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Top hotels and accommodation in Westchester

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1004)
"The hotel was wonderful!"
The price is NZ$176
includes taxes & fees
7 July - 8 July
Four Points by Sheraton Chicago Westchester/Oak Brook

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2049)
"Amazing stay"
The price is NZ$403
includes taxes & fees
6 July - 7 July
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2298)
"It was a great stay! "
The price is NZ$355
includes taxes & fees
30 June - 1 July
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1477)
"Great location and rooms "
The price is NZ$380
includes taxes & fees
30 June - 1 July
Loews Chicago Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1885)
"Very nice hotel and very clean"
The price is NZ$278
includes taxes & fees
6 July - 7 July
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1468)
"Stayed here a few times and its always great. "
The price is NZ$441
includes taxes & fees
6 July - 7 July
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1792)
"Great stay, great location and very polite staff "
The price is NZ$413
includes taxes & fees
30 June - 1 July
Fairmont Chicago at Millennium Park

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1003)
"The Ivy Hotel was so nice! It was very roomy and had everything to make our stay convenient and special! "
The price is NZ$262
includes taxes & fees
2 July - 3 July
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1865)
"Very clean, great location and very friendly staff. "
The price is NZ$275
includes taxes & fees
6 July - 7 July
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3251)
"Great stay would stay again "
The price is NZ$408
includes taxes & fees
30 June - 1 July
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2355)
"Great stay "
The price is NZ$279
includes taxes & fees
6 July - 7 July
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1861)
"Very historic place, nice rooms, staff was helpful, great for a short stay"
The price is NZ$285
includes taxes & fees
1 July - 2 July
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1021)
"Very nice hotel - lots of amenities and in a good neighborhood and very close to shopping"
The price is NZ$330
includes taxes & fees
6 July - 7 July
Hyatt Centric Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1095)
"Lovely stay in the king suite. "
The price is NZ$278
includes taxes & fees
30 June - 1 July
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1638)
"Great stay"
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2085)
"Absolutely stunning place to stay. "
The price is NZ$297
includes taxes & fees
30 June - 1 July
Hotel Riu Plaza Chicago

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2537)
"Great stay"
The price is NZ$229
includes taxes & fees
7 July - 8 July
Best Western Grant Park Hotel

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8894)
"Location of the property was excellent. Enjoyed our stay. "
The price is NZ$277
includes taxes & fees
3 July - 4 July
Congress Plaza Hotel

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1004)
"Location is great and property was very clean "
The price is NZ$281
includes taxes & fees
30 June - 1 July
Le Méridien Essex Chicago

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (1934)
"Great hotel will be returning soon."
The price is NZ$364
includes taxes & fees
2 July - 3 July
InterContinental Chicago Magnificent Mile 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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Learn more about Westchester

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

Frequently asked questions

What's the best place to stay in Westchester?

Located 13.3 mi (21.4 km) from the heart of Westchester, Embassy Suites by Hilton Chicago Downtown River North is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are InterContinental Chicago Magnificent Mile by IHG and Hilton Chicago/Magnificent Mile Suites. See all available top hotels, or vacation rentals in Westchester.

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

"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg ": This holiday home rental outside of Westchester is equipped with an outdoor pool, air conditioning and a Smart TV to help you feel comfortable during your stay. It has 25 bedrooms, as well as a kitchen with a fridge, a microwave and a coffee maker, so that you can cook with friends or family. 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?

Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. InterContinental Chicago Magnificent Mile by IHG and The Wade 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 Soldier Field. 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 Soldier Field are some of the notable places to visit in the surrounding area. Additionally, you'll find Navy Pier and United Center 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.