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Our top choices for Uptown hotels

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, (2,401 reviews)
"Great spot and view, would stay again!"
United States
Kimberly
The price is £158
includes taxes & fees
30 Mar - 31 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Streeterville, 5.4 mi from Uptown
8.4 out of 10, Very good, (1,743 reviews)
"Loved this hotel, i will be back"
United States
Shari
The price is £112
includes taxes & fees
22 Mar - 23 Mar
The Wade

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
5.7 mi from Uptown
9.0 out of 10, Wonderful, (3,226 reviews)
"Helpful staff, great location with views, restaurant and bar on-site"
United States
Natalie
The price is £139
includes taxes & fees
29 Mar - 30 Mar
Swissotel - Chicago

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, (2,362 reviews)
"Loved this hotel!"
United States
Ellen
The price is £100
includes taxes & fees
6 Apr - 7 Apr
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 5.4 mi from Uptown
8.2 out of 10, Very good, (2,796 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is £126
includes taxes & fees
6 Apr - 7 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
5.7 mi from Uptown
8.6 out of 10, Excellent, (1,867 reviews)
"Overall a great stay."
United States
Joshua
The price is £150
includes taxes & fees
29 Mar - 30 Mar
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 5.8 mi from Uptown
8.6 out of 10, Excellent, (2,087 reviews)
"Great location and nicely maintained rooms "
United States
Brianna
The price is £174
includes taxes & fees
6 Apr - 7 Apr
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 5.3 mi from Uptown
8.6 out of 10, Excellent, (3,146 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is £95
includes taxes & fees
29 Mar - 30 Mar
Aloft Chicago Mag Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 5.3 mi from Uptown
8.8 out of 10, Excellent, (1,173 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is £94
includes taxes & fees
24 Mar - 25 Mar
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 4.8 mi from Uptown
8.6 out of 10, Excellent, (2,397 reviews)
"Staff very friendly and we had a great time."
United States
Juan
The price is £111
includes taxes & fees
12 Apr - 13 Apr
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 5.3 mi from Uptown
9.0 out of 10, Wonderful, (1,001 reviews)
"Great stay "
United States
Jennifer
The price is £91
includes taxes & fees
5 Apr - 6 Apr
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 4.8 mi from Uptown
9.0 out of 10, Wonderful, (3,946 reviews)
"Great hotel great location. "
United States
Michael
The price is £107
includes taxes & fees
29 Mar - 30 Mar
Hilton Chicago/Magnificent Mile Suites

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Streeterville, 4.8 mi from Uptown
8.6 out of 10, Excellent, (1,975 reviews)
"The Knickerbocker is by fire one of our favorite places to stay. Perfect location to everything. They have the cutest martini bar in the lobby with great people that work there, and I always meet a fun new friend."
United States
Lisa
The price is £100
includes taxes & fees
24 Mar - 25 Mar
Millennium Hotel Knickerbocker Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 5.6 mi from Uptown
9.4 out of 10, Exceptional, (3,460 reviews)
"Great stay! Wonderful location!"
United States
Renae
The price is £172
includes taxes & fees
29 Mar - 30 Mar
Hyatt Regency Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 5.2 mi from Uptown
9.0 out of 10, Wonderful, (1,083 reviews)
"Clean room, very new, excellent stay"
United States
Anthony
The price is £141
includes taxes & fees
1 Apr - 2 Apr
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Streeterville, 5.3 mi from Uptown
9.0 out of 10, Wonderful, (1,789 reviews)
"Great Hotel"
United States
Dwayne
The price is £104
includes taxes & fees
12 Apr - 13 Apr
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 5.1 mi from Uptown
7.6 out of 10, Good, (1,242 reviews)
"Amazing stay "
United States
Napoleon
The price is £106
includes taxes & fees
22 Mar - 23 Mar
The Chicago Hotel Collection - Magnificent Mile

Homewood Suites by Hilton Chicago Downtown/Magnificent Mile

Homewood Suites by Hilton Chicago Downtown/Magnificent Mile
3.0 star property
Streeterville, 5.1 mi from Uptown
8.2 out of 10, Very good, (1,000 reviews)
"Perfect place to stay in Chicago!!"
United States
Ignacio
The price is £111
includes taxes & fees
12 Apr - 13 Apr
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 5.1 mi from Uptown
8.2 out of 10, Very good, (1,396 reviews)
"Clean room great location "
United States
Karen
The price is £100
includes taxes & fees
6 Apr - 7 Apr
Hampton Inn Chicago Downtown/Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 5.2 mi from Uptown
9.4 out of 10, Exceptional, (3,577 reviews)
"Great location ans staff was amazing!!"
United States
Bianca
The price is £136
includes taxes & fees
6 Apr - 7 Apr
Hotel Riu Plaza Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

