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Our top choices for Uptown hotels

1. The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (427 reviews)
"Well equipped kitchen, comfortable bedrooms, very friendly staff"
United States
Kathryn
The price is NT$9,895
NT$11,616 total
includes taxes & fees
Nov 29 - Nov 30
The Guesthouse Hotel

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (5,645 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is NT$4,644
NT$6,457 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Riu Plaza Chicago

3. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
River North, 8.5 km from Uptown
9.2 out of 10, Wonderful, (1,919 reviews)
"Great location, clean hotel and overall a great place to stay."
United States
Pamela
The price is NT$4,133
NT$4,914 total
includes taxes & fees
Nov 25 - Nov 26
Hyatt Place Chicago/River North

4. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
River North, 8.4 km from Uptown
8.6 out of 10, Excellent, (5,973 reviews)
"Great location! Walkable to several nice spots and easy to get to parking."
United States
Stacy
The price is NT$4,043
NT$4,807 total
includes taxes & fees
Dec 6 - Dec 7
Embassy Suites by Hilton Chicago Downtown River North

5. 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, (3,886 reviews)
"The room was very clean, staff was very friendly and helpful!"
United States
Lorena
The price is NT$4,716
NT$6,584 total
includes taxes & fees
Nov 23 - Nov 24
LondonHouse Chicago, Curio Collection by Hilton

6. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Streeterville, 8.5 km from Uptown
9.0 out of 10, Wonderful, (2,080 reviews)
"Great location Staff was terrific"
United States
Richard
The price is NT$3,613
NT$4,296 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard by Marriott Chicago Magnificent Mile

7. 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, (5,173 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is NT$4,756
NT$5,655 total
includes taxes & fees
Nov 25 - Nov 26
L7 Chicago by LOTTE

8. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.2 km from Uptown
9.0 out of 10, Wonderful, (3,980 reviews)
"Nice rooms and great location"
United States
Gabriela
The price is NT$4,728
NT$5,622 total
includes taxes & fees
Nov 22 - Nov 23
Eurostars Magnificent Mile

9. 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, (5,053 reviews)
"Great place to stay"
United States
Melissa
The price is NT$3,736
NT$4,442 total
includes taxes & fees
Dec 6 - Dec 7
Hilton Chicago/Magnificent Mile Suites

10. 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, (3,311 reviews)
"Great location . Would definitely come back there"
United States
Kevin
The price is NT$3,681
NT$4,376 total
includes taxes & fees
Dec 6 - Dec 7
Aloft by Marriott Chicago Mag Mile

11. Hotel 505 River North

Hotel 505 River North
4.5 star property
River North, 8.6 km from Uptown
9.2 out of 10, Wonderful, (3,002 reviews)
"Great stay!"
United States
Miya
The price is NT$3,651
NT$5,391 total
includes taxes & fees
Nov 25 - Nov 26
Hotel 505 River North

12. Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North
3.0 star property
River North, 8.1 km from Uptown
8.4 out of 10, Very good, (2,234 reviews)
"Breakfast was great and location was great for the shopping we were doing."
United States
Bette
The price is NT$3,597
NT$4,277 total
includes taxes & fees
Dec 6 - Dec 7
Home2 Suites by Hilton Chicago River North

13. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
The Loop, 10.3 km from Uptown
9.6 out of 10, Exceptional, (1,216 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is NT$5,258
NT$6,251 total
includes taxes & fees
Nov 25 - Nov 26
Hilton Vacation Club Hotel Blake Chicago

14. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,506 reviews)
"Wonderful will stay again"
United States
Kristee
The price is NT$5,091
NT$7,223 total
includes taxes & fees
Nov 25 - Nov 26
Hyatt Regency Chicago

15. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,566 reviews)
"Good location and nice hotel"
United States
Oleg
The price is NT$4,248
NT$6,206 total
includes taxes & fees
Nov 26 - Nov 27
Swissotel - Chicago

16. 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, (3,415 reviews)
"Excellent location, lots of shops and restaurants nearby and walking distance to many sights."
Canada
Faye
The price is NT$6,003
NT$8,285 total
includes taxes & fees
Dec 6 - Dec 7
InterContinental Chicago Magnificent Mile by IHG

17. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 8.6 km from Uptown
8.8 out of 10, Excellent, (2,577 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is NT$3,321
NT$3,948 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Chicago - Magnificent Mile

18. Heart O' Chicago

Heart O' Chicago
2.0 star property
3.1 km from Uptown
7.8 out of 10, Good, (1,001 reviews)
"It was exactly what we needed for an overnight stay. Everything very very clean, friendly front desk man, and cheaper than anywhere else by hundreds of dollars. If you just need to stay one night this place is perfect. Only a 10 minute uber to the Aargon Ballroom."
United States
Janelle
The price is NT$3,631
NT$4,263 total
includes taxes & fees
Nov 8 - Nov 9
Heart O' Chicago

19. 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
8.4 out of 10, Very good, (3,021 reviews)
"Great stay!"
United States
Serge
The price is NT$4,266
NT$6,035 total
includes taxes & fees
Dec 6 - Dec 7
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

20. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 9 km from Uptown
9.4 out of 10, Exceptional, (3,670 reviews)
"Excellent hotel"
Canada
Frédéric
The price is NT$4,396
NT$6,276 total
includes taxes & fees
Nov 26 - Nov 27
The Royal Sonesta Chicago Downtown
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.

