Westchester Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NT$5,067 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Find the Best Westchester Vacation Packages
Westchester Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$3,916 per night from Nov 2 to Nov 3
NT$3,916
NT$4,597 total
Nov 2 - Nov 3
includes taxes & fees
8/10 Very Good! (9,408 reviews)
"BEAUTIFUL IS ALL I HAVE TO SAY. THANKS SECURITY, I HAD A SAFE FUN FILLED DAY. LMAOOOO. Can't wait to return."
Reviewed on 2025/10/13
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$2,459 per night from Nov 10 to Nov 11
NT$2,459
NT$3,427 total
Nov 10 - Nov 11
includes taxes & fees
7.8/10 Good! (2,466 reviews)
"Convenient location with very helpful staff!"
Reviewed on 2025/10/13
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$4,410 per night from Nov 9 to Nov 10
NT$4,410
NT$5,177 total
Nov 9 - Nov 10
includes taxes & fees
8.8/10 Excellent! (3,098 reviews)
"Great"
Reviewed on 2025/10/14
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.
Discover the most popular places to visit in Westchester
Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
4.5/5(332 reviews)
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
