Osceola Vacations from $437

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Your Osceola Vacation

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 vacation 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 vacation is just a few clicks away with Expedia.

The Latest Osceola vacation packages

Price found within the past 48 hours. Click for updated prices.
AmericInn by Wyndham Des Moines Airport

AmericInn by Wyndham Des Moines Airport

2.5 out of 5
Greater South Side
Price was $568, price is now $437 per person
$437
per person
Dec 18 - Dec 23
found 20 hours ago
Roundtrip flight included
Phoenix (PHX) to Des Moines (DSM)
7.8/10 Good! (1,014 reviews)
Staff was friendly and helpful, nice rooms, parking and room was clean.

Reviewed on Oct 3, 2025

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

2.5 out of 5
Price was $609, price is now $473 per person
$473
per person
Dec 18 - Dec 23
found 20 hours ago
Roundtrip flight included
Phoenix (PHX) to Des Moines (DSM)
9.2/10 Wonderful! (941 reviews)
Paying for parking that you don’t get.

Reviewed on Oct 7, 2025

Residence Inn Des Moines Downtown

Residence Inn Des Moines Downtown

3 out of 5
Downtown Des Moines
Price was $647, price is now $504 per person
$504
per person
Dec 18 - Dec 23
found 20 hours ago
Roundtrip flight included
Phoenix (PHX) to Des Moines (DSM)
8.6/10 Excellent! (523 reviews)
The staff were very nice. Good free breakfast! They didn't clean our room ( we were there for two nights). Not sure if we needed to request or if they forgot.

Reviewed on Oct 6, 2025

Staybridge Suites Des Moines Downtown by IHG

Staybridge Suites Des Moines Downtown by IHG

3 out of 5
Downtown Des Moines
Price was $686, price is now $536 per person
$536
per person
Dec 18 - Dec 23
found 20 hours ago
Roundtrip flight included
Phoenix (PHX) to Des Moines (DSM)
9.4/10 Exceptional! (1,007 reviews)
Great place all together. 10/10 recommend. Rooms are spacious and good for long or short stays. Comfortable and clean. Did try to the pool, gym or social hour but it was very welcoming.

Reviewed on Oct 1, 2025

Staybridge Suites West Des Moines by IHG

Staybridge Suites West Des Moines by IHG

3 out of 5
Price was $670, price is now $526 per person
$526
per person
Dec 18 - Dec 23
found 20 hours ago
Roundtrip flight included
Phoenix (PHX) to Des Moines (DSM)
8.4/10 Very Good! (458 reviews)
Easy access from the highway…rooms slept 6 people…plenty of room to sit and visit…staff was very accommodating! Will definitely be returning in the near future

Reviewed on Sep 22, 2025

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Discover the most popular places to visit in Osceola

Lakeside Casino

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

Lakeside Casino

Osceola Hotel Deals

Lakeside Hotel Casino

Lakeside Hotel Casino

3 out of 5
777 Casino Dr, Osceola, IA
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $103 total per night from Oct 20 to Oct 21
$103 total
Oct 20 - Oct 21
Total with taxes and fees
8/10 Very Good! (1,013 reviews)
"The room was clean and comfortable. Our son enjoyed the pool"

Reviewed on Oct 9, 2025

Lakeside Hotel Casino
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
$72 nightly
The price is $81 total per night from Oct 26 to Oct 27
$81 total
Oct 26 - Oct 27
Total with taxes and fees
8.6/10 Excellent! (216 reviews)
"This was an excellent value for the moderate room cost. All room furnishings and bathroom plumbing worked perfectly and reflected care by the owners and staff. Adequate breakfast buffet. Excellent coffee. Just an all-around satisfying experience. We will stay here again next year."

Reviewed on Oct 6, 2025

Super 8 by Wyndham Osceola IA
Quality Inn Osceola

Quality Inn Osceola

2.5 out of 5
710 Warren Ave, Osceola, IA
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $101 total per night from Oct 18 to Oct 19
$101 total
Oct 18 - Oct 19
Total with taxes and fees
8.6/10 Excellent! (56 reviews)
"Worth the stay"

Reviewed on Sep 20, 2025

Quality Inn Osceola
See all 102 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.

Osceola Essential Information

Language
English
Currency
U.S dollars
Population
5,000
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Lakeside Casino, Clarke County Speedway and Osceola Country Club

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Frequently asked questions

How much does an Osceola vacation package cost?
Offering great value package deals from $437 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?
If you're hoping to score a cheap Osceola vacation package, consider planning a trip in February, April and December. You'll usually find lower prices on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Osceola?
The ideal length of your Osceola vacation depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to check out all the main sights and explore some hidden gems along the way.
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.
Does Expedia offer Book Now, Pay Later Osceola vacation packages?
Your Osceola trip is meant to be an escape from your daily routine, not a source of money-related stress. So to allow you extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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