Hotels in Uptown, Chicago

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Our top choices for Uptown hotels

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (393 reviews)
"Comfortable beds, roomy apartments. Close to Andersonville"
United States
heather
The price is CA $409
CA $481 total
includes taxes & fees
May 11 - May 12
The Guesthouse Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,479 reviews)
"Excellent staff, beautiful views."
United States
Daniel
The price is CA $254
CA $349 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 9.7 km from Uptown
8.6 out of 10, Excellent, (2,424 reviews)
"The hotel main lobby is so beautiful! The pool was great and warm for the cold weather. Everything is walking distance. "
United States
Ashley
The price is CA $201
CA $279 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 9.6 km from Uptown
9.2 out of 10, Wonderful, (2,241 reviews)
"Wonder stay! Upgraded to a suite which was the perfect size!!! Love access to all things downtown Chicago! Food, entertainment and shopping! Beverly, front desk, is a true local gem! She gave us the best recommendations and super friendly! "
United States
Diana
The price is CA $162
CA $234 total
includes taxes & fees
May 25 - May 26
Silversmith Hotel Chicago Downtown

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 11 km from Uptown
8.8 out of 10, Excellent, (1,975 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
United States
Megan
The price is CA $178
CA $212 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Chicago Downtown South Loop

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (4,027 reviews)
"Great location, rooms good "
Australia
Lynette
The price is CA $183
CA $256 total
includes taxes & fees
May 27 - May 28
Hotel Riu Plaza Chicago

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, (3,405 reviews)
"VERY friendly and helpful staff! The room felt luxurious and spacious. The city view was fantastic. Location was very convenient with plenty of locations for coffee and food options nearby."
United States
Jill
The price is CA $225
CA $311 total
includes taxes & fees
May 25 - May 26
The Royal Sonesta Chicago Downtown

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 8.5 km from Uptown
8.0 out of 10, Very good, (2,934 reviews)
"Clean place good location "
United States
Milca
The price is CA $133
CA $182 total
includes taxes & fees
May 25 - May 26
Freehand Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 7 km from Uptown
8.2 out of 10, Very good, (1,398 reviews)
"Nice location. Plenty of cafes and grocery stores withing walking distance. Bus lines a block or so away to go downtown or uptown cheaply. "
United States
David T
The price is CA $223
CA $265 total
includes taxes & fees
May 11 - May 12
The Chicago Hotel Collection Ambassador Gold Coast

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very good, (10,124 reviews)
"Bed was super comfy and location was great. "
United States
Kelly
The price is CA $170
CA $202 total
includes taxes & fees
May 8 - May 9
Congress Plaza Hotel

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 9.4 km from Uptown
9.4 out of 10, Exceptional, (1,056 reviews)
"Great property, so many cute details in this historic hotel. The staff was friendly, the property was pristine, and it’s close to so many things to visit and do in Chicago. A close walk to Millennium Park, and many shops. "
United States
Julie
The price is CA $181
CA $255 total
includes taxes & fees
May 25 - May 26
Staypineapple, An Iconic Hotel, The Loop

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 8.3 km from Uptown
8.6 out of 10, Excellent, (579 reviews)
"Great location great staff great hotel!"
United States
Refak
The price is CA $121
CA $142 total
includes taxes & fees
May 26 - May 27
FOUND Hotel Chicago River North

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,769 reviews)
"Always a great stay! Love this hotel. Great area with great restaurants and fun things to do close by. "
United States
Matt
The price is CA $216
CA $297 total
includes taxes & fees
May 25 - May 26
Hilton Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 8.1 km from Uptown
8.8 out of 10, Excellent, (2,202 reviews)
"Nice property. Perfect location. Lots of things to do in the area or at the hotel. Would definitely recommend "
United States
Andre
The price is CA $186
CA $251 total
includes taxes & fees
May 26 - May 27
The Godfrey Hotel Chicago

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, (2,137 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is CA $261
CA $359 total
includes taxes & fees
May 26 - May 27
Fairmont Chicago at Millennium Park

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,295 reviews)
"Really good spot and location. Staff was super helpful and nice. "
United States
ANDREW
The price is CA $269
CA $368 total
includes taxes & fees
May 27 - May 28
Swissotel - Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,146 reviews)
"Very convenient location, kind staff, and comfy rooms. "
United States
Molly Christina
The price is CA $184
CA $218 total
includes taxes & fees
May 26 - May 27
River Hotel

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, (3,677 reviews)
"Clean room, everything was nearby since stayed at the heart of downtown "
United States
Josie
The price is CA $227
CA $310 total
includes taxes & fees
May 10 - May 11
LondonHouse Chicago, Curio Collection by Hilton

