Find hotels in Westchester, IL from ฿1,349

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Westchester hotel prices

Tonight
22 Dec - 23 Dec
Tomorrow night
23 Dec - 24 Dec
Next weekend
27 Dec - 29 Dec

Filter by

Guest rating
Guest rating
Property class

Top 10 Westchester hotels and places to stay

Four Points by Sheraton Chicago Westchester/Oak Brook
Reception

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1004)
"Stay was good. I would recommend moving the shower grab bar. It’s definitely in the way when showering. I kept hitting my arm on it. The hotel was busier than last time I stayed and my neighbors were up later playing video games loudly next door. They finally shut it down. Other than that it was a good stay. Nothing bad from the hotel’s standpoint. It’s in a nice location and great staff "
The price is ฿3,187
฿3,569 total
includes taxes & fees
29 Dec - 30 Dec
Four Points by Sheraton Chicago Westchester/Oak Brook
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2030)
"Very clean and very pleasant staff at check in desk"
The price is ฿3,906
฿4,585 total
includes taxes & fees
12 Jan - 13 Jan 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1931)
"Was very clean but smelled like cigarettes heavily in the room. Besides, the service and hospitality was great! "
The price is ฿4,923
฿6,784 total
includes taxes & fees
6 Jan - 7 Jan 2025
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1438)
"Its will great"
The price is ฿4,764
฿6,679 total
includes taxes & fees
12 Jan - 13 Jan 2025
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2542)
"Excelente hotel y excelente servicio! Todo el personal muy amable en especial Abraham fue súper amable con nosotros. El desayuno fue excelente, los 2 muchachos que cocinan los omelets también fueron súper amables y educados. Está muy bien ubicado!. Lo único que no me encanto es que las camas son pequeñas, deberían renovar por camas queen. De resto es un hotel excelente. Volveré sin duda. "
The price is ฿4,164
฿4,888 total
includes taxes & fees
21 Jan - 22 Jan 2025
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1742)
"Staff and property were both amazing!"
The price is ฿3,125
฿3,669 total
includes taxes & fees
5 Jan - 6 Jan 2025
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1421)
"This is the second year we have stayed here. We like the convenience of the location, the quality of the room, and the friendliness of the staff. They are very accommodating and our perks as a VIP Member were appreciated. Our room had a view of Millennium Park, The bed was very comfortable and the generous bathroom with a soaker tub and enormous walk in shower was great. This is a full service hotel with a lounge, restaurant, coffee bar and health and fitness amenities. Walking distance to...
The price is ฿5,046
฿6,970 total
includes taxes & fees
19 Jan - 20 Jan 2025
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Front of property – evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1566)
"Employee hospitality is great."
The price is ฿5,829
฿7,849 total
includes taxes & fees
23 Dec - 24 Dec
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Exterior

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2457)
"."
The price is ฿2,981
฿3,500 total
includes taxes & fees
25 Dec - 26 Dec
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.4 out of 10, Very good, (1011)
"Great hotel! My husband and I loved this place and will be back "
The price is ฿2,278
฿2,674 total
includes taxes & fees
21 Jan - 22 Jan 2025
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.2 out of 10, Very good, (1540)
".."
The price is ฿3,461
฿4,063 total
includes taxes & fees
5 Jan - 6 Jan 2025
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3126)
"I loved my stay. One of the best hotels in the city. "
The price is ฿5,058
฿6,944 total
includes taxes & fees
5 Jan - 6 Jan 2025
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (1869)
"After viewing many different hotels in downtown Chicago, we decided on Hilton Chicago/Magnificent Mile. The front desk staff were nice and welcoming - and were able to answer any questions we had. We LOVED our room. The layout reminded us of an apartment. The hotel was also very quiet, which could be because we went in the middle of the week in winter, but besides the point, it was lovely. The only issue we encountered was we didn’t have hot water at night to take a shower, but we did in the...
The price is ฿3,537
฿4,152 total
includes taxes & fees
12 Jan - 13 Jan 2025
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1772)
"I didn’t like the early check in $40’policy. If the room is ready , you might as well Give kt to customer free of charge "
The price is ฿3,016
฿4,345 total
includes taxes & fees
2 Jan - 3 Jan 2025
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1095)
"Everything was spot on, friendly service, lovely bar and room."
The price is ฿4,421
฿5,995 total
includes taxes & fees
24 Dec - 25 Dec
Hyatt Centric Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
Indoor pool

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1216)
"Figure out better parking the prices for over night is ridiculous and u are stay at the hotel!! lol the rooms already enough "
The price is ฿3,350
฿3,932 total
includes taxes & fees
6 Jan - 7 Jan 2025
Courtyard by Marriott Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Outdoor banquet area

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.6 out of 10, Good, (1012)
"Great "
The price is ฿1,727
฿4,402 total
includes taxes & fees
5 Jan - 6 Jan 2025
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1480)
"was a nice little hotel "
The price is ฿2,816
฿3,419 total
includes taxes & fees
3 Jan - 4 Jan 2025
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.2 out of 10, Wonderful, (1221)
"Spacious room. Great breakfast options. Nice stay in downtown "
The price is ฿4,283
฿5,993 total
includes taxes & fees
25 Dec - 26 Dec
Hotel Riu Plaza Chicago
The Blackstone, Autograph Collection
Lobby

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1003)
"It’s cute! Our floor was messy. "
The price is ฿4,352
฿5,109 total
includes taxes & fees
12 Jan - 13 Jan 2025
The Blackstone, Autograph Collection
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.
Don't see what you're looking for?
See all available properties in Westchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 Embassy Suites by Hilton Chicago Downtown River North and River Hotel. 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's the best accommodation for a golf trip to Westchester?

Four Points by Sheraton Chicago Westchester/Oak Brook is a hotel featuring free WiFi and pillowtop beds, and it's a top choice for playing a round of golf. See more golf hotels 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. W Chicago - Lakeshore and Hilton Chicago are two additional hotels with an on-site pool. 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 Michigan Avenue, Wrigley Field and Millennium Park. In Westchester, there are 7 hotels and other accommodation options to choose from. Find out more about Westchester.

What should I see while I'm in Westchester?

Michigan Avenue, Wrigley Field and Millennium Park are some of the notable places to visit in the surrounding area. Additionally, you'll find Soldier Field and Navy Pier 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.