Find Hotels with Bars in Westchester, IL

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Check availability on Westchester Hotels with Bars

Top Westchester Hotels with Bars

Four Points by Sheraton Chicago Westchester/Oak Brook
Lobby lounge

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.6 out of 10, Excellent, (1000)
"Clean room, friendly staff"
The price is AED 331
AED 370 total
includes taxes & fees
6 Oct - 7 Oct
Four Points by Sheraton Chicago Westchester/Oak Brook
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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Top Westchester Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Clean rooms, great staff, everything in walking distance from hotel. Would stay here again. "
Arin 3-night trip
Posted 10 hours ago
Hilton Chicago/Magnificent Mile Suites

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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 10 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 Michigan Avenue.
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 WiFi, and room service. Hilton Garden Inn Chicago Downtown/Magnificent Mile: 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. CitizenM Chicago Downtown: Hotel with restaurant. Enjoy the bar, free WiFi, and room service.
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 Michigan Avenue and Navy Pier. 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.