Westchester Hotels

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Top 10 trending Westchester hotels

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1001)
"Hotel room was nice and clean!"
The price is €91
includes taxes & fees
28 Aug - 29 Aug
Four Points by Sheraton Chicago Westchester/Oak Brook

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3070)
"Great stay!"
The price is €145
includes taxes & fees
25 Aug - 26 Aug
Eurostars Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3692)
"Our stay was wonderful."
The price is €153
includes taxes & fees
26 Aug - 27 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4517)
"Great stay and great location"
The price is €110
includes taxes & fees
1 Sept - 2 Sept
River Hotel

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2793)
"We love our stay here !"
The price is €148
includes taxes & fees
1 Sept - 2 Sept
Aloft Chicago Mag Mile

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1030)
"Great location "
The price is €127
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2204)
"Great stay "
The price is €121
includes taxes & fees
26 Aug - 27 Aug
Freehand Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1986)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is €152
includes taxes & fees
24 Aug - 25 Aug
DoubleTree by Hilton Chicago - Magnificent Mile

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8931)
"lovely hotel, room was clean with comfy bed and great facilities. would definitely stay here again "
The price is €189
includes taxes & fees
14 Sept - 15 Sept
Congress Plaza Hotel

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (186)
"Great place "
The price is €98
includes taxes & fees
3 Sept - 4 Sept
FOUND Hotel Chicago River North

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1008)
"Friendly staff and close to the places I wanted to go to "
The price is €163
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn & Suites Chicago - Downtown by IHG

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2082)
"Nice place, perfect location for family to stay on vacation, close to lots of things"
The price is €165
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2073)
"Great place to stay!"
The price is €188
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2473)
"Had a wonderful stay here and staff was super friendly!"
The price is €150
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3571)
"Great hotel"
The price is €140
includes taxes & fees
2 Sept - 3 Sept
citizenM Chicago Downtown

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2308)
"Beautiful hotel , breakfast was amazing "
The price is €184
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1006)
"Great stay"
The price is €145
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2038)
"Perfect location, i will stay again"
The price is €124
includes taxes & fees
4 Sept - 5 Sept
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Omni Chicago Hotel

4.5 star property
9.2 out of 10, Wonderful, (1534)
"It’s a nice place to stay for vacations."
The price is €213
includes taxes & fees
2 Sept - 3 Sept
Omni Chicago Hotel

21c Museum Hotel Chicago

4.0 star property
8.8 out of 10, Excellent, (1652)
"Enjoyed my stay here "
The price is €166
includes taxes & fees
1 Sept - 2 Sept
21c Museum Hotel Chicago
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Learn more about Westchester

Romantic Westchester is calling! Discover its basketball, dining, golf and more.

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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 traveller data. Two other options for your stay in the area are Palmer House a Hilton Hotel and Hilton Garden Inn Chicago Downtown/Magnificent Mile. See all available top hotels, or vacation rentals in Westchester.

What are some of the best holiday rentals that Westchester has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Westchester offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. See all 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?

Palmer House a Hilton Hotel: Hotel steps from State Street. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Hilton Garden Inn Chicago Downtown/Magnificent Mile and Embassy Suites by Hilton Chicago Downtown River North 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 Wrigley Field, Michigan Avenue and Navy Pier. In Westchester, there are 8 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.