blu Aqua Hotel Chicago

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 9 km from Uptown
9.4 out of 10, Exceptional, (3,771 reviews)
"Great location!"
United States
William
The price is S$390
includes taxes & fees
6 Jul - 7 Jul
LondonHouse Chicago, Curio Collection by Hilton

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 7.8 km from Uptown
8.6 out of 10, Excellent, (2,515 reviews)
"Good breakfast, great view from room"
United States
Randy
The price is S$302
includes taxes & fees
6 Jul - 7 Jul
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (4,622 reviews)
"Clean room, great breakfast and close to everything we needed"
United States
Kyle
The price is S$373
includes taxes & fees
19 Jul - 20 Jul
Hotel Riu Plaza Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,283 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is S$309
includes taxes & fees
7 Jul - 8 Jul
River Hotel

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 8.7 km from Uptown
9.2 out of 10, Wonderful, (3,129 reviews)
"Clean and spacious room, staff was great. Great location easy to walk to other activities and restaurants."
United States
Sabrina
The price is S$451
includes taxes & fees
7 Jul - 8 Jul
InterContinental Chicago Magnificent Mile by IHG

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 7.8 km from Uptown
9.0 out of 10, Wonderful, (4,497 reviews)
"Great stay!"
United States
Avradita
The price is S$298
includes taxes & fees
7 Jul - 8 Jul
Hilton Chicago/Magnificent Mile Suites

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
7.8 km from Uptown
9.4 out of 10, Exceptional, (2,534 reviews)
"Great location and super nice hotel"
United States
Karolina
The price is S$383
includes taxes & fees
7 Jul - 8 Jul
Sofitel Chicago Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 8.7 km from Uptown
8.2 out of 10, Very good, (2,887 reviews)
"Excelent stay in Chicago with a great breakfast that is include. Awesome location and staff was very helpful."
United States
Joseph
The price is S$328
includes taxes & fees
6 Jul - 7 Jul
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 9.3 km from Uptown
8.8 out of 10, Excellent, (2,239 reviews)
"Location is excellent!"
United States
Michele
The price is S$453
includes taxes & fees
7 Jul - 8 Jul
Fairmont Chicago at Millennium Park
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 Uptown

Find the best Uptown 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

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.

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 Uptown Hotel Reviews

Find out more about Uptown

Top reasons to visit Uptown

  • Vibrant Cultural Scene: Uptown boasts captivating theatre productions, lively music concerts, and engaging art galleries, appealing to culture enthusiasts.
  • Scenic Outdoor Spaces: Enjoy beautiful beaches and urban parks, perfect for family outings and adventures.
  • Historical Landmarks: Discover the rich architectural heritage and notable landmarks that define the neighbourhood.
  • Family-Friendly Activities: Uptown offers a plethora of activities suitable for all ages, ensuring an enjoyable visit for families.
  • Diverse Accommodation Options: From pet-friendly hotels to family retreats, Uptown caters to various traveller needs.

Find great hotels near Uptown

Discover a diverse selection of hotel accommodations in Uptown, Chicago, ideal for every traveller's needs. Whether you're seeking a pet-friendly haven, a family-friendly retreat, or a convenient base for business travel, Uptown has something for you. Enjoy proximity to the iconic Uptown Theatre and various apartment blocks, as well as nearby motels and hotels that cater to both leisure and business guests. Your perfect stay awaits in this vibrant neighbourhood.

  • The Whitehall Hotel, BW Premier Collection: Nestled a mere 8.0km from Uptown, The Whitehall Hotel, BW Premier Collection offers a unique boutique experience characterised by its distinctively designed interiors and artistic decor. This 4-star hotel, rated 8.4 out of 10 by guests, caters well to pet owners with a range of amenities including a pet policy that allows dogs and service animals. Ideal for business travellers and those seeking a stylish getaway, the hotel features comfortable accommodations and a welcoming atmosphere that emphasises personal touches throughout.
  • Warwick Allerton - Chicago: Also situated 8.0km from Uptown, Warwick Allerton - Chicago stands as a family-friendly 4-star hotel with a guest rating of 8.6 out of 10. This accommodation is particularly suited for families and business travellers alike, offering a variety of amenities tailored for children, such as travel cribs, babysitting services, and a first aid kit. The hotel blends comfort with convenience, allowing guests to enjoy both leisure and work in an inviting environment.
  • Hilton Chicago/Magnificent Mile Suites: Located within the vibrant shopping district and just 8.0km away from Uptown, Hilton Chicago/Magnificent Mile Suites is a 3.5-star hotel boasting a guest rating of 9.0 out of 10. This establishment caters to families and business travellers, providing essential amenities, including complimentary cribs for younger guests. With its prime location, guests can easily explore the bustling Magnificent Mile, followed by a restful retreat in spacious suites designed for relaxation after a day of shopping or sightseeing.

