Osceola Holidays

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 S$116 per night from 20 Aug to 21 Aug
S$116
20 Aug - 21 Aug
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"The main issue for us was the overwhelming cigarette smell in the lobby and throughout the hotel. There wasn’t a welcome gift but we didn’t expect one. I really liked the size of our room and the layout. Also, I left my iPad and when contacting them they handled it very well and are shipping it to ..."

Reviewed on 7 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 S$75 per night from 14 Aug to 15 Aug
S$75
14 Aug - 15 Aug
includes taxes & fees
8.8/10 Excellent! (644 reviews)
"Nice place . No problems"

Reviewed on 27 Jul, 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
Fully refundableReserve now, pay when you stay
The price is S$103 per night from 7 Sept to 8 Sept
S$103
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very Good! (209 reviews)
"Older hotel, kept up nicely"

Reviewed on 5 Aug, 2025

Super 8 by Wyndham Osceola IA
See all 108 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 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.

* 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.