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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, (402 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 ¥58,370
¥68,521 total
includes taxes & fees
Jul 5 - Jul 6
The Guesthouse Hotel

2. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 9 km from Uptown
8.6 out of 10, Excellent, (1,677 reviews)
"Location was great"
United States
Pamela
The price is ¥40,164
¥53,503 total
includes taxes & fees
Jul 1 - Jul 2
Sheraton Grand Chicago Riverwalk

3. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,410 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is ¥23,098
¥33,142 total
includes taxes & fees
Jul 1 - Jul 2
Swissotel - Chicago

4. 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, (2,518 reviews)
"This is a beautiful hotel and the location was perfect."
United States
Felisha
The price is ¥29,037
¥34,522 total
includes taxes & fees
Jul 2 - Jul 3
DoubleTree by Hilton Chicago - Magnificent Mile

5. 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, (2,874 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 ¥33,925
¥45,067 total
includes taxes & fees
Jul 1 - Jul 2
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

6. 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, (1,954 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 ¥33,925
¥45,319 total
includes taxes & fees
Jul 5 - Jul 6
Radisson Blu Aqua Hotel Chicago

7. 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, (2,210 reviews)
"Location is excellent!"
United States
Michele
The price is ¥38,041
¥50,983 total
includes taxes & fees
Jul 8 - Jul 9
Fairmont Chicago at Millennium Park

8. 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, (3,288 reviews)
"Very great hotel"
United States
Allesandra
The price is ¥31,454
¥37,398 total
includes taxes & fees
Jun 30 - Jul 1
Aloft by Marriott Chicago Mag Mile

9. Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 8.5 km from Uptown
8.8 out of 10, Excellent, (1,307 reviews)
"Always love the Ivy Hotel and always a good choice!"
United States
Cindy
The price is ¥24,556
¥28,825 total
includes taxes & fees
Jul 6 - Jul 7
Ivy Boutique Hotel

10. 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, (1,001 reviews)
"All around great stay. "
United States
Nicholas
The price is ¥25,897
¥30,791 total
includes taxes & fees
Jul 1 - Jul 2
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

11. 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, (4,451 reviews)
"Great stay!"
United States
Avradita
The price is ¥25,790
¥30,664 total
includes taxes & fees
Jun 30 - Jul 1
Hilton Chicago/Magnificent Mile Suites

12. Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Streeterville, 7.8 km from Uptown
8.6 out of 10, Excellent, (1,968 reviews)
"Great place to stay definitely will be coming back and staying here again."
United States
Carlos
The price is ¥24,034
¥32,412 total
includes taxes & fees
Jun 28 - Jun 29
Millennium Hotel Knickerbocker Chicago

13. 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 ¥39,357
¥52,546 total
includes taxes & fees
Jul 1 - Jul 2
Hyatt Regency Chicago

14. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 8.4 km from Uptown
9.0 out of 10, Wonderful, (1,105 reviews)
"Great stay!"
United States
Milo
The price is ¥31,792
¥42,594 total
includes taxes & fees
Jun 30 - Jul 1
Hyatt Centric Chicago Magnificent Mile

15. 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, (1,931 reviews)
"Great location, room was beautiful and clean!"
United States
Zhe Wen
The price is ¥28,228
¥33,561 total
includes taxes & fees
Jul 1 - Jul 2
Courtyard by Marriott Chicago Magnificent Mile

16. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 8.2 km from Uptown
7.8 out of 10, Good, (1,601 reviews)
"Enjoyed our stay"
United States
keary
The price is ¥20,819
¥24,753 total
includes taxes & fees
Jun 29 - Jun 30
The Chicago Hotel Collection - Magnificent Mile

17. Homewood Suites by Hilton Chicago Downtown/Magnificent Mile

Homewood Suites by Hilton Chicago Downtown/Magnificent Mile
3.0 star property
Streeterville, 8.3 km from Uptown
8.2 out of 10, Very Good, (1,002 reviews)
"5/5 would definitely stay again!"
United States
Ivan
The price is ¥31,792
¥37,795 total
includes taxes & fees
Jul 2 - Jul 3
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile

18. Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 8.3 km from Uptown
8.2 out of 10, Very Good, (1,452 reviews)
"The staff is tops! Love this hotel!!!"
United States
Connie
The price is ¥35,467
¥42,166 total
includes taxes & fees
Jul 1 - Jul 2
Hampton Inn Chicago Downtown/Magnificent Mile

19. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (4,496 reviews)
"Clean room, great breakfast and close to everything we needed"
United States
Kyle
The price is ¥30,487
¥40,842 total
includes taxes & fees
Jul 5 - Jul 6
Hotel Riu Plaza Chicago

20. The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 10.6 km from Uptown
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location, clean hotel, and very accommodating staff."
United States
Neydee
The price is ¥28,811
¥38,991 total
includes taxes & fees
Jul 5 - Jul 6
The Blackstone, Autograph Collection
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 and neighborhoods for the activities you enjoy most. Learn more about Uptown
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.

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 for theater lovers, this historic venue hosts a variety of performances and showcases the neighborhood's rich cultural scene.
  • Diverse Dining Options: Uptown offers an array of restaurants featuring cuisines from around the world, perfect for food enthusiasts.
  • Vibrant Arts Scene: Explore local art galleries and live music venues that highlight the area’s artistic spirit.
  • Urban Parks: Enjoy outdoor activities and relaxation in beautiful parks that provide a refreshing escape from the city bustle.
  • Pet-Friendly Accommodations: Uptown features various lodging options welcoming pets, making it ideal for traveling with furry friends.

Find great hotels near Uptown

Discover the vibrant Uptown neighborhood of Chicago, where a variety of hotel accommodations await you. Whether you're traveling with family, on business, or bringing your furry friend along, you'll find pet-friendly options and comfortable stays. Explore nearby attractions like the historic Uptown Theatre while enjoying the convenience of apartment blocks and motels in the area. Your ideal Chicago hotel experience starts here in Uptown.

  • The Whitehall Hotel, BW Premier Collection: A charming 4-star boutique hotel located 8km from Uptown, The Whitehall Hotel offers a unique blend of business amenities and artistic flair. Guests appreciate the hotel’s distinctive decor, featuring curated artworks and stylish design elements that create a sophisticated atmosphere. Ideal for travelers seeking a shopping vacation experience, the hotel is situated in a vibrant shopping district, making it easy to explore local boutiques and attractions. With a guest rating of 8.4 out of 10, it’s a popular choice for those valuing both comfort and creativity during their stay.
  • Warwick Allerton - Chicago: This 4-star hotel, also located 8km from Uptown, is perfect for families looking for a welcoming environment. With a guest rating of 8.6 out of 10, Warwick Allerton is designed to cater to families with children, offering amenities such as free cribs, travel cribs, and onsite babysitting services. The hotel’s proximity to shopping areas enhances the family vacation experience, allowing guests to enjoy both leisure and retail therapy. Its family-friendly services make it a standout option for those traveling with youngsters.
  • Hilton Chicago/Magnificent Mile Suites: With a guest rating of 9.0 out of 10, this 3.5-star hotel is an excellent choice for families and business travelers alike. Located 8km from Uptown, Hilton Chicago/Magnificent Mile Suites offers spacious accommodations and family-oriented amenities, including free cribs. Nestled in a prime shopping district, the hotel provides easy access to various attractions and amenities, making it a versatile option for those balancing work and leisure during their stay.

Where to stay near Uptown

Uptown, Chicago, offers a vibrant blend of culture, family-friendly activities, and outdoor adventures. Visitors can explore the historic Uptown neighborhood, filled with diverse dining options and lively entertainment. Just a short distance away, downtown Chicago presents iconic attractions and scenic views. Enjoy the friendly atmosphere and urban vibes while experiencing the charm of Uptown and its surrounding areas, perfect for creating unforgettable memories on your vacation.

