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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, (429 reviews)
"Well equipped kitchen, comfortable bedrooms, very friendly staff"
United States
Kathryn
The price is NT$9,909
NT$11,632 total
includes taxes & fees
Nov 29 - Nov 30
The Guesthouse Hotel

2. 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, (1,912 reviews)
"Great location, clean hotel and overall a great place to stay."
United States
Pamela
The price is NT$4,143
NT$4,925 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Place Chicago/River North

3. 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, (1,210 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is NT$3,659
NT$4,350 total
includes taxes & fees
Dec 10 - Dec 11
Hilton Vacation Club Hotel Blake Chicago

4. 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, (2,082 reviews)
"Hotel location was perfect and the staff was especially helpful with many recommendations for the area! I felt very safe here."
United States
natasha
The price is NT$3,621
NT$4,305 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard by Marriott Chicago Magnificent Mile

5. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (5,715 reviews)
"Great buffet breakfast and friendly staff"
United States
maranda
The price is NT$3,589
NT$5,204 total
includes taxes & fees
Dec 15 - Dec 16
Hotel Riu Plaza Chicago

6. 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, (5,071 reviews)
"Great place to stay"
United States
Melissa
The price is NT$3,326
NT$3,954 total
includes taxes & fees
Dec 14 - Dec 15
Hilton Chicago/Magnificent Mile Suites

7. 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, (3,315 reviews)
"Great location . Would definitely come back there"
United States
Kevin
The price is NT$3,577
NT$4,253 total
includes taxes & fees
Dec 13 - Dec 14
Aloft by Marriott Chicago Mag Mile

8. 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, (5,982 reviews)
"Amazing stay!"
United States
Elyjah James
The price is NT$3,884
NT$4,618 total
includes taxes & fees
Nov 23 - Nov 24
Embassy Suites by Hilton Chicago Downtown River North

9. 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, (3,903 reviews)
"Great Location"
United States
Natasha
The price is NT$4,723
NT$6,593 total
includes taxes & fees
Nov 22 - Nov 23
LondonHouse Chicago, Curio Collection by Hilton

10. 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, (2,264 reviews)
"This hotel is fantastic"
United States
Stephen
The price is NT$3,605
NT$4,286 total
includes taxes & fees
Nov 22 - Nov 23
Home2 Suites by Hilton Chicago River North

11. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
7 km from Uptown
8.0 out of 10, Very good, (2,716 reviews)
"Nice place to stay!"
United States
Alicia
The price is NT$3,813
NT$4,533 total
includes taxes & fees
Dec 1 - Dec 2
The Chicago Hotel Collection Ambassador Gold Coast

12. 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, (3,026 reviews)
"Great location, reasonably rates and a staff that made us feel like we were home from the minute we pulled up to the front of the hotel."
United States
Melvin
The price is NT$4,570
NT$6,486 total
includes taxes & fees
Dec 9 - Dec 10
Hotel 505 River North

13. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 8.5 km from Uptown
9.0 out of 10, Wonderful, (1,003 reviews)
"Great location near the hospital, shopping, and entertainment"
United States
Carly
The price is NT$3,225
NT$3,834 total
includes taxes & fees
Nov 22 - Nov 23
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

14. 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, (3,703 reviews)
"Excellent hotel in a great location for everything"
United Kingdom
Andy
The price is NT$3,912
NT$5,703 total
includes taxes & fees
Dec 14 - Dec 15
The Royal Sonesta Chicago Downtown

15. 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, (3,432 reviews)
"Excellent location, lots of shops and restaurants nearby and walking distance to many sights."
Canada
Faye
The price is NT$5,753
NT$7,991 total
includes taxes & fees
Dec 14 - Dec 15
InterContinental Chicago Magnificent Mile by IHG

16. 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, (2,588 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is NT$3,186
NT$3,788 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Chicago - Magnificent Mile

17. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,589 reviews)
"Great hotel"
United States
Daniel Michael
The price is NT$4,119
NT$6,055 total
includes taxes & fees
Dec 13 - Dec 14
Swissotel - Chicago

18. 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, (3,025 reviews)
"Great stay!"
United States
Serge
The price is NT$4,052
NT$5,782 total
includes taxes & fees
Dec 14 - Dec 15
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

19. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
River North, 8.6 km from Uptown
9.2 out of 10, Wonderful, (1,594 reviews)
"Great hotel"
United States
Tracy
The price is NT$3,647
NT$4,336 total
includes taxes & fees
Dec 15 - Dec 16
Hampton Inn & Suites Chicago Downtown

20. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,503 reviews)
"Wonderful will stay again"
United States
Kristee
The price is NT$5,103
NT$7,239 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Regency Chicago
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 library with a central table and chairs, surrounded by bookshelves.
The Guesthouse Hotel
4.0 star property
9.8
Exceptional
429 reviews
View
A bar area with a long counter, multiple stools, and shelves stocked with bottles.
L7 CHICAGO by LOTTE HOTELS
4.5 star property
9.6
Exceptional
5,251 reviews
View
A high-rise building with a modern architectural design, featuring a grid-like facade and large windows.
Hotel Riu Plaza Chicago
4.0 star property
9.4
Exceptional
5,715 reviews
View
A hotel sign with "HYATT PLACE" written on it, surrounded by tall buildings and street lamps.
Hyatt Place Chicago/River North
3.5 star property
9.2
Wonderful
1,912 reviews
View
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
InterContinental Chicago Magnificent Mile by IHG
4.5 star property
9.2
Wonderful
3,432 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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