Westchester Holidays
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Top hotels in Westchester
Congress Plaza Hotel
The hotel was not kept looking nice, very dinged up with peeling paint, bumpy carpet, and loose screws in locks. Looks like theyve tried to update and looks great in pictures. Staff wasnt rude but wasnt friendly either.
Reviewed on 30 Mar, 2026
Hilton Chicago/Magnificent Mile Suites
Perfectly located
Reviewed on 30 Mar, 2026
Embassy Suites by Hilton Chicago Downtown River North
Breakfast was cold and hotel got a bit noisy. The staff was friendly and rooms was a little ou
Reviewed on 30 Mar, 2026
Popular places to visit
Wrigley Field
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
What to do in Westchester
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
