Westchester, IL Inns from $103

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Recommended hotels in Westchester

A modern hotel lobby with a bar area, seating arrangements, and a television screen.

1. Four Points by Sheraton Chicago Westchester/Oak Brook

Westchester

Monique

$110 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern apartment with a living area, a kitchen, and a dining space.

2. Near Chicago - Sleeps 10 - Westchester

Westchester

$270 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story house with a stone facade, a large TV in the living room, a ping pong table, a bathtub, and a patio with outdoor seating.

3. PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

Westchester

Carl M.

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

4. Charming 2-bedroom apartment in fabulous Westchester with AC, WiFi

Westchester

$383 nightly

Dec 1 - Dec 2

Total with taxes and fees

A spacious bedroom with a large bed, a desk, and a chair.

5. Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway

Westchester

Jenny W.

$673 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in microwave, and a central island with bar stools.

6. Near Brookfield Zoo - King Bed - Sleeps 6

Westchester

Lauren A.

$287 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

7. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Kristi

$92 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

8. Hotel 505 River North

Downtown Chicago

Miya

$176 nightly

Dec 6 - Dec 7

Total with taxes and fees

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

9. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kanokkan

$160 nightly

Nov 22 - Nov 23

Total with taxes and fees

A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.

10. Hilton Chicago

Downtown Chicago

Jordan

$133 nightly

Nov 27 - Nov 28

Total with taxes and fees

A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.

11. Swissotel - Chicago

Downtown Chicago

Oleg

$159 nightly

Nov 26 - Nov 27

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

12. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Jodi

$103 nightly

Nov 22 - Nov 23

Total with taxes and fees

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

13. Claridge House Chicago, Tapestry Collection by Hilton

Downtown Chicago

Scott

$113 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern interior with a geometric bookshelf filled with books, a bench, and a lamp.

14. Arlo Chicago

Downtown Chicago

Daniel

$161 nightly

Nov 23 - Nov 24

Total with taxes and fees

15. ACME Hotel Chicago, Outset Collection by Hilton

Downtown Chicago

alex

$90 nightly

Dec 6 - Dec 7

Total with taxes and fees

A modern lounge area with seating, a coffee table, and a view of the city at night.

16. Moxy Chicago Downtown

Downtown Chicago

Lora

$122 nightly

Nov 23 - Nov 24

Total with taxes and fees

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

17. L7 Chicago by LOTTE

Downtown Chicago

Matthew

$161 nightly

Nov 22 - Nov 23

Total with taxes and fees

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

18. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Michael

$114 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

19. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Bonnie

$160 nightly

Nov 23 - Nov 24

Total with taxes and fees

20. Cambria Hotel Chicago Loop - Theatre District

Downtown Chicago

Toninette

$106 nightly

Nov 23 - Nov 24

Total with taxes and fees

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Top Westchester Hotel Reviews

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"Nice environment and very reasonable prices..right downtown so great location!"

Find out more about Westchester

Westchester Inns information

Number of reviews	18,515
Accommodation	0 Inns
Lowest Price	$103
Highest Price	$711

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Things to do in Oak Brook

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Upfront pricing

Check prices for these dates

Recommended hotels in Westchester

1. Four Points by Sheraton Chicago Westchester/Oak Brook

2. Near Chicago - Sleeps 10 - Westchester

3. PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

4. Charming 2-bedroom apartment in fabulous Westchester with AC, WiFi

5. Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway

6. Near Brookfield Zoo - King Bed - Sleeps 6