Hotels in Uptown

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Tonight
Dec 21 - Dec 22
Tomorrow
Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Where to stay in Uptown?

Rooftop terrace
The Guesthouse Hotel

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (366)
The price is CNY1,270
CNY1,491 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Guesthouse 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.
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When is the best time to visit Chicago?

Our prices for hotels in Chicago are cheapest in March
Price trends for hotels in Chicago
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Chicago
December
High crowds
High 3°C / low -2°C. Cloudy most days.
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December, High crowds, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
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January, Low crowds, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, Low crowds, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, Low crowds, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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April, Low crowds, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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May, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, High crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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September, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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October, Moderate crowds, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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November, Moderate crowds, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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Monthly weather averages (˚C)

Top landmarks in Uptown

Chicago_AragonBallroom_553248621563220754

Aragon Ballroom

You could catch an event at Aragon Ballroom, a stadium in Uptown. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. If you think Aragon Ballroom is cool, you also might like Wrigley Field and Wrigley View Rooftop, both located nearby.
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Montrose Beach in Uptown Chicago during the Summer with the Edgewater Skyline

Montrose Beach

If being by the water is a major draw, Montrose Beach is a spot you might want to check out, located 6.1 mi (9.9 km) from central Chicago. If you want to continue walking by the waves, head to Foster Avenue Beach located nearby.
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Check out reviews of Uptown hotels guests love

Swissotel - Chicago

Swissotel - Chicago

10/10 Excellent
"This is a great hotel and the staff really makes it a warm and inviting stay. At check-in, Mohammad kindly upgraded us to a higher floor with a stunning view. The next day after an unexpected flight cancellation, Raquel’s helped us rebook our room. Wonderful and kind hospitality. "
Zach 2-night trip
Posted 10 hours ago
Swissotel - Chicago

Frequently asked questions

Is Uptown expensive to stay in?
You can find great hotels in Uptown to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Uptown hotels?
Discover great deals on hotels in Uptown with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Uptown hotels.
Can I receive a refund if I cancel my Uptown hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Uptown hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
What are some of the best pet-friendly hotels in Uptown?
Traveling with your pet doesn't mean sacrificing a great hotel stay. In Uptown, our travelers love:
  • The Guesthouse Hotel has an average guest rating of 9.8 out of 10. To find more pet-friendly stays on Hotels.com, use the "Amenities" filter in your search and select "Pet friendly".
What are some of the best family hotels in Uptown?
If you're vacationing with your family, The Guesthouse Hotel is one of the best family hotels in Uptown. The Guesthouse Hotel has a great average guest score of 9.8 out of 10 and amenities like a barbecue grill and in-room cribs. To explore more family hotels in Uptown, use the "Family friendly" filter in your search on Hotels.com.
Is it worth staying in Uptown?
You're spoilt for choice with 42 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Uptown makes it easy to explore Chicago, including the neighborhoods of Downtown Chicago and Lincoln Park.
Which station is best for Uptown?
If you're staying at a hotel in Uptown, check out the nearest station so that you can get around and explore with ease. Stations in Uptown include:
  • Argyle Station
  • Lawrence Station
  • Wilson Station
What are some great hotels in Uptown with balconies?
There are some top hotels in Uptown that offer rooms with a balcony. Check out The Guesthouse Hotel which has a high guest score of 9.8 out of 10, and a balcony/patio in every room.
Find out more about Uptown

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