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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 £264
includes taxes & fees
29 Nov - 30 Nov
The Guesthouse Hotel

2. Heart O' Chicago

Heart O' Chicago
2.0 star property
1.9 mi from Uptown
7.8 out of 10, Good, (1,004 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 £90
includes taxes & fees
2 Dec - 3 Dec
Heart O' Chicago

3. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
4.4 mi from Uptown
9.0 out of 10, Wonderful, (1,436 reviews)
"Convenient location near good restaurants."
United States
Scott
The price is £104
includes taxes & fees
22 Nov - 23 Nov
Claridge House Chicago, Tapestry Collection by Hilton

4. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 4.8 mi from Uptown
8.4 out of 10, Very good, (3,966 reviews)
"Friendly staff and great location"
United States
Alexis
The price is £76
includes taxes & fees
23 Nov - 24 Nov
The Whitehall Hotel, BW Premier Collection

5. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
4.3 mi from Uptown
8.0 out of 10, Very good, (2,640 reviews)
"Clean room and great location for our trip"
United States
Kevin
The price is £103
includes taxes & fees
9 Nov - 10 Nov
The Chicago Hotel Collection Ambassador Gold Coast

6. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 5.3 mi from Uptown
8.8 out of 10, Excellent, (2,584 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is £90
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile

7. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel
4.0 star property
River North, 5.2 mi from Uptown
8.8 out of 10, Excellent, (1,546 reviews)
"Great hotel and wonderful location"
United States
stephanie
The price is £123
includes taxes & fees
25 Nov - 26 Nov
The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

8. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 6.6 mi from Uptown
8.6 out of 10, Excellent, (3,514 reviews)
"Awesome place"
United States
carol
The price is £118
includes taxes & fees
27 Nov - 28 Nov
Hilton Chicago

9. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 5.7 mi from Uptown
9.4 out of 10, Exceptional, (2,761 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is £142
includes taxes & fees
23 Nov - 24 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton

10. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
5.7 mi from Uptown
9.0 out of 10, Wonderful, (3,576 reviews)
"Good location and nice hotel"
United States
Oleg
The price is £130
includes taxes & fees
26 Nov - 27 Nov
Swissotel - Chicago

11. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
River North, 5.2 mi from Uptown
9.0 out of 10, Wonderful, (1,952 reviews)
"Hotel is great for the price."
United States
alex
The price is £90
includes taxes & fees
23 Nov - 24 Nov
ACME Hotel Chicago, Outset Collection by Hilton

12. Hotel 505 River North

Hotel 505 River North
4.5 star property
River North, 5.3 mi from Uptown
9.2 out of 10, Wonderful, (2,999 reviews)
"Great stay!"
United States
Miya
The price is £123
includes taxes & fees
22 Nov - 23 Nov
Hotel 505 River North

13. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 5.3 mi from Uptown
8.6 out of 10, Excellent, (4,535 reviews)
"We truly enjoyed our stay , the staff was friendly and welcoming"
United States
Malessa
The price is £77
includes taxes & fees
23 Nov - 24 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile

14. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 5.3 mi from Uptown
8.6 out of 10, Excellent, (3,331 reviews)
"Stayed during Lollapalooza and loved it."
United States
Jena
The price is £100
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Mag Mile

15. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
River North, 5.3 mi from Uptown
9.2 out of 10, Wonderful, (1,584 reviews)
"Great hotel"
United States
Tracy
The price is £98
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Chicago Downtown

16. The Wade

The Wade
4.5 star property
Streeterville, 5.4 mi from Uptown
8.6 out of 10, Excellent, (2,188 reviews)
"Great stay"
United Kingdom
Sara
The price is £106
includes taxes & fees
23 Nov - 24 Nov
The Wade

17. River Hotel

River Hotel
4.0 star property
The Loop, 5.6 mi from Uptown
8.8 out of 10, Excellent, (5,587 reviews)
"The hotel was in a great location."
United States
Shelby
The price is £99
includes taxes & fees
26 Nov - 27 Nov
River Hotel

