Westchester Hotels

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Top 10 trending Westchester hotels

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.6 out of 10, Excellent, (1002)
"Clean room, friendly staff"
The price is €87
includes taxes & fees
3 Nov - 4 Nov
Four Points by Sheraton Chicago Westchester/Oak Brook

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3058)
"Perfect location, walkable to many restaurants and shops"
The price is €110
includes taxes & fees
3 Nov - 4 Nov
Eurostars Magnificent Mile

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2844)
"Had a great stay!"
The price is €147
includes taxes & fees
2 Nov - 3 Nov
Aloft Chicago Mag Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (4026)
"We definitely will stay there again place was very nice "
The price is €179
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Chicago Downtown/Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4710)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is €219
includes taxes & fees
6 Oct - 7 Oct
River Hotel

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2417)
"Great walkable location to all the sights! "
The price is €110
includes taxes & fees
4 Nov - 5 Nov
Freehand Chicago

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9300)
"Beautiful hotel!"
Congress Plaza Hotel

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1018)
"Great stay"
The price is €127
includes taxes & fees
2 Nov - 3 Nov
Best Western River North Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2077)
"Great hotel"
The price is €159
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (263)
"Loved this place if you want something affordable and nice! "
The price is €97
includes taxes & fees
4 Nov - 5 Nov
FOUND Hotel Chicago River North

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2240)
"Very nice hotel "
The price is €209
includes taxes & fees
23 Oct - 24 Oct
Hilton Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2166)
"Great hotel "
The price is €216
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2533)
"Location is great and the breakfast buffet is amazing"
The price is €184
includes taxes & fees
3 Nov - 4 Nov
Hotel Riu Plaza Chicago

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3904)
"Great place to stay. "
The price is €173
includes taxes & fees
4 Nov - 5 Nov
citizenM Chicago Downtown

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3018)
"Enjoyed our stay"
The price is €144
includes taxes & fees
3 Nov - 4 Nov
Hilton Chicago/Magnificent Mile Suites

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2563)
"Good place to stay"
The price is €174
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown

The Allegro Royal Sonesta Hotel Chicago Loop

4.0 star property
9.0 out of 10, Wonderful, (2096)
"We had an amazing stay for a weekend getaway. "
The price is €276
includes taxes & fees
6 Oct - 7 Oct
The Allegro Royal Sonesta Hotel Chicago Loop

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2385)
"Comfortable bed, bright room, good shower, very accessible location."
The price is €108
includes taxes & fees
4 Nov - 5 Nov
Travelodge by Wyndham Downtown Chicago

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1995)
"Excellent hotel, staff, location. "
Silversmith Hotel Chicago Downtown

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3176)
"Great stay "
The price is €213
includes taxes & fees
19 Oct - 20 Oct
voco Chicago Downtown - Riverwalk by IHG
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

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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 Freehand Chicago and Embassy Suites by Hilton Chicago Downtown River North. See all available top hotels, or vacation rentals in Westchester.

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

Wrigley Field/Lakeview -Entire Home- Large Groups!: This holiday home rental outside of Westchester is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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 are some accommodation options with pools in Westchester?

Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions. Hilton Garden Inn Chicago Downtown/Magnificent Mile and InterContinental Chicago Magnificent Mile by IHG 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 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.