Osceola Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Kelly Lasswell

Top hotels in Osceola

Postcard Cabins Ozark Highlands

Postcard Cabins Ozark Highlands

2 out of 5
11750 NE 230 Rd, Osceola, MO
The price is 2.345.862 ₫ per night from 24 Aug to 25 Aug
2.345.862 ₫
3.422.823 ₫ total
24 Aug - 25 Aug
includes taxes & fees
9.8/10 Exceptional! (19 reviews)
"When I first arrived the bed was covered in dead flies and mouse feces. I asked for a new cabin but they came and changed the sheets for us. as we waited outside in the heat. I just expected it to be cleaner."

Reviewed on 18 Aug 2025

Postcard Cabins Ozark Highlands
Westbridge Inn and Suites

Westbridge Inn and Suites

2 out of 5
106 S Baird St., Clinton, MO
Fully refundableReserve now, pay when you stay
The price is 2.016.387 ₫ per night from 24 Aug to 25 Aug
2.016.387 ₫
2.372.049 ₫ total
24 Aug - 25 Aug
includes taxes & fees
8/10 Very Good! (655 reviews)
"Clean complex. Older motel but well kept. Friendly staff"

Reviewed on 19 Aug 2025

Westbridge Inn and Suites
Parkfield Inn

Parkfield Inn

2 out of 5
151 N Dam Access Road, Warsaw, MO
Fully refundableReserve now, pay when you stay
The price is 2.820.306 ₫ per night from 24 Aug to 25 Aug
2.820.306 ₫
3.161.563 ₫ total
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (578 reviews)
"The receptionist was very friendly and courteous. We got the loft suite and my kids loved it so did my husband and the tub was amazing."

Reviewed on 22 Aug 2025

Parkfield 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.

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Frequently asked questions

How much does an Osceola holiday package cost?
You'll find cheap prices on Expedia for your Osceola break. However, factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Osceola costs.
What are the cheapest months to go to Osceola?
To pick up cheap Osceola holiday packages, organise your getaway outside of peak times like public holidays and major events. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for Osceola?
The ideal length of your Osceola holiday depends on what you'd like to see. Generally, a few days to a week will give you enough time to visit all the main attractions and discover some hidden treasures along the way.
How to find the best Osceola package deals?
Start your search for an Osceola package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Osceola package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Osceola getaway off to a flying start.
Is it cheaper to book an Osceola holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still have the flexibility to create a personalised Osceola holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Osceola?
If you've got your Osceola travel dates finalized, book as early as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Osceola?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to visit Osceola.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and experiences. Your hotel will probably be the largest expense during your trip to Osceola.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to get to in Osceola. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customised Osceola holiday package.