Uptown, IL

Chicago

A historic theater with ornate architecture and a prominent marquee.
A street intersection with traffic lights, a theater marquee, and a sign for the Golden House Restaurant.
A frozen river with a city skyline in the background.
A beach with people walking and a city skyline in the background.
A dock named "The Dock at Montrose Beach" with people dining and a sandy beach area.

Get to know Uptown's beaches, historic architecture, and lively performances while exploring its surrounding neighborhoods.

Uptown is an ideal destination for family and outdoor travelers. You can visit Montrose Beach for a day of sun and sand, or explore Montrose Harbor, which provides a scenic waterfront experience. For a glimpse into the area's history, the Hutchinson Street Historic District showcases old architecture. You can also enjoy various performances at venues like the Aragon Ballroom and the Riviera Theatre, or catch a show with the Pegasus Players and the Neo-Futurists.

Make sure to explore the distinct neighborhoods surrounding Uptown. Nearby Wrigleyville is known for its sports atmosphere and family experiences, while Lakeview offers family-friendly outdoor activities along with Wrigley Field, a prominent sports facility, and the Vic Theatre. Northalsted also features outdoor experiences, adding to the vibrant character of the area with its own unique offerings.

The best time to visit Uptown is from June to September when the weather is mild, ranging from 67 to 73°F, and conditions are mostly dry and sunny. While demand remains steady throughout the year, you may find that June to July and September see a slight increase in visitors. Conversely, November to January tends to be a quieter time, allowing for a more relaxed exploration of the area.


Stay near popular Uptown attractions

Things to do


Uptown Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$107 nightly
The price is $127 total per night from Nov 22 to Nov 23
$127 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,178 reviews)
"The booking said air conditioning available but there isn’t any. The staff said all they can do is send a fan upstairs."

Reviewed on Nov 11, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$116 nightly
The price is $138 total per night from Nov 15 to Nov 16
$138 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$101 nightly
The price is $120 total per night from Nov 23 to Nov 24
$120 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
River Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
$119 nightly
The price is $141 total per night from Nov 23 to Nov 24
$141 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
The Wade
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
$116 nightly
The price is $138 total per night from Nov 12 to Nov 13
$138 total
Nov 12 - Nov 13
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$162 nightly
The price is $190 total per night from Nov 26 to Nov 27
$190 total
Nov 26 - Nov 27
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (3,538 reviews)
"Everything good"

Reviewed on Nov 11, 2026

Hilton 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 and neighborhoods for the activities you enjoy most. Learn more about Uptown
Learn more about Uptown

Downtown Chicago

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile

Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.

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

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.



Uptown, IL

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