Compare popular hotels in Uptown

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A rooftop patio with outdoor seating, a pergola, and a city skyline view.
The Guesthouse Hotel
4.0 star property
9.8
Exceptional
427 reviews
View
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
Hotel Riu Plaza Chicago
4.0 star property
9.4
Exceptional
5,645 reviews
View
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4
Exceptional
3,886 reviews
View
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
L7 Chicago by LOTTE
4.5 star property
9.6
Exceptional
5,173 reviews
View
A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.
Hyatt Place Chicago/River North
3.5 star property
9.2
Wonderful
1,919 reviews
View

Where to stay in Uptown

Find the best Uptown areas and neighborhoods 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

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Uptown Hotel Reviews

Find out more about Uptown

Top reasons to visit Uptown

  • Historic Uptown Theater: A must-visit landmark showcasing captivating performances and a rich history.
  • Cultural Diversity: Experience vibrant dining options and unique local shops reflecting Uptown's diverse community.
  • Outdoor Recreation: Enjoy beautiful parks and scenic beaches perfect for family outings and relaxation.
  • Art and Music Scene: Attend live concerts and explore art galleries that highlight the area's creative spirit.
  • Welcoming Atmosphere: Embrace the friendly vibe of locals as you explore this dynamic neighborhood.

Find great hotels near Uptown

Discover a variety of hotel accommodations in Uptown, Chicago, perfect for every traveler. Whether you're seeking a pet-friendly stay, a family-friendly experience, or convenient lodging for business trips, Uptown has it all. Enjoy close proximity to the iconic Uptown Theatre and various apartment blocks, along with nearby motels and hotels tailored to your needs. Embrace the vibrant atmosphere of this unique neighborhood during your visit.

  • The Whitehall Hotel, BW Premier Collection: The Whitehall Hotel, BW Premier Collection is a sophisticated 4-star retreat that combines boutique charm with modern amenities. Located 8km from Uptown, this hotel features uniquely designed decor and artworks that create an inviting atmosphere. Perfect for travelers seeking a shopping and business experience, the hotel is nestled in a vibrant shopping district, making it a convenient choice for those wanting to explore local boutiques and restaurants. Guests appreciate the hotel's attention to detail and quality service, enhancing their stay in the heart of the city.
  • Warwick Allerton - Chicago: Warwick Allerton - Chicago is a family-friendly 4-star hotel that offers a warm and welcoming environment for guests of all ages. Situated 8km from Uptown, this hotel caters specifically to families, providing amenities such as free cribs and breakfast options for children. Located in a bustling shopping district, families can easily explore nearby attractions and shops. With a guest rating of 8.6 out of 10, the hotel is recognized for its attentive staff and comfortable accommodations, making it an ideal choice for family vacations.
  • Hilton Chicago/Magnificent Mile Suites: Hilton Chicago/Magnificent Mile Suites is a stylish 3.5-star hotel that emphasizes comfort and convenience, perfect for families traveling with pets. Just 8km from Uptown, this hotel offers a range of family-friendly services, including free cribs and a pet-friendly policy, allowing guests to bring their furry companions along. Its prime location in a shopping district provides easy access to popular attractions. Rated 9.0 out of 10 by guests, this hotel is celebrated for its spacious suites and welcoming atmosphere, making it a great choice for both family outings and leisurely getaways.

Where to stay near Uptown

Uptown, Chicago, offers a vibrant mix of urban culture and scenic beauty perfect for family-friendly vacations. Explore the lively Uptown neighborhood with its historic landmarks and diverse dining options. Just a short trip away, Downtown Chicago invites you to experience its bustling atmosphere and iconic skyline. Enjoy outdoor recreation at local parks, and embrace the warm, welcoming vibe of friendly locals as you discover the unique charm of this dynamic area.

