Osceola Holidays

Book a Hotel + Flight or Car together to unlock savings

Your Osceola Holiday

From its small-town feel to its rich history and beyond, there's a whole lot to love about Osceola. Uncover the delights of this awesome city with a Osceola holiday package that's tailored to you. Any trip to Osceola needs a well-thought-out itinerary. Fill yours with major attractions like Lakeside Casino, Osceola Country Club and Clarke County Speedway. Whoever you're taking a break with and whatever the size of your budget, your ultimate Osceola holiday is just a few clicks away with Expedia.

Osceola Essential Information

Language
English
Currency
U.S dollars
Population
5,000
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Lakeside Casino, Clarke County Speedway and Osceola Country Club

Our pick of the best Osceola Hotel Deals

Lakeside Hotel Casino
Lakeside Hotel Casino
3 out of 5
777 Casino Dr, Osceola, IA
Stay at this 3-star hotel in Osceola. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.8/10 Good! (1,003 reviews)
"Nice, clean, and enjoyable time."

Reviewed on 20 Jun 2025

Lakeside Hotel Casino
Evergreen Inn
Evergreen Inn
2.5 out of 5
221 West McLane (Highway 34), Osceola, IA
Stay at this motel in Osceola. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.8/10 Excellent! (631 reviews)
"Great service, clean room"

Reviewed on 22 Jun 2025

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
Stay at this business-friendly motel in Osceola. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (193 reviews)
"Price was good, very clean rooms and beds were comfortable ."

Reviewed on 21 Jun 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Osceola holiday with Expedia?
Expedia has you covered for all aspects of your upcoming Osceola getaway. You'll always land the best prices, but when you bundle your accommodation, airfares and/or hire car into a holiday package, you'll score even bigger savings. Keen to really make the most of your escape? Add some awesome activities and tours to your customised package. Expedia offers flexible cancellation policies on almost all bookings, so there's no need to worry if your plans change. Visit our Customer Service Portal link to find out more.
When is the best time of year to holiday in Osceola?
To experience the atmosphere of peak season, take off in June, July and August. February, April and December are generally quieter and a smart idea if you want to get away from the crowds. To give you an idea of the type of weather you can experience, the average daytime temperature in January, the coolest month in Osceola, is -5ºC. The warmest time here is July, when temperatures reach around 23ºC.
What is the top hotel for my holiday in Osceola?
Offering plenty of amenities and home comforts, Hotel Fort Des Moines, Curio Collection by Hilton will make an ideal base for your Osceola holiday.
How do I get a cheap holiday to Osceola?
Creating your own Osceola holiday with Expedia is the easiest way to save. We have more than 400 partner airlines and 321,000 properties globally. With such an awesome range to select from, you'll have no trouble creating your perfect getaway. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Osceola holiday?
Lakeside Casino and Osceola Country Club should be on your list of things to do during your next holiday in Osceola. East Lake County Park is another top attraction not to be missed.
What is the best area to stay in when on holiday in Osceola?
If you'll be visiting Lakeside Casino, save yourself the hassle of commuting and find a place to stay nearby. It's one of the top attractions in Osceola.
Do I need a visa for my Osceola holiday?
Look up the most up-to-date information on official government websites. Your nationality and whether you're visiting for leisure, study or business will determine if you need a visa for Osceola. Get familiar with the application process, including any required documentation, fees and turnaround times. Start your application well in advance to allow plenty of time for processing. Some visas can take many weeks or even months to obtain, depending on the country.
What should I wear on my Osceola holiday?
Though everyone's personal style is different, it can be helpful to have some guidelines for what to wear on your holiday in Osceola. We recommend searching style blogs before leaving to get inspiration for local fashion trends. Daytime temperatures in January, Osceola's coolest month, average around -5ºC. July marks this destination's warmest month when the average reaches 23ºC. Our suggestion? Take the guesswork out of packing and check the local weather conditions.
What does an Expedia Osceola holiday include?
Choose from a combination of hotels, flights and hire cars. Once you've made your booking, add some experiences and tours. Want to pick your fare class? That's also easy to do. The choice is all yours when it comes to crafting your dream Osceola trip. Discover a huge range of property types and pick one that fits your group size. The most sought-after holiday rentals here are motels and hotels. With Expedia, you can easily customise your Osceola escape the way you like.
Does Expedia offer Book Now, Pay Later Osceola holidays?
Yes, we do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply click on the payment plan that suits you best during checkout and take the stress out of budgeting for your trip. Remember to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:
  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all types of budgets, so you can lock in that well-deserved holiday now.
  • No-deposit holidays: Hitting the "book now" button is easier with this payment option. With no upfront fee for your escape, you can Book Now, Pay Later and start working on your travel plans.

Can I choose my airline with an Osceola Expedia holiday?
Yes, the choice is all yours. We offer more than 400 partner airlines worldwide, so you can tailor your Osceola escape according to your budget and style.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.