Osceola County Holidays

Photo by Erik Rowley

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Osceola County

AmericInn by Wyndham Sibley

AmericInn by Wyndham Sibley

2.5 out of 5
1726 Pierce Ave Sibley IA
Fully refundableReserve now, pay when you stay
The price is €102 per night from 16 Jan to 17 Jan
€102
16 Jan - 17 Jan 2026
includes taxes & fees
9/10 Wonderful! (271 reviews)
Clean room nice location

Reviewed on 5 Dec 2025

AmericInn by Wyndham Sibley
AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

2.5 out of 5
1005 Brooks Park Dr Okoboji IA
Fully refundableReserve now, pay when you stay
The price is €79 per night from 30 Dec to 31 Dec
€79
30 Dec - 31 Dec
includes taxes & fees
8.8/10 Excellent! (571 reviews)
Everything was great during our last-minute stay. The woman at the front desk was very pleasant to work with, our room was great, the hotel was quiet, the pool area was nice (the sauna was an unexpected extra), and there was a great selection at breakfast. We would definitely stay again.

Reviewed on 10 Dec 2025

AmericInn by Wyndham Okoboji
Lake Okoboji Resort & Conference Center

Lake Okoboji Resort & Conference Center

3 out of 5
1405 Highway 71 Okoboji IA
Fully refundableReserve now, pay when you stay
The price is €70 per night from 17 Dec to 18 Dec
€70
17 Dec - 18 Dec
includes taxes & fees
7.8/10 Good! (893 reviews)
It was a nice room

Reviewed on 1 Dec 2025

Lake Okoboji Resort & Conference Center
See all 448 properties in Osceola County
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 County holiday package cost?
Get ready to book, because a getaway to Osceola County starts from an affordable . When you combine your flights, hotels and car rentals into a travel package, you'll score the best bargains.
How do I get a cheap travel package to Osceola County?
Bundle your flights and hotels with Expedia to save on your next trip. With more than 550 partner airlines and 1,000,000 hotel options globally, your Osceola County holiday package can be customized exactly to suit your budget. With all those extra dollars, why not add one or more fun tours and activities? It's an easy way to unlock even more discounts. That holiday you've always dreamed of in Osceola County is much closer than you thought!
How far in advance should I book my Osceola County holiday?
Your best bet is to book early. Airlines generally release flights up to 12 months ahead of departure, and this is a fantastic opportunity to land some of the cheapest prices. Boss just told you to use up all your holiday days next week? No problem! Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Osceola County travel package include?
Expedia has all you need to arrange your Osceola County getaway, but how you structure your package depends on you. Choose from a combination of flights, hotels and rental cars. Looking for some activities or tours to fill in your time? Once you've made your booking, you can add them too. Whatever your budget or style, there's a package to meet your needs.
What should I know before booking an Osceola County travel package?
An Expedia travel package can be customized for your circumstances and is an easy way to make your money go further. What you include is completely up to you. Rental cars, hotels and flights — mix and match whatever combination suits your plans.
Can I choose my airline with an Osceola County Expedia holiday package?
Yes, you're in control. We have access to over 550 partner airlines all over the world, so you can tailor your Osceola County holiday according to your travel needs.
If I'm not able to travel, can I cancel my Osceola County holiday package?
You sure can, and we'll help you every step of the way. You may be able to change or cancel your Osceola County holiday package at no cost within 24 hours of booking. However, you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If life throws you a curveball, take a look at our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.