  • Chicago: As a bustling metropolis, Chicago is the heart of the Midwest with Uptown nested within its vibrant landscape. The city is known for its rich cultural scene and diverse neighborhoods, making it a great destination for family, outdoor, and city-themed experiences. Visitors can enjoy a variety of shopping areas, arena entertainment, and theaters. Notable landmarks include iconic sports stadiums, tourist precincts, and beautiful urban parks, offering a variety of activities throughout the year. The peak travel season from June to August ensures a lively atmosphere filled with events and attractions.
  • Downtown Chicago: Located 10km from Uptown, Downtown Chicago is a bustling hub of activity. This neighborhood attracts visitors year-round, particularly during the summer months. Families and city explorers will find plenty of outdoor experiences and cultural venues to enjoy. With ample shopping areas, theaters, and entertainment facilities, Downtown is a must-visit for those seeking the vibrant energy of the city. Key attractions such as the tourist precinct and major sports stadiums create a dynamic experience for all who visit.
  • Sheridan Park: Situated just 805m from Uptown, Sheridan Park is a cozy neighborhood that offers a cultural and entertainment-themed experience. This area is ideal for families looking to enjoy theater performances, music concerts, and educational activities. The park itself features inviting green spaces and is close to local sports facilities and urban parks, making it a perfect spot for leisurely strolls or family picnics. Sheridan Park's proximity to Uptown allows visitors to easily explore both areas and enjoy the best of what Chicago has to offer.

Things to do in Uptown

Shopping

Discover Uptown's eclectic shopping scene, featuring the vibrant Uptown Farmers Market, where you can find local crafts and fresh produce. For more traditional shopping, visit the nearby Broadway and Wilson shopping districts, offering unique boutiques and charming gift shops perfect for souvenirs.

Recreation

Experience tranquility at the Thrive Wellness Center, where you can enjoy yoga classes and meditation sessions in a serene environment. Afterward, explore the nearby Montrose Beach, perfect for a relaxing stroll along the shore or a refreshing afternoon picnic in the park.

Adventure

In Uptown, explore the vibrant nightlife at the historic Aragon Ballroom, where live music fills the air. Try your hand at bowling at the unique Bowl & Barrel, combining a fun atmosphere with great food. For a unique experience, visit the Uptown Theatre, an architectural gem showcasing classic films.

Nightlife

In Uptown, you can explore the vibrant nightlife at the Green Mill Cocktail Lounge, known for its live jazz and historic charm. The Aragon Ballroom offers an electrifying concert experience, while the Uptown Underground features unique performances and a lively atmosphere, making for an exciting night out.

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

Booking tips and Expedia advantages for Uptown

For an affordable trip to Uptown, Chicago, consider visiting from December to February when hotel prices are lowest, especially on Mondays. Utilize Expedia to compare hotel rates by adjusting the price filter and consider booking a package deal that includes flights and activities for extra savings. Look out for exclusive discounts and travel rewards to maximize your budget. Public transport is a cost-effective way to navigate the area, and take advantage of free local attractions to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Uptown 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 Uptown is Monday. The most expensive day to stay around Uptown is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your options according to your budget, desired location, and preferred hotel type. To find the best prices and deals, simply adjust the price filter to sort from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Uptown hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Uptown

Uptown, Chicago, is perfect for family-friendly vacations filled with culture and outdoor fun. Visitors can explore its beautiful beaches, urban parks, and vibrant streets. Key attractions include the historic Uptown Theater and stunning local architecture, making it an ideal destination for those seeking a rich city experience. Don't miss the opportunity to immerse yourself in the area's cultural landmarks while enjoying the lively atmosphere Uptown has to offer.

  • Montrose Beach: Enjoy the vibrant beach atmosphere at Montrose Beach, located within Uptown. This expansive sandy area offers a perfect spot for sunbathing, swimming, and picnicking, complemented by scenic views of Lake Michigan.
  • Michigan Avenue: Experience the bustling energy of Michigan Avenue, situated 8km from Uptown. Known for its shopping, dining, and iconic architecture, this avenue is a must-visit for those looking to immerse themselves in Chicago's urban culture.
  • Montrose Harbor: Discover the tranquil beauty of Montrose Harbor, also within Uptown. This picturesque harbor features stunning waterfront views, making it an ideal place for a leisurely stroll or to simply relax and take in the scenery.

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

Traveling to Uptown, Chicago is convenient with three major airports nearby. Chicago O'Hare International Airport (ORD) is located 21km away, with excellent hotel options such as Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare, both just 3km from the airport. Midway International Airport (MDW) is also 21km away, featuring luxury stays like Trump International Hotel & Tower and Nobu Hotel Chicago, located 8 to 14km from the airport. For those considering Milwaukee's General Mitchell International Airport (MKE), it is 111km from Uptown, with nearby hotels like Potawatomi Hotel & Casino. Each airport provides various transportation services to easily reach Uptown.

Frequently asked questions

What's it like in Uptown?
Uptown is a neighborhood that travelers like for its theaters, 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 neighborhood.
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 center.
How many hotels are there in the Uptown area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 48 Uptown hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Uptown, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to view the best deals in Uptown.
Where can I learn more about changing or cancelling my trip to Uptown?
For more information about picking new dates or cancelling your trip to Uptown, click here.
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 to visit in the neighborhood. 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, be sure to visit other sights like 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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