Osceola Trips (flight + hotel)

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Top hotels in Osceola

Lakeside Hotel Casino
Lakeside Hotel Casino
3 out of 5
777 Casino Dr, Osceola, IA
Fully refundableReserve now, pay when you stay
The price is P5,185 per night from Jul 6 to Jul 7
P5,185
P6,608 total
Jul 6 - Jul 7
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Nice, clean, and enjoyable time."

Reviewed on Jun 20, 2025

Lakeside Hotel Casino
Evergreen Inn
Evergreen Inn
2.5 out of 5
221 West McLane (Highway 34), Osceola, IA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (632 reviews)
"Wonderful hotel very clean, quiet & cozy! Super easy check in as well, the staff is great!"

Reviewed on Jun 23, 2025

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Evergreen Inn
Super 8 by Wyndham Osceola IA
Super 8 by Wyndham Osceola IA
2 out of 5
720 Warren Avenue, I-35 And US-34, Osceola, IA
Fully refundableReserve now, pay when you stay
The price is P4,407 per night from Jul 6 to Jul 7
P4,407
P4,937 total
Jul 6 - Jul 7
includes taxes & fees
8.4/10 Very Good! (193 reviews)
"Price was good, very clean rooms and beds were comfortable ."

Reviewed on Jun 21, 2025

Super 8 by Wyndham Osceola IA
See all 106 properties in Osceola
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 vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Osceola costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Osceola?
February, November and December are great times to search for cheap Osceola vacation packages. Choosing to travel in quieter months means you can usually find better prices on accommodations and flights.
How many days is enough for Osceola?
Generally, a handful of days is enough to visit the top sights during your Osceola vacation. However, if you prefer to have some time to relax or take day tours, consider extending your trip.
Is it worth booking a vacation package to Osceola?
Whether you want to visit major sights such as Lakeside Casino and Clarke County Speedway on your Osceola vacation, or coming for its excellent walking trails, views and nature, there's something for everyone here. With so much to do, you'll soon learn why so many families think Osceola is a good vacation destination.
How to find the best Osceola package deals?
Start your search for an Osceola package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Osceola package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Osceola adventure underway.
Is it cheaper to book an Osceola vacation as a package?
Expedia vacation 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 typically land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Osceola vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Osceola?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Osceola getaway.
How to plan a trip to Osceola?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Osceola.
  2. Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Osceola.
  3. Decide your trip length: Think about how long you want to spend exploring Osceola. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Osceola vacation package.

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