What Cheer Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in What Cheer

EverSpring Inn & Suites
EverSpring Inn & Suites
2.5 out of 5
2401 A Ave West, Oskaloosa, IA
Fully refundableReserve now, pay when you stay
8/10 Very Good! (594 reviews)
"The staff were lovely and friendly. Breakfast was more hit and miss over the weekend. Cutlery out of a dispenser was very hygienic, but coming from the UK I could not get used to the lack of recycling and throwaway culture of breakfast. I would go back and stay, and for anyone going for graduation ..."

Reviewed on 3 Jun, 2025

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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 S$200 per night from 22 Jun to 23 Jun
S$200
22 Jun - 23 Jun
includes taxes & fees
9.2/10 Wonderful! (209 reviews)
"We did not expect to find a hotel of this level in Oskaloosa. It was a very pleasant surprise! Very clean; nice selections in the included breakfast; a restaurant, bar, movie theater and sports space just across the parking lot. We could not have been more pleased."

Reviewed on 9 Jun, 2025

Fairfield Inn & Suites by Marriott Oskaloosa
Pleasant Stay Inn & Suites
Pleasant Stay Inn & Suites
2 out of 5
4130 Iowa 21, Brooklyn, IA
Fully refundableReserve now, pay when you stay
7.4/10 Good! (386 reviews)
"Not bad. Breakfast was okay. Room was clean. Shower faucet was messed up and dripped all night."

Reviewed on 1 Jun, 2025

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Pleasant Stay Inn & Suites
See all 40 properties in What Cheer
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 holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday to What Cheer costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to What Cheer?
If you’d like to book a cheap What Cheer holiday package, consider visiting in January, February and November. You’ll generally find lower rates on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for What Cheer?
Generally, a handful of days is enough to see the main attractions during your What Cheer holiday. But if you’d like to have some time to unwind or go on day tours, think about extending your itinerary.
How to find the best What Cheer package deals?
Finding a cheap What Cheer package deal is a breeze with Expedia. Once you’ve entered your destination and travel dates under our “Packages” tab, set your maximum budget, add a couple of filters and browse what’s available. You can customise your search by “Amenities,” “Property type,” “Popular locations” and more. Order the results by “Price: low to high” to view the most wallet-friendly What Cheer package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a What Cheer holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and stays individually. Better still, you can personalise your What Cheer escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to What Cheer?
If you’re planning a spur-of-the-moment What Cheer trip, browse our last-minute deals that can be booked up to a week before you go. Don’t want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to What Cheer?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the activities on offer will also help you decide when to escape to What Cheer.
  2. Set your budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to What Cheer. Then, select a property that works with your budget, whether that’s a wallet-friendly option or a deluxe retreat.
  3. Decide how many days away: Start by listing all the activities and attractions you’d like to get to in What Cheer. Then, estimate how long you’ll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised What Cheer holiday package.

* 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.