  • Diverse Cultural Scene: Uptown boasts a vibrant cultural landscape with music concerts, theatre performances, and engaging educational experiences.
  • Iconic Uptown Theatre: A must-visit, this historic venue showcases a variety of performances and adds to the area's charm.
  • Picturesque Outdoor Spaces: Enjoy scenic urban parks and beautiful beaches, perfect for family outings and outdoor adventures.
  • Friendly Local Atmosphere: Experience the warmth of friendly locals that enhance the welcoming vibe of the neighbourhood.
  • Varied Accommodation Options: Uptown offers a range of stays, from charming guesthouses to modern hotels, catering to all travellers.

Find great hotels near Uptown

Discover a delightful array of accommodation options in Uptown, Chicago, where you'll find everything from charming guesthouses to modern hotels. Whether you're seeking business-friendly amenities, pet-friendly options, or proximity to local shopping delights, Uptown has something to suit every traveller's needs. Explore the top hotels and best stays this vibrant neighbourhood has to offer, ensuring a memorable visit to one of Chicago's most eclectic areas.

  • Hyatt Regency Chicago: A distinguished 4-star hotel, Hyatt Regency Chicago is ideally situated in the heart of the city, approximately 3.7km from Uptown. This hotel embraces a vibrant city theme, making it perfect for travellers seeking a blend of urban exploration and nature. The property is equipped with extensive business amenities, including multiple meeting rooms, a conference space, and an accessible business centre, catering to professionals on the go. Its central location offers easy access to the bustling city life, ensuring a well-rounded Chicago experience for both leisure and business guests.
  • The Whitehall Hotel, BW Premier Collection: Nestled in the shopping district and about 3.1km from Uptown, The Whitehall Hotel is a stylish 4-star accommodation that welcomes all guests with an inclusive atmosphere. It is particularly suited for business travellers and those keen on shopping. The hotel offers essential business facilities, including a meeting room and business centre, along with a friendly environment for the LGBTQIA community. Guests appreciate the hotel's charming decor and proximity to a variety of shops and local attractions, making it a convenient base for urban adventures.
  • LondonHouse Chicago, Curio Collection by Hilton: A luxurious 4.5-star hotel located 3.7km from Uptown, LondonHouse Chicago is the perfect retreat for discerning travellers. With a focus on spa relaxation and an LGBTQIA-friendly environment, this exquisite property features an on-site spa offering massages, facial treatments, and body wraps, ensuring an indulgent stay. Guests enjoy breathtaking views of the city and the iconic Chicago River, alongside top-notch amenities such as a full-service pool. This hotel embodies elegance and sophistication, making it an ideal choice for those seeking a lavish experience in the Windy City.

Where to stay near Uptown

Uptown, Chicago, offers a unique blend of urban charm and scenic beauty, perfect for sports enthusiasts and families alike. As you explore this vibrant neighbourhood, you'll discover friendly locals and a welcoming atmosphere. Nearby areas provide additional opportunities for outdoor adventures and family-friendly activities, all complemented by the warm weather. Whether you're wandering through lush parks or enjoying local dining, Uptown is an ideal base for an unforgettable American getaway.

  • Chicago: As a vibrant metropolis situated 3.7km from Uptown, Chicago offers an eclectic mix of experiences for every traveller. The city's appeal lies in its family-friendly attractions, outdoor spaces, and rich urban culture. With peak visitor numbers from June to August, you'll find bustling shopping areas, renowned entertainment venues, and educational institutions. Notable landmarks include iconic stadiums and a lively tourist precinct, making Chicago a must-visit for anyone looking to immerse themselves in the heart of the Windy City.
  • Downtown Chicago: Located a mere 3.7km from Uptown, Downtown Chicago is a bustling neighbourhood that draws visitors year-round, especially from July to September. Known for its family-friendly atmosphere and outdoor activities, this area is packed with shopping centres, vibrant theatre scenes, and exciting arena entertainment. The proximity to stunning tourist precincts and sports facilities adds to its allure, ensuring that there's always something happening in this dynamic part of the city.
  • Wrigleyville: Just 621m from Uptown, Wrigleyville is a lively neighbourhood celebrated for its sports culture and family-oriented vibe. This area sees a seasonal influx of visitors, particularly during April and the summer months. Wrigleyville is famous for its buzzing shopping areas, engaging educational opportunities, and vibrant theatres. With its close proximity to stadiums and sports facilities, Wrigleyville is the perfect destination for sports enthusiasts and families alike, eager to enjoy the local excitement and community spirit.