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 9.7 km from Uptown
8.4 out of 10, Very good, (1,004 reviews)
"Coffee was fantastic, breakfast was delicious - especially the fried potatoes!! Best fried breakfast potatoes ever!! Restaurant staff were very attentive, everyone was kind. Comfy bed, nice and clean room and bathroom. Absolutely stunning bar on the first floor as you enter. 5 star experience all around!!"
United States
Diana
The price is CA $202
CA $241 total
includes taxes & fees
May 8 - May 9
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 11 km from Uptown
8.2 out of 10, Very good, (2,685 reviews)
"Great location, right across the street from the park."
United States
Jamison
The price is CA $158
CA $188 total
includes taxes & fees
May 25 - May 26
Best Western Grant Park Hotel
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

  • Outdoor Adventures: Uptown offers scenic parks and beaches perfect for hiking and family activities.
  • Cultural Experiences: Enjoy music concerts, theatre performances, and local educational attractions.
  • Unique Shopping: Discover one-of-a-kind spots, including an aquarium store and charming boutiques.
  • Family-Friendly Atmosphere: The neighbourhood caters to families with various parks and engaging activities.
  • Diverse Accommodations: Choose from budget-friendly options to luxurious hotels, all with convenient access to local attractions.

Find great hotels near Uptown

Explore a diverse selection of hotel accommodations in Uptown, Chicago, ranging from charming bed & breakfasts to luxurious five-star hotels. Whether you're seeking budget-friendly options or upscale amenities, Uptown caters to every traveler's needs, including business facilities and pet-friendly services. With a vibrant atmosphere and convenient access to local attractions, you're sure to find the best hotel to make your stay unforgettable.

  • Hyatt Regency Chicago: A premier 4-star hotel that combines eco-friendly practices with a bustling shopping atmosphere. Located 9.7km from Uptown, this property is perfect for environmentally conscious travellers seeking a blend of business and leisure. The hotel boasts a range of business amenities, including multiple meeting rooms and an accessible business centre, making it ideal for corporate guests. Its location in the shopping district allows visitors to explore local boutiques and shops, ensuring both convenience and comfort during your stay.
  • The Whitehall Hotel, BW Premier Collection: This charming 4-star hotel, situated 8.0km from Uptown, features a unique boutique atmosphere enhanced by its distinctive decor and artworks. Perfect for shoppers and business travellers alike, The Whitehall provides essential business amenities such as a meeting room and a business centre. Guests appreciate its stylish and comfortable accommodations, making it a great choice for those looking to experience Chicago's vibrant shopping scene while enjoying a touch of sophistication in their lodging.
  • LondonHouse Chicago, Curio Collection by Hilton: As a luxurious 4.5-star hotel located 9.7km from Uptown, LondonHouse offers an exquisite blend of relaxation and style. With its full-service spa, guests can indulge in rejuvenating treatments, including body scrubs and sports massages. The hotel’s prime location in the shopping district ensures easy access to high-end retail and attractions. Ideal for those seeking a lavish getaway, LondonHouse combines upscale amenities with a focus on wellness, creating an unforgettable experience for all visitors.

Where to stay near Uptown

Uptown, Chicago, is a vibrant neighbourhood perfect for sports enthusiasts and families seeking outdoor adventures. Experience the unique urban vibe while exploring nearby attractions like the stunning views from the city centre, art-filled streets, and family-friendly parks. Don’t miss the chance to enjoy the scenic beauty that surrounds Uptown, making it an ideal base for discovering all the exciting destinations Chicago has to offer.

  • Chicago: As a bustling metropolis, Chicago offers a vibrant urban experience that is both diverse and exhilarating. Located within Chicago, Uptown boasts a rich cultural scene that attracts visitors year-round. The peak tourist season spans from July to September, when families flock to enjoy outdoor activities and iconic city experiences. Highlights include shopping districts, major sports venues, and educational attractions. The local landmarks, such as stadiums and tourist precincts, provide endless opportunities for exploration and entertainment, making Chicago a must-visit destination.
  • Downtown Chicago: Situated 9.7km from Uptown, Downtown Chicago is the heart of the city, where towering skyscrapers meet cultural landmarks. Visitors can expect a dynamic atmosphere with a mix of family-friendly activities and outdoor experiences. The area is particularly lively from July to September, drawing tourists eager to explore shopping areas, theaters, and entertainment venues. Notable attractions include sports facilities and vibrant tourist precincts, ensuring a memorable urban adventure for all ages. Downtown Chicago is a vibrant hub that showcases the best of city life.
  • Sheridan Park: Just 805m from Uptown, Sheridan Park is a charming neighbourhood perfect for those seeking a blend of family entertainment and sports experiences. Though visitor numbers remain steady throughout the year, the summer months see a surge in activity. Enjoy local theatres, music concerts, and shopping areas that add to the area's appeal. The local landmarks, including stadiums and urban parks, provide a relaxing environment to unwind while engaging in vibrant community events. Sheridan Park is an inviting spot for leisure and enjoyment.

