Beautiful Chicago skyline aerial drone view from above the frozen ice and snow covering Lake Michigan with a curved hooked pier near Montrose beach with colorful orange and pink sunset clouds above.

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, (401 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 CA $563
CA $660 total
includes taxes & fees
Jun 22 - Jun 23
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, (2,544 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is CA $307
CA $413 total
includes taxes & fees
Jun 30 - Jul 1
Sable at Navy Pier Chicago, Curio Collection by Hilton

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 8.3 km from Uptown
9.2 out of 10, Wonderful, (1,807 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is CA $179
CA $259 total
includes taxes & fees
Jul 1 - Jul 2
Omni Chicago Hotel

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, (2,506 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is CA $257
CA $347 total
includes taxes & fees
Jun 30 - Jul 1
Palmer House a Hilton Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.2 km from Uptown
9.0 out of 10, Wonderful, (3,644 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is CA $201
CA $239 total
includes taxes & fees
Jul 2 - Jul 3
Eurostars Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (4,433 reviews)
"The breakfast, location, and staff were amazing."
United States
Corey
The price is CA $224
CA $306 total
includes taxes & fees
Jul 6 - Jul 7
Hotel Riu Plaza Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very good, (10,263 reviews)
"Great stay thanks"
United States
Felipa
The price is CA $190
CA $226 total
includes taxes & fees
Jun 29 - Jun 30
Congress Plaza Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 9.6 km from Uptown
9.4 out of 10, Exceptional, (2,251 reviews)
"Great location"
United States
Gabino
The price is CA $171
CA $246 total
includes taxes & fees
Jul 5 - Jul 6
Silversmith Hotel Chicago Downtown

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,509 reviews)
"Staff was great."
United States
Marianne
The price is CA $267
CA $368 total
includes taxes & fees
Jul 1 - Jul 2
Hyatt Regency Chicago

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, (1,098 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is CA $194
CA $272 total
includes taxes & fees
Jul 6 - Jul 7
Staypineapple, An Iconic Hotel, The Loop

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,382 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is CA $246
CA $342 total
includes taxes & fees
Jul 1 - Jul 2
Swissotel - Chicago

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, (3,736 reviews)
"Great location, excellent room and amenities proactively attentive staff."
United States
Robert
The price is CA $255
CA $344 total
includes taxes & fees
Jul 1 - Jul 2
LondonHouse Chicago, Curio Collection by Hilton

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, (2,281 reviews)
"Would definitely stay there again"
United States
Benjy
The price is CA $193
CA $261 total
includes taxes & fees
Jul 1 - Jul 2
The Godfrey Hotel Chicago

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, (4,419 reviews)
"Great stay!"
United States
Avradita
The price is CA $195
CA $232 total
includes taxes & fees
Jun 30 - Jul 1
Hilton Chicago/Magnificent Mile Suites

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 10.4 km from Uptown
7.4 out of 10, Good, (2,640 reviews)
"Great location and helpful staff."
United States
Ming
The price is CA $189
CA $225 total
includes taxes & fees
Jul 1 - Jul 2
Travelodge by Wyndham Downtown Chicago

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, (1,015 reviews)
"Great stay!"
United States
Alondra
The price is CA $211
CA $251 total
includes taxes & fees
Jun 28 - Jun 29
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

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, (1,600 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is CA $215
CA $256 total
includes taxes & fees
Jun 30 - Jul 1
The Chicago Hotel Collection Ambassador Gold Coast

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, (2,196 reviews)
"Rooms were clean and staff was very nice"
United States
Mohammed Izzal
The price is CA $301
CA $407 total
includes taxes & fees
Jul 7 - Jul 8
Fairmont Chicago at Millennium Park

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 9 km from Uptown
8.6 out of 10, Excellent, (1,666 reviews)
"Location was great"
United States
Pamela
The price is CA $279
CA $381 total
includes taxes & fees
Jul 5 - Jul 6
Sheraton Grand Chicago Riverwalk

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 7.8 km from Uptown
8.4 out of 10, Very good, (3,944 reviews)
"Nice location and friendly staff"
United States
James
The price is CA $195
CA $231 total
includes taxes & fees
Jun 29 - Jun 30
The Whitehall Hotel, BW Premier 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

  • 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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