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Westfield Vacations from $593

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The Latest Westfield Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Room, 1 King Bed, Non Smoking | Desk, laptop workspace, iron/ironing board, rollaway beds (surcharge)
    Oct 17 - Oct 19

    Baymont by Wyndham Waupun + Flight

    Waupun
    2 nights
    2.5 star property
    7.6/10 - Good (483 reviews)
    "Contentienal breakfast had healthy choices and a good amount of choices. Coffee in the room was lovely. Staff were kind and helpful. Unfortunately, the toilet did not flush well."
    Reviewed July 29, 2026
    Roundtrip • Miami (MIA) - Oshkosh (OSH)
    MIA - ATW • 1 stop ATW - MIA • 1 stop
    $617
    $593
    per traveler
    found 1 day ago
    Baymont by Wyndham Waupun
  • Cabin, Lake View | Beach
    Oct 17 - Oct 19

    Tiki Beach Campground + Flight

    Campbellsport
    2 nights
    3.0 star property
    7.0/10 - Good (4 reviews)
    Roundtrip • Miami (MIA) - Oshkosh (OSH)
    MIA - ATW • 1 stop ATW - MIA • 1 stop
    $707
    $664
    per traveler
    found 1 day ago
    Tiki Beach Campground
  • Front of property - evening/night
    Oct 17 - Oct 19

    McConnell Inn + Flight

    Green Lake
    2 nights
    3.0 star property
    9.2/10 - Wonderful (247 reviews)
    "We love Green Lake and have been many times. This was a first visit to the McConnell Inn . How warm and charming it was!!! Breakfasts were exceptional. We stayed in the attics suite, which was huge and very excellently restored. A real treat!💕"
    Reviewed July 17, 2026
    Roundtrip • Miami (MIA) - Oshkosh (OSH)
    MIA - ATW • 1 stop ATW - MIA • 1 stop
    $784
    $748
    per traveler
    found 1 day ago
    McConnell Inn
  • Indoor pool
    Oct 17 - Oct 19

    Lomira Inn and Suites + Flight

    Lomira
    2 nights
    2.0 star property
    7.2/10 - Good (146 reviews)
    "Staff was informative and professional, room was clean and no issues with the A/C. Breakfast was as explained by staff. "
    Reviewed July 30, 2026
    Roundtrip • Miami (MIA) - Oshkosh (OSH)
    MIA - ATW • 1 stop ATW - MIA • 1 stop
    $680
    $660
    per traveler
    found 1 day ago
    Lomira Inn and Suites
  • Bar (on property)
    Oct 17 - Oct 19

    AmericInn by Wyndham Waupun + Flight

    Waupun
    2 nights
    3.0 star property
    9.0/10 - Wonderful (530 reviews)
    "The hotel was very clean, quiet, up to date with comfortable beds, and a shower that had good pressure and was actually hot. The staff was very friendly too. I was greeted every time I came across a staff member. The continental buffet was delicious and had something for everyone in my picky family. This would be the first place I would choose if I needed to stay in the area again."
    Reviewed July 31, 2026
    Roundtrip • Miami (MIA) - Oshkosh (OSH)
    MIA - ATW • 1 stop ATW - MIA • 1 stop
    $616
    per traveler
    found 1 day ago
    AmericInn by Wyndham Waupun

Westfield Hotel Deals

MILWAUKEE BUCKS 2 QUEEN BED | Blackout drapes, iron/ironing board, WiFi (free), bed sheets

Pioneer Motor inn

Pioneer Motor inn
2.0 star property
0.6 mi from Westfield
9.2 out of 10, Wonderful, (11 reviews)
"This is a nice hotel. It’s a bit older, but I stayed in the refurbished, train-themed room. Everything is nice, I just wish the room had more power outlets and an iron & ironing board. Breakfast was just a waffle iron and coffee, but you can find breakfast locally."
$110 nightly
The price is $121
Aug 2 - Aug 3
Total with taxes and fees
Pioneer Motor inn
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.
See all properties in Westfield

Frequently Asked Questions

How much does a Westfield vacation package cost?

You'll find cheap prices from $593 on Expedia for your Westfield break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Westfield costs.

What are the cheapest months to go to Westfield?

November, December and January are the best times to search for cheap Westfield vacation packages. Choosing to travel in quieter periods means you'll typically find better prices on hotels and flights.

How many days is enough for Westfield?

Typically, a handful of days is enough to explore the top sights during your Westfield vacation. But if you'd like to have some time to rest or go on day trips, consider extending your itinerary.

How to find the best Westfield package deals?

Use Expedia's filters to help you find some terrific Westfield package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Westfield package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.

Is it cheaper to book a Westfield vacation as a package?

An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can customize your Westfield trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.

When to book a vacation package to Westfield?

Score amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Westfield vacation.

Does Expedia offer Book Now, Pay Later Westfield vacation packages?

If you're anything like us, you love exploring new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Westfield trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.