Where to stay near Uptown

Uptown, Chicago, offers a delightful blend of culture, family-friendly activities, and scenic views, making it an ideal destination for tourists. Visitors can explore the vibrant Uptown neighbourhood, rich with history, and venture into nearby Downtown Chicago for urban excitement. With its friendly atmosphere and diverse experiences, Uptown is perfect for those seeking both an urban vibe and outdoor adventures. Discover the charm of this area and immerse yourself in the local culture.

  • Chicago: As a bustling metropolis, Chicago serves as the vibrant backdrop for your adventures in Uptown. This city boasts a year-round appeal, with visitor numbers peaking in the summer months. Chicago is renowned for its family-friendly atmosphere, outdoor activities, and urban experiences. Explore the diverse shopping districts, catch a show in one of the many theatres, or enjoy the excitement of arena entertainment. Key landmarks, such as sports stadiums, urban parks, and tourist precincts, are all within easy reach, ensuring that there's something for everyone in this dynamic city.
  • Downtown Chicago: Located a mere 9.7km from Uptown, Downtown Chicago is a bustling neighbourhood teeming with energy and culture. Like Chicago, it attracts a steady flow of visitors throughout the year, with its peak season coinciding with the warm summer months. Families and outdoor enthusiasts will find plenty to enjoy, from shopping areas to lively theatres. The proximity to urban parks and sports facilities adds to its allure, making it an ideal destination for those seeking an exciting city-themed experience.
  • Wrigleyville: Just 1.6km from Uptown, Wrigleyville is a lively neighbourhood known for its sports culture. This area experiences a moderately seasonal influx of visitors, particularly during the spring and summer months. Families and sports enthusiasts flock to Wrigleyville to immerse themselves in the local experience. With various shopping options, educational venues, and theatres, there is no shortage of activities. The iconic sports facilities, urban parks, and tourist precincts nearby create a vibrant atmosphere that is perfect for both relaxation and excitement.

Things to do in Uptown

Shopping

In Uptown, visit the historic Uptown Arcade for unique shops and local crafts. For a larger selection, head to the nearby Wilson Avenue Market, where you can find fresh produce and artisanal goods. Both venues offer a delightful blend of local flavour and eclectic finds.

Recreation

In Uptown, the Heartland Spa offers rejuvenating treatments amidst a tranquil atmosphere, ideal for relaxation. Nearby, Montrose Beach provides a scenic setting for yoga sessions and leisurely walks, allowing you to connect with nature while enjoying the fresh air and stunning views of Lake Michigan.

Adventure

In Uptown, explore the vibrant streets while enjoying a guided bike tour that showcases local art and history. For thrill-seekers, the nearby Montrose Beach offers kayaking and paddleboarding on Lake Michigan, providing a refreshing adventure amidst stunning views of the skyline.

Nightlife

Visit the Green Mill Cocktail Lounge for a taste of vintage jazz while sipping on expertly crafted cocktails. For a lively night out, head to the Uptown Underground for unique performances and themed events that will keep you entertained until late.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Uptown

Uptown is a fantastic destination for families seeking a blend of outdoor and cultural experiences. Visitors can explore beautiful beaches, urban parks, and vibrant streets while enjoying the area's rich architectural heritage and notable landmarks. The Uptown Theatre is a must-see for those interested in local culture, ensuring an enriching city experience for all who visit.

  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a vibrant thoroughfare lined with upscale shops, restaurants, and cultural landmarks. Strolling along this bustling street offers a true taste of Chicago’s urban energy, with stunning architecture and lively street performances.
  • 875 North Michigan Avenue: This iconic skyscraper, formerly known as the John Hancock Center, boasts breathtaking views of the city from its observation deck. Its distinctive design and impressive height make it a symbol of Chicago’s skyline, providing an exhilarating experience for visitors.
  • Chicago Water Tower: One of the few structures to survive the Great Chicago Fire, the Chicago Water Tower is a stunning example of Gothic architecture. It serves as a poignant reminder of the city’s history and offers a glimpse into the rich cultural heritage of Chicago.

Best time to go to Uptown

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnyAverageAverage
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 SunnyAverageAverage
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 SunnySlightly LowAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Uptown

Accessing Uptown, Chicago is convenient via its major airports. Chicago O'Hare International Airport (ORD) is located 20.9km away, with excellent hotel options such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare, both 3.2km from the airport. Midway International Airport (MDW) is also 20.9km from Uptown, featuring luxurious stays like the 5-star Trump International Hotel & Tower Chicago and Nobu Hotel, both within a short distance. For those considering Milwaukee's General Mitchell International Airport (MKE), located 111.0km away, options include the 4.5-star Potawatomi Hotel & Casino. Each airport offers accessible transportation services to these hotels, ensuring a smooth arrival.

Frequently asked questions

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 45 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.

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