18. The Drake

The Drake
4.0 star property
Streeterville, 4.8 mi from Uptown
9.0 out of 10, Wonderful, (1,653 reviews)
"Fantastic hotel! Staff, service, atmosphere were all top notch!"
United States
stephanie
The price is £123
includes taxes & fees
22 Nov - 23 Nov
The Drake

19. Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Streeterville, 4.8 mi from Uptown
8.6 out of 10, Excellent, (1,934 reviews)
"Very good location, great staff, clean rooms"
United States
ray
The price is £110
includes taxes & fees
22 Nov - 23 Nov
Millennium Hotel Knickerbocker Chicago

20. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Theatre District, 5.8 mi from Uptown
8.8 out of 10, Excellent, (1,716 reviews)
"Amazing location everything is close by"
United States
Vansh
The price is £99
includes taxes & fees
23 Nov - 24 Nov
Cambria Hotel Chicago Loop - Theatre District
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
A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4
Exceptional
2,761 reviews
View
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.
Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
9.0
Wonderful
1,436 reviews
View
A modern building with a colorful facade and a red circular seating area.
citizenM Chicago Downtown
4.0 star property
9.4
Exceptional
4,356 reviews
View
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
Hampton Inn & Suites Chicago Downtown
3.0 star property
9.2
Wonderful
1,584 reviews
View

Hotels recommended for families in Uptown

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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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 a rich tapestry of cultural experiences, including local art, music, and theatre, perfect for culture enthusiasts.
  • Scenic Lakefront: Enjoy stunning views and recreational activities along the picturesque Lake Michigan, ideal for relaxation and family fun.
  • Historic Architecture: Discover Uptown's unique architectural gems and notable landmarks that reflect its rich history.
  • Diverse Accommodations: A variety of lodging options cater to all visitors, including pet-friendly hotels and family-oriented facilities.
  • Family-Friendly Activities: With plenty of attractions and activities, Uptown is perfect for a memorable family holiday.

Find great hotels near Uptown

Uptown, Chicago, offers a diverse selection of accommodations, ranging from stylish hotels to comfortable apartment blocks, catering to both leisure and business travellers. Many establishments provide pet-friendly options and excellent amenities for family vacations. With the iconic Uptown Theatre nearby and beautiful lakefront attractions, you'll find a perfect blend of relaxation and entertainment. Whether you prefer a main floor room or a nearby motel, Uptown has something to satisfy every visitor's needs.

  • The Whitehall Hotel, BW Premier Collection: Nestled in a vibrant shopping district, The Whitehall Hotel, BW Premier Collection is a charming 4-star boutique hotel with a guest rating of 8.4. Ideal for travellers seeking a unique experience, this hotel features eclectic decor and artistic touches that create a welcoming atmosphere. The property is pet-friendly, allowing dogs and providing amenities such as specified pet policies and deposits. With its proximity to local shops, guests can indulge in a delightful shopping spree before retreating to the comfort of their stylishly designed rooms.
  • Warwick Allerton - Chicago: Offering a family-friendly environment, Warwick Allerton - Chicago is a sophisticated 4-star hotel rated at 8.6. Situated 8.0km from Uptown, this property caters to families and business travellers alike with thoughtful amenities for children, including travel cribs and babysitting services. Its elegant design and convenient location make it a perfect base for exploring the city, while guests can enjoy a relaxing atmosphere that combines modern comfort with traditional charm.
  • Embassy Suites by Hilton Chicago Downtown River North: This 4-star hotel, also rated at 8.6, provides a spacious and family-oriented environment in the heart of the city. With complimentary amenities for children and a focus on both leisure and business travellers, Embassy Suites by Hilton Chicago Downtown River North is an excellent choice for those looking to explore vibrant city life. Guests can relax in generous suites and enjoy the convenience of being close to numerous attractions, making it an ideal spot for memorable family adventures.

Where to stay near Uptown

Uptown, Chicago, offers a delightful blend of family-friendly activities and cultural experiences. From its vibrant streets adorned with local art to the scenic views of nearby Lake Michigan, there's something for everyone. Explore the charming Uptown neighbourhood, or venture into downtown Chicago for urban excitement. With its welcoming atmosphere and friendly locals, your visit promises a memorable journey full of culture and adventure in this dynamic area.

