Osceola County Vacations & Trips from $550
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Osceola County Vacation
With an Osceola County vacation package, you can forget about the hassle of planning and simply focus on experiencing what this interesting destination has to offer. Can't decide what should come first? Sibley is one of the most popular cities to explore during your trip to Osceola County. Expedia is a one-stop shop when it comes to organizing your Osceola County vacation. From accommodations and flights, to activities and rental cars, we're here to help you create a travel experience like no other.
Top destinations in Osceola County
Sibley
The Latest Osceola County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Sioux Falls Airport-Waterpark & Event Ctr
Northwest Sioux Falls
$550
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Sioux Falls (FSD)
7.8/10 Good! (1,666 reviews)
Not well maintained. Garbage in the waterfall. Staff unfriendly no one smiled or said hi when passing.
Room was clean, bed was comfortable. Decent for the price I paid.
The $25 deposit was a refreshing change , other places have been from $100 to $250.
Reviewed on Aug 12, 2026
Historic Twin Tudors Inn
$1,316
per person
Sep 22 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Augusta (AGS) to Sioux Falls (FSD)
8.8/10 Excellent! (3 reviews)
We were upgraded to staying at the Victorian Inn- i would highly recommended. The house is charming and located in the historic downtown of Sioux Falls.
Reviewed on Jun 16, 2025
Find the Best Osceola County Vacation Packages
Osceola County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Eppley Field Airport (OMA) |
Osceola County Hotel Deals
Sibley Inn
1108 2nd Avenue Sibley IA
Fully refundableReserve now, pay when you stay
$70 nightly
$77 total
Aug 23 - Aug 24
Total with taxes and fees
9.2/10 Wonderful! (466 reviews)
"You get what you pay for."
Reviewed on Aug 11, 2026
Lake Okoboji Resort & Conference Center
1405 Highway 71 Okoboji IA
Fully refundableReserve now, pay when you stay
$96 nightly
$106 total
Sep 6 - Sep 7
Total with taxes and fees
7.8/10 Good! (1,022 reviews)
"Rooms were dirty, front desk staff were rude"
Reviewed on Aug 12, 2026
AmericInn by Wyndham Okoboji
1005 Brooks Park Dr Okoboji IA
Fully refundableReserve now, pay when you stay
$122 nightly
$134 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (653 reviews)
"The hotel was conveniently located to all the activities we wanted to do."
Reviewed on Aug 10, 2026
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.
Stay near popular Osceola County attractions
Sibley Golf And Country Club
8.0/10 (3 reviews)
Enjoy a round of golf in Sibley at Sibley Golf And Country Club. Discover the area's entertainment venues and churches.
Albert W. McCallum Museum
8.0/10 (3 reviews)
You can spend an afternoon browsing the exhibits at Albert W. McCallum Museum during your travels in Sibley. Discover the area's entertainment venues and churches.
Sibley Central Park
8.6/10 (14 reviews)
Explore the great outdoors at Sibley Central Park, a lovely green space in Sibley. Discover the area's entertainment venues and churches.
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Osceola County
- Vacations and getaways similar to Osceola County
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
