Westchester Hotels

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Check Westchester hotel prices

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

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Top 10 trending Westchester hotels

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)
"A smallish but very nice room. I actually like the smaller size of the room. Very accommodating staff too."
The price is P5,469
P6,125 total
includes taxes & fees
Dec 29 - Dec 30
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)
"Excellent hotel in good zone for walking and wonderful views. "
The price is P6,703
P7,869 total
includes taxes & fees
Jan 12 - Jan 13, 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 P8,448
P11,643 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1438)
"Property is always nice, but I wish they would’ve said that they were under remodeling and that their bar area was not available"
The price is P8,175
P11,461 total
includes taxes & fees
Jan 12 - Jan 13, 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)
"Front lady was amazing "
The price is P7,145
P8,388 total
includes taxes & fees
Jan 21 - Jan 22, 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 P5,363
P6,296 total
includes taxes & fees
Jan 5 - Jan 6, 2025
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun 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 P8,660
P11,961 total
includes taxes & fees
Jan 19 - Jan 20, 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)
"Loved this hotel "
The price is P10,004
P13,469 total
includes taxes & fees
Dec 23 - Dec 24
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)
"Excellent time in Chicago at this place. Location and amenities good. Would stay again. Price was reasonable as well."
The price is P5,116
P6,006 total
includes taxes & fees
Dec 25 - Dec 26
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)
"This stay was nice. Came here for a staycation, LOVE the huge soaking tub. Staff is very friendly and the area is great! My only critique is they didnt bring towels up to the rooms (you have to go down and get them yourself), and there was no robe in the room. The tv in the bathroom mirror doesn’t work either which was a bummer but not a deal breaker. If they fixed those things I’d come here all the time. "
The price is P3,910
P4,589 total
includes taxes & fees
Jan 21 - Jan 22, 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 parking for this hotel is expensive and not convenient for paying hotel customers. It has no mention of the situation of parking until getting to the hotel. Overall great experience "
The price is P5,940
P6,973 total
includes taxes & fees
Jan 5 - Jan 6, 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)
"really enjoyed the city view from room."
The price is P8,680
P11,916 total
includes taxes & fees
Jan 5 - Jan 6, 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)
"First time in the city. Staff was so helpful. Everything was clean. Very convenient parking and near everything in walking distance "
The price is P6,069
P7,125 total
includes taxes & fees
Jan 12 - Jan 13, 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 loved this hotel so much !! The people súper nice! Amazing staff! Súper near of michigan ave and of everything!!! The room super spacious!! And clean"
The price is P5,175
P7,456 total
includes taxes & fees
Jan 2 - Jan 3, 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 P7,586
P10,287 total
includes taxes & fees
Dec 24 - Dec 25
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 P5,749
P6,748 total
includes taxes & fees
Jan 6 - Jan 7, 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 P2,964
P7,554 total
includes taxes & fees
Jan 5 - Jan 6, 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 P4,717
P5,725 total
includes taxes & fees
Dec 23 - Dec 24
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)
"Beautiful new hotel in the heart of Chicago! "
The price is P7,351
P10,285 total
includes taxes & fees
Dec 25 - Dec 26
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 P7,469
P8,768 total
includes taxes & fees
Jan 12 - Jan 13, 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.
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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 traveler data. Other good options for your trip to 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! The majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Westchester.

Where can I learn more about changing or cancelling my trip to Westchester?

To access more information about updating your trip to Westchester or cancelling it, click here.

What is the top LGBTQ-friendly place to stay in Westchester?

Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free WiFi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.

What's the best pet-friendly accommodation in Westchester?

Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people traveling with their pets, and offers a restaurant and a fitness center for its human guests. See more pet-friendly hotel accommodations in Westchester.

Where is the best hotel to stay close to Fresh Meadow Golf Club?

Four Points by Sheraton Chicago Westchester/Oak Brook is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and free WiFi. It's located just a short 0.4 mi (0.7 km) from Fresh Meadow Golf Club. Other good options within 5 miles include Hyatt House Oak Brook and Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt.

What's the best place to stay if I'm looking to play golf in 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 accommodations 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 that feature an onsite pool. View all hotels with pools in Westchester.

What's the best accommodation near O'Hare International Airport (ORD)?

Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.

How is it to stay in Westchester?

Visitors to Westchester are sure to 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 accommodations 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. Check out what more to see and do in Expedia's Westchester guide.

What's the seasonal weather like in Westchester?

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.