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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.
Microtel Inn & Suites by Wyndham Ames
Wildwood Lodge
Iowa House
Hilton Des Moines Downtown
Gateway Hotel and Conference Center at Iowa State University
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Discover the most popular places to visit in Osceola

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
$94 nightly
The price is $105 total per night from Feb 2 to Feb 3
$105 total
Feb 2 - Feb 3
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
The room was nice and clean. A bit warm. Water in shower was hot. Hot tub was nice. Reception was very nice and quick. Disappointed that there was no breakfast provided.

Reviewed on Jan 19, 2026

Lakeside Hotel Casino
AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola

2.5 out of 5
111 Ariel Dr Osceola IA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $115 total per night from Feb 2 to Feb 3
$115 total
Feb 2 - Feb 3
Total with taxes and fees
8.8/10 Excellent! (607 reviews)
Room was clean and quiet. Was very pleasantly surprised with the place given it's a road side hotel. Will for sure stay here in the future.

Reviewed on Jan 16, 2026

AmericInn by Wyndham Osceola
Evergreen Inn

Evergreen Inn

2.5 out of 5
221 West McLane (Highway 34) Osceola IA
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $58 total per night from Feb 2 to Feb 3
$58 total
Feb 2 - Feb 3
Total with taxes and fees
8.8/10 Excellent! (696 reviews)
Staff was kind and helpful and room was clean! Small and a bit old but perfect for a quick night when traveling a long distance. Great value!

Reviewed on Jan 30, 2026

Evergreen Inn
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.

Find the Best Osceola Vacation Packages

Things to do near Osceola

Osceola, Iowa, offers a delightful mix of outdoor adventures and family-friendly activities, making it ideal for vacations. Visitors can explore scenic spots and enjoy leisurely strolls along walking trails. The town also features a campground for those looking to experience nature up close, along with shopping centers that cater to various tastes. Whether you're seeking romance or family fun, Osceola has something for everyone.

Shopping

In Osceola, visit the local shops downtown for unique gifts and souvenirs. If you're up for a drive, check out the nearby Southridge Mall in Des Moines for a wider selection of stores, including popular brands and specialty shops.

Recreation

Unwind at Little River Recreation Area with serene nature walks and fishing. Enjoy luxury at Lakeview Golf and Country Club while playing a round of golf. For a cultural experience, visit The Winterset Stage for engaging performances that entertain families and couples alike.

Adventure

Explore the Cinder Path Bike Trail, located 22 miles from Osceola, where you can hike through beautiful scenery and immerse yourself in the great outdoors. Experience the thrill of biking or walking along this scenic trail, perfect for adventure seekers and nature lovers alike.

Nightlife

Osceola's nightlife offers a cozy atmosphere with local bars and entertainment. Visit the Pub on Main for a selection of craft beers and enjoy live music. For a laid-back vibe, check out the Corner Café, where you can unwind with friends and savor delicious comfort food.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Osceola

Osceola, Iowa, is an ideal destination for outdoor enthusiasts, families, and couples seeking a romantic getaway. Visitors can explore urban parks, serene lakes, and beautiful nature reserves, providing a perfect blend of city and outdoor experiences. Don't miss the charming postcard cabins and the stunning scenery of the Ozark Highlands, making your stay in Osceola truly memorable.

  • East Lake County Park: Enjoy a family-friendly atmosphere at this urban park located within Osceola. With plenty of outdoor space, it’s perfect for picnics, walking trails, and enjoying city vibes amidst nature.
  • Arbor Valley Lake: Experience romance and scenic beauty at Arbor Valley Lake. This picturesque spot features a lovely beach area, making it ideal for relaxing, swimming, or simply taking in the breathtaking views.
  • West Lake Park: Discover adventure at West Lake Park, a nature reserve that emphasizes eco-friendliness. Perfect for hiking and exploring, this outdoor oasis offers a chance to connect with nature and enjoy various recreational activities.

Best time to go to Osceola

The best time to visit Osceola can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Osceola falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Osceola falls in January, visitor numbers are moderately low and weather is mostly cloudy with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.8°F (-5.1°C)No RainMostly CloudyModerately LowSlightly Low
February25.3°F (-3.7°C)No RainMostly SunnyModerately LowSlightly Low
March40.1°F (4.5°C)Light RainMostly CloudyAverageAverage
April50.4°F (10.2°C)Light RainMostly SunnyAverageAverage
May61.2°F (16.2°C)Light RainMostly SunnyAverageAverage
June71.8°F (22.1°C)Light RainMostly SunnyModerately HighSlightly High
July75.0°F (23.9°C)Light RainMostly SunnyModerately HighSlightly High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
September66.9°F (19.4°C)Light RainMostly SunnyAverageAverage
October53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
November40.6°F (4.8°C)Light RainMostly SunnyAverageAverage
December29.8°F (-1.2°C)Light RainMostly SunnyModerately LowSlightly Low

Tips to save on your trip to Osceola

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Osceola.
  • Consider traveling to Osceola during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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 $662 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.