Osceola Holidays

Photo by Kelly Lasswell
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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 S$166 per night from 24 Jul to 25 Jul
S$166
24 Jul - 25 Jul
includes taxes & fees
9.8/10 Exceptional! (15 reviews)
"Very nice cabin, and very beautiful scenery"

Reviewed on 13 Jul, 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 S$106 per night from 21 Aug to 22 Aug
S$106
21 Aug - 22 Aug
includes taxes & fees
8/10 Very Good! (638 reviews)
"Friendly staff. Clean area. Quick checkin."

Reviewed on 10 Jul, 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 S$154 per night from 23 Jul to 24 Jul
S$154
23 Jul - 24 Jul
includes taxes & fees
9.2/10 Wonderful! (562 reviews)
"The room was comfortable, not fancy, but fine. Clean, plenty of towels, etc. Air conditioner worked well. We slept well in the beds. Our grandson (10 yo) enjoyed the pool and spa. It was clean, with lots of available seating around. Pool towels are provided. There's a restroom right there in the ..."

Reviewed on 17 Jul, 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.

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.

* 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.