  • Chicago: As a bustling metropolis, Chicago serves as the heart of Uptown. Visitors are drawn to its vibrant city-themed experiences, particularly during the peak travel months of June to August. The city offers a diverse range of activities, from shopping in iconic districts to enjoying world-class theater and arena entertainment. Local landmarks such as sports stadiums and urban parks create an exciting atmosphere for families and outdoor enthusiasts alike. With a rich cultural tapestry and an array of dining options, Chicago promises an unforgettable urban adventure.
  • Downtown Chicago: Located a mere 10km from Uptown, Downtown Chicago is a lively neighborhood known for its iconic skyline and dynamic energy. Like the rest of the city, it attracts travelers year-round, with visitor numbers peaking in the summer months. Downtown is a hub for family-oriented activities, offering numerous shopping areas, theaters, and entertainment venues. Nearby attractions include bustling tourist precincts, urban parks, and sports facilities, making it a perfect destination for those seeking a quintessential Chicago experience.
  • Sheridan Park: Just 0.8km from Uptown, Sheridan Park is a charming neighborhood that offers a unique blend of culture and entertainment. Its appeal lies in the rich experiences it provides, particularly for families and those interested in cultural events. Visitors can enjoy theaters, music concerts, and educational activities in the area. With nearby sports facilities and serene urban parks, Sheridan Park offers a delightful escape from the city's hustle and bustle, making it an ideal spot for relaxation and fun.

Things to do in Uptown

Shopping

In Uptown, check out the vibrant Argyle Street for unique Asian markets and specialty shops. For a more traditional mall experience, visit the nearby Jewel-Osco, where you can find groceries and local products, making it a convenient stop for gifts and souvenirs.

Recreation

Explore the serene environment at the Heartland Cafe, where you can enjoy healthy meals and participate in yoga classes. For relaxation, visit the Lakeshore Sport & Fitness facility, which offers a variety of fitness classes and spa services to rejuvenate your body and mind.

Adventure

Explore the vibrant streets of Uptown by renting a bike and cruising along scenic routes. Visit the historic Aragon Ballroom for live music events, or take a stroll through the beautiful Montrose Beach for sunbathing and water activities. Don't miss the local eateries for delicious cuisine.

Nightlife

Uptown boasts vibrant nightlife with venues like The Aragon Ballroom, featuring live music and dancing, and The Green Mill Cocktail Lounge, offering a classic jazz experience. For a laid-back evening, check out the local pubs and eateries that create a lively atmosphere throughout the neighborhood.

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

Booking tips and Expedia advantages for Uptown

When visiting Uptown, Chicago, consider traveling between December and February for the best hotel rates, with Wednesdays being the cheapest days to stay. Use Expedia to filter hotels by budget and eco-certification, making it easier to find affordable accommodations. Combine your hotel booking with flights and activities for extra savings through package deals. To explore the area without breaking the bank, utilize public transportation, which is budget-friendly. Don’t forget to look for free local attractions and events that can enrich your experience without costing a dime.

  • 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 Wednesday. The most expensive day to stay around Uptown is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your ideal location, and much more. You can arrange your search results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you have the option to narrow down your choices by hotel category. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your Uptown hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Uptown

Uptown offers a vibrant vacation experience perfect for families and culture enthusiasts. Visitors can enjoy beautiful beaches, urban parks, and lively streets while exploring local attractions like the historic Uptown Theater and notable architecture. This neighborhood is ideal for those seeking a mix of beach relaxation and city exploration, making it a great destination for a memorable getaway.

  • Michigan Avenue: Known as the Magnificent Mile, this bustling street is a shopper's paradise lined with high-end boutiques, department stores, and vibrant restaurants. Experience the lively atmosphere and explore iconic landmarks as you stroll through this urban hub just 8km from Uptown.
  • 875 North Michigan Avenue: Also known as the John Hancock Center, this iconic skyscraper offers breathtaking views of the Chicago skyline and Lake Michigan. Visit the observation deck to take in the sights from 8km away, and enjoy a thrilling experience at the Tilt attraction.
  • Chicago History Museum: Located 6km from Uptown, this museum presents Chicago's rich history through engaging exhibits and artifacts. Discover the stories that shaped the city’s culture and heritage in a welcoming environment that invites exploration.

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 multiple airport options. Chicago O'Hare International Airport (ORD) is situated 21km away, with excellent nearby hotels like Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both within 3km. Midway International Airport (MDW) is also 21km from Uptown, offering luxurious stays at Trump International Hotel & Tower and Nobu Hotel Chicago, both 8-14km away. For travelers considering Milwaukee, General Mitchell International Airport (MKE) is located 111km from Uptown, with great accommodations like Potawatomi Hotel & Casino. Each airport provides accessible transportation options to 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 42 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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