  • Chicago: As a bustling metropolis, Chicago is a vibrant hub that offers an array of experiences for visitors. Uptown, located within Chicago, is a diverse area rich in culture and entertainment. The city welcomes tourists year-round, with peak visitor numbers during the summer months. Chicago is famous for its shopping districts, arena entertainment facilities, and a thriving theatre scene. Notable landmarks include iconic sports stadiums and beautifully designed urban parks, making it an ideal destination for families and outdoor enthusiasts alike.
  • Downtown Chicago: Located a mere 9.7km from Uptown, Downtown Chicago is the city’s heartbeat, pulsating with energy and excitement. This neighbourhood attracts visitors throughout the year, with a seasonal peak in the summer. Families and outdoor lovers will find plenty to enjoy here, from expansive shopping areas to lively theatre productions. Downtown is also home to significant urban parks and sports facilities, ensuring that there's always something happening. Its central location makes it an excellent base for exploring the rest of the city.
  • Buena Park: Just 966m from Uptown, Buena Park is a charming neighbourhood that combines a family-friendly atmosphere with cultural richness. Visitors frequent the area year-round, but summer sees the highest influx. Here, you can indulge in educational experiences, enjoy local theatre, or explore bustling shopping spots. Noteworthy attractions include picturesque beaches and urban parks, perfect for a leisurely day out. Buena Park's proximity to Uptown makes it an easily accessible gem worth exploring.

Things to do near Uptown

Uptown, Chicago, offers a delightful mix of family-friendly activities and cultural experiences. Enjoy vibrant shopping, explore local attractions, and immerse yourself in the area's rich theatre and music scene. Don't miss the chance to discover art galleries and partake in city tours, making it an ideal destination for those seeking adventure and culture in a lively urban setting.

Shopping

In Uptown, you can explore the vibrant shopping scene at the historic Aragon Ballroom and nearby boutiques, offering unique gifts and souvenirs. Don't miss the local markets, where you can find handcrafted items and local delicacies, perfect for mementoes from your visit.

Recreation

At Chevy Chase Country Club, indulge in a serene atmosphere with top-notch amenities, perfect for relaxation and leisure. Similarly, Ravinia Green Country Club offers an elegant setting for wellness activities, ensuring a rejuvenating experience amid lush landscapes and luxurious facilities.

Adventure

Explore Montrose Beach for a day of sun and sand, perfect for swimming and beach volleyball. Nearby, the Montrose Point Bird Sanctuary offers tranquil walks and birdwatching opportunities in a natural setting, ideal for those seeking adventure in the great outdoors.

Nightlife

Uptown Chicago offers a vibrant nightlife with a mix of trendy bars and live music venues. Enjoy a craft cocktail at the stylish Green Mill Cocktail Lounge, or experience live jazz at the iconic venue. For a more laid-back vibe, visit the local pubs along Montrose Avenue.

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

Booking tips and Expedia advantages for Uptown

  • 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: Utilise Expedia's search tool to refine your preferences, including your budget, desired location, and preferred hotel type. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel booking in Uptown with your flights and activities through an Expedia package.

Find the best attractions in and around Uptown

Uptown, Chicago, is ideal for family-friendly and culture-themed holidays, offering a delightful mix of attractions. Visitors can explore beautiful beaches, stunning skyscrapers, and urban parks, making it perfect for those seeking a blend of city and beach experiences. Don't miss the opportunity to admire Uptown's unique architecture, visit its notable landmarks, and enjoy performances at the local theatres for a truly enriching getaway.

  • Montrose Beach: Experience the stunning natural beauty of Montrose Beach, where you can relax on sandy shores, enjoy beach sports, and take in scenic views of Lake Michigan. The beach vibe offers a perfect escape, whether you fancy a leisurely stroll or a sun-soaked day with friends and family.
  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a bustling street that boasts high-end shopping, dining, and iconic landmarks. Immerse yourself in the vibrant city atmosphere, where modern architecture meets historical sites, providing an exciting urban experience.
  • 875 North Michigan Avenue: This striking skyscraper, formerly known as the John Hancock Center, offers breathtaking views from its observation deck. The city vibe here is electric, making it an ideal spot for photography enthusiasts and those seeking a panoramic perspective of Chicago.

