Find Hotels in Uptown, Chicago from $299

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Uptown hotels and places to stay

The Guesthouse Hotel
4 out of 5
4872 N Clark St, Chicago, IL
The price is $299 per night from Oct 4 to Oct 4
4.8/5Exceptional! (143 reviews)
"Great service"

Reviewed on Sep 20, 2021

The Guesthouse Hotel
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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.

Visiting Uptown

Uptown is a neighborhood that travelers like for its theaters, live music, and lakeside setting. Are you looking for Uptown travel tips? Be sure to check out Aragon Entertainment Center and About Face Theater while you're in the neighborhood. You'll find 22 hotels and other accommodations in Uptown to choose from, making this an ideal home base for exploring the greater Chicago area.

Places to Stay in Uptown

Here are some accommodations in Uptown for you to consider:

  • The Guesthouse Hotel: 4-star hotel featuring a fitness center, a rooftop terrace, and free WiFi. Our guests enjoy the hotel's walkable location and helpful staff.
  • Amazing Loft W/ Balcony 1: Property with an indoor pool, a private pool, and a fitness center. Expedia travelers like this property's walkable location.
  • Loft Style W/rooftop Deck & Pool: Property with a fitness center, a rooftop terrace, and an in-room kitchen.

Things to Do in This Chicago Neighborhood

Attractions like Aragon Entertainment Center, About Face Theater, and Neo-Futurists highlight Chicago's cultural scene. Montrose Beach and Montrose Harbor are also a couple of places to visit in the neighborhood.

Favorite places to visit in the surrounding Uptown area include Wrigley Field, Lincoln Park, and Vic Theatre. When you're sightseeing in Chicago, Briar Street Theatre and Lincoln Hall are also worth a stop.

Getting Around Uptown and the Greater Chicago Area

For a quick way to explore the city, catch a ride on metro transit at Wilson Station, Lawrence Station, or Argyle Station. If you want to head out of town, you can hop aboard a train at Chicago Ravenswood Station.

Frequently asked questions

Recent reviews of Uptown hotels

The Guesthouse Hotel
Expedia Verified Review
5 / 5 Excellent
Great service
A verified traveler stayed at The Guesthouse Hotel
Posted 7 days ago
The Guesthouse Hotel