What Cheer Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Ready to book your vacation to What Cheer?

 

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What Cheer Hotel Deals

EverSpring Inn & Suites

EverSpring Inn & Suites

2.5 out of 5
2401 A Ave West, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Aug 13 to Aug 14
CA $135
CA $151 total
Aug 13 - Aug 14
includes taxes & fees
8/10 Very Good! (612 reviews)
"Staff was very friendly and allowed me to check in early without any problems"

Reviewed on Aug. 6, 2025

EverSpring Inn & Suites
Fairfield Inn & Suites by Marriott Oskaloosa

Fairfield Inn & Suites by Marriott Oskaloosa

2.5 out of 5
2325 COAL MINE LOOP, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Aug 24 to Aug 25
CA $191
CA $214 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (218 reviews)
"Good place to rest up"

Reviewed on Jul. 30, 2025

Fairfield Inn & Suites by Marriott Oskaloosa
Budget Inn Oskaloosa

Budget Inn Oskaloosa

2 out of 5
1210 A Avenue East, Oskaloosa, IA
The price is CA $89 per night from Aug 24 to Aug 25
CA $89
CA $100 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (227 reviews)
Great place to stay!
"We have stayed here a couple of times. The family running this establishment are amazing. The wifi is a little wonky. But it is clean, the beds are comfy and they are continuously improving the property."

Reviewed on Jul. 29, 2025

Budget Inn Oskaloosa
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.

Frequently asked questions

How much does a What Cheer vacation package cost?
You can grab a vacation package to this popular destination on Expedia. However, how much your vacation to What Cheer costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to What Cheer?
January, February and November are great times to search for cheap What Cheer vacation packages. Opting to travel in less busy periods means you'll typically find lower prices on hotels and flights.
How many days is enough for What Cheer?
Usually, a handful of days is enough to check out the main attractions during your What Cheer vacation. However, if you want to have time to kick back or go on day trips, consider extending your itinerary.
How to find the best What Cheer package deals?
Begin your search for a What Cheer package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal What Cheer package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your What Cheer adventure underway.
Is it cheaper to book a What Cheer vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights individually. Better still, you can tailor your What Cheer getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to What Cheer?
If you're considering a spur-of-the-moment What Cheer trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to What Cheer?

  1. Choose your travel dates: What you'd like to do in What Cheer and your preferred season can help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and flights. Your accommodations will probably be the largest expense during your trip to What Cheer.
  3. Decide how long to go for: Now that you know more about What Cheer, you can figure out the perfect length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: After you've nailed down your dates and duration, lock in the right What Cheer vacation package for you.

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