Find Hotels with Bar in Westchester, IL from CA $145

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Westchester Hotels with Bar

Our top choices for Westchester hotels with a bar

Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,388 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is CA $219
CA $295 total
includes taxes & fees
May 9 - May 10
Palmer House a Hilton Hotel
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,866 reviews)
"Was nice! "
Canada
Emilie
The price is CA $103
CA $145 total
includes taxes & fees
Apr 26 - Apr 27
Freehand Chicago
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,830 reviews)
"Great hotel "
United States
Marina
The price is CA $164
CA $231 total
includes taxes & fees
Apr 26 - Apr 27
Hotel Riu Plaza Chicago
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,623 reviews)
"Very well located. Clean, safe, well-trafficked area near many key spots in the city and a good place to start and finish each day. The hotel staff is very helpful and friendly. "
United States
Robert
The price is CA $275
CA $375 total
includes taxes & fees
May 9 - May 10
Sheraton Grand Chicago Riverwalk
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,289 reviews)
"Amazing stay "
United States
Napoleon
The price is CA $157
CA $184 total
includes taxes & fees
Apr 27 - Apr 28
The Chicago Hotel Collection - Magnificent Mile
55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,910 reviews)
"Loved the stay here !"
United States
Alisha
The price is CA $211
CA $248 total
includes taxes & fees
Apr 26 - Apr 27
L7 Chicago by LOTTE
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,369 reviews)
"Very beautiful place to stay"
United States
angie
The price is CA $153
CA $180 total
includes taxes & fees
Apr 27 - Apr 28
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,178 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is CA $157
CA $185 total
includes taxes & fees
Apr 26 - Apr 27
Aloft Chicago Mag Mile
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,462 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is CA $309
CA $409 total
includes taxes & fees
Apr 26 - Apr 27
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service - dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,799 reviews)
"Enjoyed our stay. Views were amazing and location convenient. "
United States
Malinda
The price is CA $233
CA $274 total
includes taxes & fees
Apr 26 - Apr 27
The Wade
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.
View all properties

Top Westchester Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Location was brilliant that was all"
Shaun 3-night trip
Posted 3 hours ago
River Hotel

Frequently asked questions

Searching for hotels with bars in Westchester?
Though you might not find a hotel in Westchester well-known for its bar, you will find 13 properties to choose from, some of which will have an onsite bar where you can unwind with an evening cocktail after sightseeing. While you're in the area, consider a visit to Wrigley Field and Navy Pier.
What are the best hotels with bars in Westchester?
Here are some favorite hotels with bars in and around Westchester: Congress Plaza Hotel: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast. Hilton Chicago/Magnificent Mile Suites: Hotel with restaurant. Enjoy the bar, free breakfast, and WiFi. Embassy Suites by Hilton Chicago Downtown River North: Hotel with restaurant. Enjoy the 2 bars, free breakfast, and free WiFi. Hotel Riu Plaza Chicago: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and breakfast. Hilton Chicago O'Hare Airport: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast.
What is there to do in Westchester?
Absorb the local culture by visiting Wrigley Field, United Center, and Soldier Field, then unwind with a refreshing drink. Other places to see in the area include Navy Pier and Michigan Avenue. Westchester is known for its shops and restaurants.
When is the best time to visit Westchester?
Visiting local bars in Westchester is more fun in good weather. These rainfall averages and temperatures can help you choose the best time for bar hopping. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
How can I get to Westchester and around the area?
You might want to make the most of these transportation choices in and around Westchester: Fly into Chicago Midway Airport (MDW), which is located 8.4 mi (13.4 km) from the city center. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 8.9 mi (14.3 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia