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28 Oct - 29 Oct
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Top 10 Westchester hotels and places to stay

Breakfast and dinner served
Four Points by Sheraton Chicago Westchester/Oak Brook
Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
8.6 out of 10, Excellent, (1004)
"Nice quiet affordable hotel in this area."
United States
Ashwin
The price is ฿2,841
฿3,181 total
includes taxes & fees
27 Nov - 28 Nov
Four Points by Sheraton Chicago Westchester/Oak Brook
Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (3091)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is ฿3,527
฿4,140 total
includes taxes & fees
26 Nov - 27 Nov
Eurostars Magnificent Mile
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2876)
"Had a great stay!"
United States
Josh
The price is ฿3,527
฿4,140 total
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4759)
"Great area at a good price. "
United States
Laura
The price is ฿3,803
฿4,464 total
includes taxes & fees
10 Nov - 11 Nov
River Hotel
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4117)
"This hotel had a great location to shopping and several enjoyable restaurants."
United States
laura
The price is ฿3,775
฿4,431 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2533)
"Very accessible location and amazing staff. "
United States
Fatima
The price is ฿2,616
฿3,646 total
includes taxes & fees
11 Nov - 12 Nov
Freehand Chicago
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2116)
"Great stay "
United States
Melinda
The price is ฿3,370
฿3,956 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9611)
"Area is great and walkable distance to touring areas. "
United States
Alejandro
The price is ฿5,555
฿6,521 total
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel
Rooftop terrace
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1010)
"Great stay"
Australia
Bart
The price is ฿3,303
฿3,877 total
includes taxes & fees
11 Nov - 12 Nov
Best Western River North Hotel
Exterior
Hilton Chicago
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (2274)
"Staff was wonderful, property was clean and welcoming. Great amenities for families and great location."
United States
Stephen
The price is ฿3,707
฿5,310 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago
Exterior
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very good, (288)
"Perfect location! Tons of restaurants and shopping nearby! "
United States
MaryJane
The price is ฿2,485
฿2,917 total
includes taxes & fees
11 Nov - 12 Nov
FOUND Hotel Chicago River North
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2228)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is ฿3,138
฿4,795 total
includes taxes & fees
25 Nov - 26 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2673)
"Great place to stay "
United States
Larry William
The price is ฿3,509
฿5,040 total
includes taxes & fees
25 Nov - 26 Nov
Hotel Riu Plaza Chicago
American cuisine
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1632)
"Staff was friendly upon check in and the premise was very clean."
United States
Kelan
The price is ฿3,331
฿3,910 total
includes taxes & fees
26 Nov - 27 Nov
Crowne Plaza Chicago West Loop by IHG
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (4011)
"Great place to stay. "
United States
sherry
The price is ฿3,580
฿4,203 total
includes taxes & fees
30 Oct - 31 Oct
citizenM Chicago Downtown
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0 out of 10, Wonderful, (3192)
"Overall it was a great place to stay."
United States
Edward
The price is ฿3,586
฿4,210 total
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
8.6 out of 10, Excellent, (2594)
"Very nice for price and location"
United States
Deborah
The price is ฿3,203
฿4,336 total
includes taxes & fees
23 Nov - 24 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3280)
"Great stay "
United States
shanae
The price is ฿4,245
฿4,983 total
includes taxes & fees
23 Nov - 24 Nov
voco Chicago Downtown - Riverwalk by IHG
Lobby
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (2030)
"Great place to stay "
United States
Cheryl
Silversmith Hotel Chicago Downtown
Lobby
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2.0 star property
7.4 out of 10, Good, (2433)
"I loved the location of the hotel and how walkable it is to various places "
United States
Catalina
The price is ฿2,609
฿3,063 total
includes taxes & fees
25 Nov - 26 Nov
Travelodge by Wyndham Downtown 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.
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Top Westchester Hotel Reviews

Frequently asked questions

What's the best place to stay in Westchester?
Located 13.3 mi (21.4 km) from the heart of Westchester, Congress Plaza Hotel is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Hilton Chicago/Magnificent Mile Suites and Freehand Chicago. See all available top hotels, or vacation rentals in Westchester.
If I need to cancel my hotel reservation in Westchester, will I receive a refund?
Yes! Most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Westchester.
What is the favourite LGBTQ-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free Wi-Fi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.
What's the best dog-friendly place to stay in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people travelling with their pets, and offers a restaurant and a fitness centre for its human guests. See more pet-friendly hotel accommodations in Westchester.
What are some accommodation options with pools in Westchester?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Also, another option that features an on-site pool is Hilton Garden Inn Chicago Downtown/Magnificent Mile. View all hotels with pools in Westchester.
What's it like to stay in Westchester?
Visitors to Westchester will definitely enjoy the shopping and restaurants. Tourists can also enjoy so much more including its basketball games. Around the area, top sights include Wrigley Field, Michigan Avenue and Navy Pier. In Westchester, there are 11 hotels and other accommodation options to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
Wrigley Field, Michigan Avenue and Navy Pier are some of the notable places to visit in the surrounding area. Additionally, you'll find United Center and Soldier Field in the area. Take a look at what more there is to see and do in Expedia's Westchester guide.
What's the seasonal weather in Westchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Westchester are January, November, February and December, with each month seeing an average of 13 cm of snowfall.

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