Osceola Vacations from $707

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The Latest Osceola vacation packages

Price found within the past 48 hours. Click for updated prices.
Island Inn

Island Inn

2 out of 5
Price was $831, price is now $707 per person
$707
per person
Feb 2 - Feb 9
found 3 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Grand Island (GRI)
6.4/10 (474 reviews)
Very economical, for the price it's very good and in a good location.

Reviewed on Nov 4, 2025

Dragonfly Inn and Suites

Dragonfly Inn and Suites

2 out of 5
Price was $1,393, price is now $1,093 per person
$1,093
per person
Feb 2 - Feb 9
found 3 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Grand Island (GRI)
9.2/10 Wonderful! (222 reviews)
We tried Dragon Fly this trip vs. a Name Hotel. The rooms have been updated, clean and the beds offered a great sleep. I would recommend that they continue updating the rest of the property. The lobby entrance had a rigged up ramp out of plywood, that bent and rocked as you entered. The lobby itself was very dated, but the staff was very good as was the coffee. They had a sign out front welcoming truckers, but a third if the sign was missing and flapping in the wind. The rooms were a 4 but the rest of the property was a 2, which averaged to my 3 rating.

Reviewed on Nov 29, 2025

Boarders Inn & Suites by Cobblestone Hotels – Grand Island

Boarders Inn & Suites by Cobblestone Hotels – Grand Island

2.5 out of 5
Price was $1,042, price is now $881 per person
$881
per person
Feb 2 - Feb 9
found 3 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Grand Island (GRI)
8/10 Very Good! (746 reviews)
King size business room is good size with a sofa, tv. Exhast fan in bathroom, great shower head. Bed is a bit uncomfortable, pillows are not great. Breakfast was great plenty options and served till 10 on Sundays

Reviewed on Nov 9, 2025

Comfort Suites Grand Island South

Comfort Suites Grand Island South

2.5 out of 5
Price was $1,096, price is now $934 per person
$934
per person
Feb 2 - Feb 9
found 3 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Grand Island (GRI)
9.4/10 Exceptional! (503 reviews)
Fantastic experience, property manager Nicole took care of my requests and I had a great time checking in The entire property was spotless and well taken care of. Thank you

Reviewed on Dec 6, 2025

Hampton Inn Grand Island

Hampton Inn Grand Island

2.5 out of 5
Price was $1,112, price is now $960 per person
$960
per person
Feb 2 - Feb 9
found 3 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Grand Island (GRI)
8.4/10 Very Good! (404 reviews)
The bathtub has rust on the sides!!!! I would never take a bath in it let alone a shower!!!!!!!!!!!!!!!!!!!!!!!

Reviewed on Nov 22, 2025

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Osceola Hotel Deals

Fairfield by Marriott Inn & Suites Columbus

Fairfield by Marriott Inn & Suites Columbus

2.5 out of 5
5912 Howard Blvd Columbus NE
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $114 total per night from Dec 21 to Dec 22
$114 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (51 reviews)
Room was nice pillows not great morning breakfast was disappointing but free nice clean facilities

Reviewed on Dec 3, 2025

Fairfield by Marriott Inn & Suites Columbus
Hampton Inn Columbus NE

Hampton Inn Columbus NE

2.5 out of 5
3536 23rd Street Columbus NE
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $110 total per night from Dec 21 to Dec 22
$110 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (343 reviews)
Na

Reviewed on Nov 23, 2025

Hampton Inn Columbus NE
Sleep Inn And Suites

Sleep Inn And Suites

2.5 out of 5
303 23rd St Columbus NE
Fully refundable
$72 nightly
The price is $84 total per night from Jan 4 to Jan 5
$84 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.8/10 Excellent! (414 reviews)
I really enjoy Sleep Inn they focus on rest and comfort. Clean rooms. Comfortable beds/bedding. Hot beverages with good selection. Even the cable tv has good selections. The staff were very friendly and helpful. As long as the price stays in my budget I’ll return next time through.

Reviewed on Dec 10, 2025

Sleep Inn And Suites
See all 19 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.

Find the Best Osceola Vacation Packages

Osceola Essential Information

Language
English
Currency
U.S dollars
Population
850

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Frequently asked questions

How much does an Osceola vacation package cost?
You'll find cheap prices from $707 on Expedia for your Osceola break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Osceola costs.
What are the cheapest months to go to Osceola?
You can usually find lower prices and greater availability in November, December and January. Browse our cheap Osceola vacation packages and you could score some excellent off-season deals.
How many days is enough for Osceola?
The ideal duration of your Osceola vacation depends on what you'd like to see. Usually, a few days to a week will give you time to check out all the leading sights and discover some hidden gems along the way.
How to find the best Osceola package deals?
Bagging a cheap Osceola package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Osceola package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Osceola vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can customize your Osceola getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Osceola?
If you've got your Osceola travel dates finalized, book as soon as you can to score some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Osceola vacation packages?
Jet off on your perfect trip to Osceola with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.