Things to do near Uptown

Uptown, Chicago, offers a delightful array of activities perfect for sports enthusiasts, families, and outdoor adventurers. Visitors can enjoy lively music concerts, engaging educational experiences, and captivating theatre performances, all set against the vibrant backdrop of this culturally rich neighbourhood. Whether you're seeking leisure or excitement, Uptown has something for everyone to savour during their stay.

Shopping

In Uptown, you can explore the Shops at North Bridge and Chicago Place Mall, both about 3.1km away, offering vibrant shopping experiences. For a unique touch, visit the Logan Square Farmers Market, just 2.5km from Uptown, brimming with local produce and crafts.

Recreation

At Wrigley Field, immerse yourself in the exhilarating atmosphere of a live sports event, just 1.6km from Uptown. Meanwhile, enjoy live music and vibrant performances at the House of Blues Chicago, five miles away, or experience the iconic Soldier Field, seven miles distant, for thrilling sporting action.

Adventure

Experience the breathtaking Salt Creek Trail, a picturesque hiking route located 8.1km from Uptown, perfect for outdoor enthusiasts seeking adventure amidst stunning scenery. Alternatively, enjoy a fun-filled day at Rainbow Falls Waterpark, situated 11.2km away, offering thrilling water attractions for families and adventure seekers alike.

Nightlife

Experience the vibrant nightlife in Uptown with a show at the Vic Theatre, offering a blend of entertainment and culture. For a lively atmosphere, visit Kingston Mines nightclub, perfect for romance and dancing. Don't miss Regal City North for a family-friendly film experience to round off your evening.

Booking tips and Expedia advantages for Uptown

To save money during your trip to Uptown, Chicago, consider visiting between December and February for lower accommodation rates, particularly on Wednesdays, which are the cheapest days to stay. Utilise Expedia to customise your hotel search and look for package deals that combine flights and activities for added savings. Explore free activities in the area and use the efficient public transport system to get around affordably. Additionally, keep an eye out for special hotel deals and rewards programmes to maximise your budget.

  • 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: Utilise Expedia’s search tool to customise your preferences, including your budget, preferred location, and the type of hotel you desire. To discover the most affordable prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You might find it beneficial to 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 a fantastic destination for sports enthusiasts and families seeking outdoor adventures. Visitors can explore a variety of attractions, including picturesque beaches, urban parks, and modern universities, all while enjoying the vibrant local culture. Don't miss the iconic Uptown Theatre, a highlight of the area, alongside other popular points of interest that promise a delightful blend of city life and beach experiences.

  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a bustling street that offers a vibrant city atmosphere. Here, you can explore upscale shops, dining options, and stunning architecture, making it a prime destination for those seeking a lively urban experience.
  • Loyola University Chicago: This modern university combines beautiful campus grounds with a dynamic academic environment. Situated near the shores of Lake Michigan, it's perfect for a leisurely stroll while soaking in the youthful energy and community spirit of the students.
  • Water Tower Place: A prominent skyscraper, Water Tower Place is home to an array of shops, restaurants, and entertainment options. Its impressive design and central location make it an iconic landmark in Chicago, ideal for shopping and experiencing the city’s vibrant culture.

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.

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

Travelling to Uptown, Chicago is convenient via its major airports. Chicago O'Hare International Airport (ORD) is located 8.1km away, with nearby hotels such as the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare, both 1.2km from the airport. Alternatively, Chicago Midway International Airport (MDW) is also 8.1km away, featuring luxurious options like the 5-star Trump International Hotel & Tower and The Langham, both 5.6km distant. For those considering Chicago Executive Airport (PWK), located 9.9km away, notable hotels include the 4-star Crowne Plaza Chicago-Northbrook, just 621m from the airport. Each hotel offers easy access to their respective terminals.

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 can I save on a Uptown hotel booking with Expedia?
Members always get our best prices. Find our best Uptown hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in 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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