Westfield Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Westfield vacation deals
- Sheraton Grand Chicago Riverwalk
Dec 19 - Dec 23Sheraton Grand Chicago Riverwalk + Flight
Downtown Chicago4 nights4.0 star property8.6/10 - Excellent (1,875 reviews)Roundtrip • Hamilton (YHM) - Chicago (ORD)YHM - ORD • 1 stop ORD - YHM • 1 stopCA $2,739CA $1,191found 1 day agoper traveller - Kimpton Gray Hotel by IHG
Dec 27 - Jan 2Kimpton Gray Hotel by IHG + Flight
Downtown Chicago6 nights4.5 star property9.4/10 - Exceptional (1,002 reviews)Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - ORD • Nonstop ORD - YTZ • Nonstop - Park Hyatt Chicago
Dec 27 - Jan 2Park Hyatt Chicago + Flight
Downtown Chicago6 nights5.0 star property9.6/10 - Exceptional (1,001 reviews)"Given the price point and other reviews, we came here expecting a luxury stay similar to the Waldorf Astoria, Four Seasons, and Peninsula, which are some of our favorite properties to stay at. However, everything from the service and cleanliness to the ambiance of the entrance and lobby and the amenities (other than the gym, which was excellent) is best described as an upgraded version of an average Hilton, Hyatt, or Marriott. For example, there was a hair in the bed. When we reported it, the..."Reviewed November 4, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - ORD • Nonstop ORD - YTZ • Nonstop - The Wildwood Hotel
Dec 16 - Dec 20The Wildwood Hotel + Flight
Wildwood4 nights3.5 star property9.2/10 - Wonderful (1,680 reviews)"My husband and I stayed here on our wedding night. We parked in the parking garage after checking in and were able to go right into the hallway near the elevators. The jacuzzi tub was amazing! I loved that they had towels specifically for makeup as well as a makeup wipe by the sink in the bathroom because I had forgotten to bring my own. The bed was so comfortable and you couldn’t hear other people in the hallway. The continental breakfast served what most hotels serve but everything tasted so..."Reviewed November 6, 2026Roundtrip • Calgary (YYC) - St. Louis (STL)YYC - STL • 1 stop STL - YYC • 2 stopsCA $1,633CA $1,199found 18 hours agoper traveller - The Peninsula Chicago
Dec 27 - Jan 2The Peninsula Chicago + Flight
Downtown Chicago6 nights5.0 star property9.8/10 - Exceptional (1,008 reviews)Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - ORD • Nonstop ORD - YTZ • Nonstop
Westfield Hotel Deals
Days Inn & Suites by Wyndham Casey
Days Inn & Suites by Wyndham Casey
"Missing lightbulbs no ice machine"
"We were very happy with both the cleanliness and the genuine kindness of the staff. I appreciated the texts that check in with us during our stay to see if we needed anything. Overall, 10/10! We will be back!"
Holiday Inn Express & Suites Mattoon by IHG
Holiday Inn Express & Suites Mattoon by IHGFrequently Asked Questions
How much does a Westfield vacation package cost?
You'll find cheap prices from CA $1,191 on Expedia for your Westfield escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Westfield costs.
What are the cheapest months to go to Westfield?
If you'd like to score a cheap Westfield vacation package, consider visiting in January, February and November. You'll typically find better prices on flights and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Westfield?
Usually, a handful of days is enough to go to the major sights during your Westfield vacation. But if you'd like to have some time to chill out or take day trips, think about extending your trip.
How to find the best Westfield package deals?
Start your search for a Westfield package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Westfield package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Westfield adventure underway.
Is it cheaper to book a Westfield vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking hotels and flights separately. Better still, you can customize your Westfield escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Westfield?
If you have your Westfield travel dates confirmed, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Westfield?
- Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Westfield.
- Plan your budget wisely: Besides the price of your stay, you'll need to consider other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may come up during your trip to Westfield.
- Decide how long to go for: Now that you're up to speed on Westfield, you can figure out the ideal length of your break. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Westfield vacation package that brings all your bookings together.