Osceola County Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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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 Osceola County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

2 out of 5
Price was CA $932, price is now CA $864 per person
CA $864
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Sioux Falls (FSD)
7/10 Good! (310 reviews)
Clean and friendly also just off interstate

Reviewed on Dec 1, 2025

Gateway Park Hotel and Suites

Gateway Park Hotel and Suites

2.5 out of 5
Price was CA $1,388, price is now CA $1,002 per person
CA $1,002
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Sioux Falls (FSD)
9.2/10 Wonderful! (1,001 reviews)
Very clean and great value

Reviewed on Mar 10, 2026

Historic Twin Tudors Inn

Historic Twin Tudors Inn

3 out of 5
Price was CA $1,533, price is now CA $1,258 per person
CA $1,258
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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

Hotel On Phillips

Hotel On Phillips

2.5 out of 5
Downtown Sioux Falls
Price was CA $1,256, price is now CA $1,144 per person
CA $1,144
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Sioux Falls (FSD)
9.6/10 Exceptional! (1,356 reviews)
Clean, roomy, great bartenders!

Reviewed on Mar 9, 2026

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Osceola County Hotel Deals

Sibley Inn

Sibley Inn

2.5 out of 5
1108 2nd Avenue Sibley IA
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Mar 12 to Mar 13
CA $105
CA $115 total
Mar 12 - Mar 13
includes taxes & fees
9.2/10 Wonderful! (428 reviews)
Clean

Reviewed on Feb 24, 2026

Sibley Inn
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 CA $107 per night from Mar 19 to Mar 20
CA $107
CA $128 total
Mar 19 - Mar 20
includes taxes & fees
7.8/10 Good! (924 reviews)
Clean Room and Breakfast was not great.

Reviewed on Mar 8, 2026

Lake Okoboji Resort & Conference Center
Bridges Bay Resort

Bridges Bay Resort

3.5 out of 5
630 Linden Drive Arnolds Park IA
The price is CA $119 per night from Mar 12 to Mar 13
CA $119
CA $142 total
Mar 12 - Mar 13
includes taxes & fees
7.6/10 Good! (648 reviews)
Courteous staff. Dishwasher in our suite was broken so couldn't use it. No light at microwave. Very noisy with kids running up & down the hallways.

Reviewed on Feb 24, 2026

Bridges Bay Resort
See all 464 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.
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Frequently asked questions

How much does an Osceola County vacation package cost?
Get ready to book, because a getaway to Osceola County starts from an affordable CA $864. 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 vacation 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 vacation you've always dreamed of in Osceola County is much closer than you thought!
How far in advance should I book my Osceola County vacation?
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 vacation 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 vacation 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 vacation according to your travel needs.
If I'm not able to travel, can I cancel my Osceola County vacation 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 vacation 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.