Things to do near Uptown

Uptown, Chicago, is a fantastic destination for sports enthusiasts and families seeking outdoor activities. Enjoy music concerts and theatre performances while exploring local educational attractions. Don't miss the chance to visit an aquarium store, take your dog on scenic hikes, and discover unique spots like the Bone. This vibrant neighbourhood offers a blend of entertainment and leisure for an unforgettable vacation experience.

Shopping

In Uptown, you can shop at the 900 North Michigan Shops and Chicago Place Mall, both 8.0km away, offering a variety of family-friendly and business vibes. For a local touch, visit the Logan Square Farmers Market, located 6.4km away, featuring unique goods and city energy.

Recreation

Catch a game at Wrigley Field, where the lively sports atmosphere will energize you. Enjoy an unforgettable night at the Aragon Ballroom, soaking in the vibrant music scene. For a laugh, head to Second City, where family-friendly comedy will leave you in stitches.

Adventure

Explore the Salt Creek Trail, a scenic hiking path located 20.9km from Uptown, perfect for outdoor enthusiasts seeking adventure in nature. For a splash of fun, head to Rainbow Falls Waterpark, situated 29.0km away, offering exhilarating water slides and family-friendly entertainment.

Nightlife

Uptown offers vibrant nightlife with the historic Riviera Theatre showcasing various performances, perfect for a cultural night out. For those seeking a lively atmosphere, Kingston Mines delivers energetic vibes with live music. Meanwhile, the Vic Theatre adds a romantic touch to your evening with captivating shows.

Booking tips and Expedia advantages for Uptown

To save money on your trip to Uptown, Chicago, consider visiting free attractions like Michigan Avenue, Navy Pier, and Millennium Park. The cheapest months to visit are December to February, with Tuesdays being the least expensive days for accommodation. Utilize Expedia to find budget-friendly hotels, using filters for eco-certification and comparing prices. Bundling your hotel with flights and activities can also lead to significant savings. Keep an eye out for deals on popular stays to maximize your budget while enjoying this vibrant neighbourhood.

  • 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 Tuesday. The most expensive day to stay around Uptown is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of hotel you prefer. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply adjust the price filter from low to high.
  • Consider bundling your trip: You can save some money by combining your Uptown hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Uptown

Uptown, Chicago, is an ideal destination for sports enthusiasts, families, and outdoor adventurers alike. Visitors can enjoy a variety of attractions, including beaches, urban parks, and iconic skyscrapers. Whether you're seeking cultural experiences, a vibrant city atmosphere, or a relaxing beach day, Uptown offers a diverse range of activities that cater to every traveler's interests.

  • Michigan Avenue: Experience the vibrant atmosphere of Michigan Avenue, a bustling street renowned for its shopping, dining, and architectural beauty. Stroll along the Magnificent Mile, where you'll encounter iconic landmarks and lively street performances.
  • Loyola University Chicago: Visit the picturesque campus of Loyola University Chicago, a modern institution that blends urban life with serene green spaces. Immerse yourself in the lively student culture and explore its historic buildings and beautiful lakeside views.
  • Merchandise Mart: Discover the historic Merchandise Mart, a cultural hub filled with art, design, and innovative businesses. This architectural gem offers a glimpse into Chicago’s rich history while hosting various exhibitions and events.

Best time to go to Uptown

Visitor numbers around Uptown is generally unchanged in popularity throughout the year. The best time to visit Uptown is dependant 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnyAverageAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnySlightly LowAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Uptown

Accessing Uptown, Chicago, is convenient with three major airports nearby. Chicago O'Hare International Airport (ORD) is approximately 20.9km away and offers excellent hotel options like the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both just 3.2km from the airport. Midway International Airport (MDW), also 20.9km away, features luxury accommodations such as the 5-star Trump International Hotel & Tower and The Langham, Chicago, both 14.5km from the airport. Lastly, Chicago Executive Airport (PWK) is about 25.7km from Uptown, with hotels like the 4.5-star Deer Path Inn located 16.1km away. Each airport provides accessible transport options to Uptown.

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?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Uptown hotel for you.
How can I save on a Uptown hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Uptown hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
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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