Hotels with Entertainment in Westchester, IL

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Explore 36 Hotels with Entertainment in Westchester from $87

Hyatt House Oak Brook
Hyatt House Oak Brook
Hotel
Oak Brook, IL, USA
2.5k from Westchester center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.9

Fabulous

409 reviews

$164
Average price / night
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Hyatt House Chicago Oak Brook
Hyatt House Chicago Oak Brook
Hotel
210 22nd Street, Oak Brook, IL, 60523, United States
2.5k from Westchester center

AC, Bar, Barbecue, Breakfast Included, Business Services, Crib, Elevator, Fitness Equipment, Free Parking

9.0

Fabulous

1002 reviews

$167
Average price / night
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The Drake Oak Brook, Autograph Collection
The Drake Oak Brook, Autograph Collection
Hotel
Oak Brook, IL, USA
2.7k from Westchester center

Accommodations, Parking, Romantic, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.8

Fabulous

165 reviews

$210
Average price / night
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Residence Inn by Marriott Chicago Oak Brook
Residence Inn by Marriott Chicago Oak Brook
Hotel
Oak Brook, IL, USA
3.9k from Westchester center

Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.5

Very Good

114 reviews

$152
Average price / night
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Hyatt Lodge Oak Brook Chicago
Hyatt Lodge Oak Brook Chicago
Hotel
2815 Jorie Blvd, Oak Brook, IL, 60523, United States
4.5k from Westchester center

AC, Balcony, Bar, Breakfast Available, Business Services, Crib, Elevator, Extra Bed, Fitness Equipment

9.0

Fabulous

1009 reviews

$165
Average price / night
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Le Méridien Chicago - Oakbrook Center
Le Méridien Chicago - Oakbrook Center
Hotel
Oak Brook, IL, USA
4.4k from Westchester center

Accommodations, Spa, Romantic, Boutique, 4-star, Lodgings, Places to stay

8.3

Very Good

141 reviews

$278
Average price / night
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Chicago Marriott Oak Brook
Chicago Marriott Oak Brook
Hotel
1401 W 22nd St, Oak Brook, IL, 60523, United States
4.8k from Westchester center

AC, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour

8.4

Very Good

1003 reviews

$165
Average price / night
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Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
Hotel
933 S Riverside Drive, Elmhurst, IL, 60126, United States
5.6k from Westchester center

AC, Bar, Breakfast Available, Business Services, Crib, Extra Bed, Fitness Equipment, Free Parking, Frontdesk 24 Hour

8.2

Very Good

1209 reviews

$87
Average price / night
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Best Western Oakbrook Inn
Best Western Oakbrook Inn
Hotel
669 Pasquinelli Drive, Westmont, IL, 60559, United States
6.0k from Westchester center

AC, Breakfast Included, Business Services, Crib, Elevator, Extra Bed, Fitness Equipment, Free Parking, Frontdesk 24 Hour

7.8

Good

1000 reviews

$94
Average price / night
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Hilton Suites Chicago/Oakbrook Terrace
Hilton Suites Chicago/Oakbrook Terrace
Hotel
Oakbrook Terrace, IL, USA
5.0k from Westchester center

Accommodations, Pools, Parking, Boutique, Hilton , 3-star, Lodgings, Places to stay, Accessible hotels

7.7

Good

316 reviews

$118
Average price / night
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Extended Stay America Select Suites Chicago Westmont Oak Brook
Extended Stay America Select Suites Chicago Westmont Oak Brook
Hotel
855 Pasquinelli Dr, Westmont, IL, 60559, United States
6.1k from Westchester center

AC, Barbecue, Business Services, Elevator, Free Parking, Internet, Kitchen, Laundry, Microwave

6.4

Good

1000 reviews

$102
Average price / night
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Holiday Inn Chicago/Oak Brook by IHG
Holiday Inn Chicago/Oak Brook by IHG
Hotel
Oakbrook Terrace, IL, USA
5.9k from Westchester center

Accommodations, Pools, Parking, Holiday inn , 3-star, Lodgings, Places to stay, Family, Accessible hotels

7.6

Good

327 reviews

$97
Average price / night
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Comfort Suites Oakbrook Terrace near Oakbrook Center
Comfort Suites Oakbrook Terrace near Oakbrook Center
Hotel
Oakbrook Terrace, IL, USA
6.2k from Westchester center

Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay, Family, Accessible hotels

6.8

Good

213 reviews

$111
Average price / night
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Chicago Club Inn & Suite
Chicago Club Inn & Suite
Hotel
Oakbrook Terrace, IL, USA
6.3k from Westchester center

Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay, Family, Accessible hotels

6.7

Good

1698 reviews

$93
Average price / night
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Sleep Inn Oakbrook Terrace - Chicago
Sleep Inn Oakbrook Terrace - Chicago
Hotel
Oakbrook Terrace, USA
6.5k from Westchester center

B&bs, Cheap, Accommodations, Parking, Inns, Lodgings, Places to stay, Accessible hotels

8.4

Very Good

408 reviews

$95
Average price / night
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Staybridge Suites Chicago-Oakbrook Terrace by IHG
Staybridge Suites Chicago-Oakbrook Terrace by IHG
Hotel
Oakbrook Terrace, IL, USA
7.1k from Westchester center

Cheap, Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.1

Very Good

65 reviews

$134
Average price / night
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Hilton Chicago Oak Brook Hills Resort & Conference Center
Hilton Chicago Oak Brook Hills Resort & Conference Center
Resort
Oak Brook, IL, USA
7.1k from Westchester center

Cheap, Accommodations, Pools, Resorts, Parking, Spa, Golf, Hilton , 4-star

8.5

Very Good

397 reviews

$229
Average price / night
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Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Hotel
Countryside, IL, USA
8.3k from Westchester center

Accommodations, Parking, Holiday inn , 4-star, Lodgings, Places to stay, Family, Accessible hotels

7.2

Good

231 reviews

$110
Average price / night
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Hyatt Place Chicago - Lombard/Oak Brook
Hyatt Place Chicago - Lombard/Oak Brook
Hotel
Lombard, IL, USA
8.3k from Westchester center

Cheap, Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family

8.0

Good

1287 reviews

$111
Average price / night
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Courtyard Chicago Elmhurst/Oakbrook Area
Courtyard Chicago Elmhurst/Oakbrook Area
Hotel
Elmhurst, IL, USA
8.7k from Westchester center

Cheap, Accommodations, Pools, Parking, Marriott , 3-star, Lodgings, Hot tubs, Places to stay

8.3

Very Good

215 reviews

$131
Average price / night
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Springhill Suites by Marriott Chicago Elmhurst Oakbrook Area
Springhill Suites by Marriott Chicago Elmhurst Oakbrook Area
Hotel
Elmhurst, IL, USA
8.8k from Westchester center

Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.4

Very Good

311 reviews

$129
Average price / night
Check Availability

Pro Tip for Travelers:
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Stay Near Westchester's Top Attractions

HotelsWithSuites can help you find hotels, resorts, and suites near many of 's top attractions, neighborhoods, and points of interest.

Westchester Hotels with Entertainment on the Map

Frequently Asked Questions

Entertainment offerings may include live music, cultural shows, game rooms, or on-site events depending on the hotel’s category and facilities.

Some hotels include basic entertainment at no extra cost, while others may charge separately for premium shows or special events.

Hotels with entertainment in Westchester generally start from around $87 per night, depending on the level of facilities and activities offered.

Yes, many entertainment-focused hotels are designed for families and groups, offering activities suitable for both adults and children.

Along with entertainment options, many properties also offer Entertainment, Guest Services, and Accessibility for a more complete stay experience.