Osceola Holidays

Book a Hotel + Flight or Car together to unlock savings

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 2.130.523 ₫ per night from 23 Sept to 24 Sept
2.130.523 ₫
2.751.870 ₫ total
23 Sept - 24 Sept
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Wonderful stay
"We had a wonderful time and enjoyed our stay. Room was clean an very comfortable."

Reviewed on 22 Aug 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
The price is 1.373.173 ₫ per night from 26 Sept to 27 Sept
1.373.173 ₫
1.537.849 ₫ total
26 Sept - 27 Sept
includes taxes & fees
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 1.894.032 ₫ per night from 23 Sept to 24 Sept
1.894.032 ₫
2.121.316 ₫ total
23 Sept - 24 Sept
includes taxes & fees
Super 8 by Wyndham Osceola IA
See all 107 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.

Popular places to visit

Lakeside Casino

Why not roll the dice with a visit to Lakeside Casino during your travels in Osceola? Stroll along this quaint area's lakeside or simply enjoy its restaurants.

Lakeside Casino

East Lake County Park

After visiting East Lake County Park, make a plan to see the other sights and activities in Osceola. Visit the casinos in this quaint area or simply enjoy its restaurants.

East Lake County Park

Frequently asked questions

How much does an Osceola holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday packages. Choosing to travel in quieter months means you can usually find better prices on accommodation and flights.
How many days is enough for Osceola?
Generally, a handful of days is enough to visit the top sights during your Osceola holiday. However, if you prefer to have some time to relax or take day tours, consider extending your trip.
Is it worth booking a holiday package to Osceola?
Whether you want to visit major sights such as Lakeside Casino and Clarke County Speedway on your Osceola holiday, 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 holiday 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 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 typically land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalised Osceola holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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 customised Osceola holiday package.