Best time to go to Uptown

The best time to visit Uptown is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 two major airports. Chicago O'Hare International Airport (ORD) is approximately 20.9km away and offers excellent hotel options such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both just 3.2km from the airport. Chicago Midway International Airport (MDW) is also around 20.9km from Uptown, with luxurious accommodations like The Langham, Chicago and Trump International Hotel & Tower, both situated 14.5km away. For those considering South Bend International Airport (SBN), located 114.3km from Uptown, nearby hotels include the 4-star Doubletree Hotel South Bend, just 6.4km from the airport.

Frequently asked questions

What other neighbourhoods are similar to Uptown?
For visitors seeking a similar experience to Uptown, the neighbourhoods of Andersonville and Lakeview offer comparable appeal.

Andersonville, located just north of Uptown, shares a similar independent spirit and a strong sense of community. It's known for its Swedish heritage, reflected in many of its shops and restaurants along Clark Street. The area has a distinctive main street, a bit like Broadway in Uptown, with a mix of boutiques, cafes, and eateries. It's a particularly good fit for solo travellers or couples who appreciate unique, locally-owned businesses and a relaxed, friendly atmosphere.

Lakeview, situated immediately south of Uptown, provides a similar blend of residential comfort and entertainment, though often on a grander scale. Broadway runs through Lakeview as well, offering an extensive selection of shops, restaurants, and theatres. It's also home to Wrigleyville, a distinct sub-neighbourhood known for its baseball stadium, which attracts many visitors.
What are the best hotels in Uptown that travellers recommend?
For an excellent hotel in Uptown that travellers highly recommend, consider The Guesthouse Hotel.

The 4-star Guesthouse Hotel, with an outstanding 9.8 rating, is frequently praised for its amazing staff and quiet, wonderful rooms. This hotel offers premium bedding and air conditioning for a comfortable stay. Guests appreciate the convenience of an in-room kitchen and the availability of an electric car charging station and self-parking. Nearby points of interest include Lincoln Park, Challenger Park, About Face Theater, Pegasus Players, and Foster Avenue Beach.
What are the best family hotels in Uptown?
For an excellent family-friendly option in Uptown, The Guesthouse Hotel is highly recommended.

This 4-star hotel, with an outstanding 9.8 rating, is praised by guests for its quiet rooms and amazing staff. It offers convenient amenities such as free cribs, kitchens in the rooms, and an electric car charging station. It is also well-located, being just 1.7 km from Challenger Park and Foster Avenue Beach, and 0.9 km from About Face Theater.
What are the top pet-friendly hotels in Uptown?
For top pet-friendly hotels in Uptown, The Guesthouse Hotel is an excellent choice.

The 4-star Guesthouse Hotel, with a superb 9.8 rating, is highly recommended for travellers with pets. It not only permits pets but also welcomes dogs specifically, providing thoughtful amenities like food and water bowls. An added bonus is that pets stay free of charge. Guests frequently praise the amazing staff and the quiet, wonderful rooms, ensuring a comfortable stay for both you and your furry companion. The hotel is conveniently located near Challenger Park, just 1.7 km away, and Foster Avenue Beach, also 1.7 km, offering lovely spaces for walks.
When is the best time to go to Uptown?
The best time to go to Uptown is from late spring to early autumn, specifically May through September, when the weather is most pleasant for exploring.

During these months, the temperatures are generally mild to warm, making it ideal for walking along the lakefront, enjoying outdoor dining, and attending local events. You'll find plenty of sunshine and comfortable conditions for sightseeing.

For those who enjoy outdoor activities and festivals, the summer months of June, July, and August are particularly good. There are often free concerts in the parks and various community events taking place, offering a lively experience.

If you prefer slightly cooler weather and fewer crowds, late spring (May) and early autumn (September) are excellent choices.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Uptown.
How much is the nightly rate at a Uptown hotel?
Hotel prices in Uptown often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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