Osceola Holidays

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    Better together

    Save up to Rp173.195 when you book a flight and hotel together*
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    Find the right fit

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    Plan, book, and manage your trip all in one place

Top hotels in Osceola

Larkspur Landing South Bend
Larkspur Landing South Bend
2.5 out of 5
52709 Indiana State Route 933, South Bend, IN
Fully refundableReserve now, pay when you stay
The price is Rp1.364.745 per night from 27 Jul to 28 Jul
Rp1.364.745
Rp1.569.457 total
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (976 reviews)
"Very close to restaurants, and stores."

Reviewed on 9 Jul 2025

Larkspur Landing South Bend
Doubletree Hotel South Bend
Doubletree Hotel South Bend
4 out of 5
123 N Dr. Martin Luther King BLVD, South Bend, IN
Fully refundableReserve now, pay when you stay
The price is Rp1.724.541 per night from 11 Aug to 12 Aug
Rp1.724.541
Rp1.983.222 total
11 Aug - 12 Aug
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"Great folks, great location Hilton should be proud!"

Reviewed on 8 Jun 2025

Doubletree Hotel South Bend
Baymont By Wyndham South Bend
Baymont By Wyndham South Bend
2.5 out of 5
215 South Dixie Way, South Bend, IN
Fully refundableReserve now, pay when you stay
The price is Rp1.138.504 per night from 14 Jul to 15 Jul
Rp1.138.504
Rp1.309.279 total
14 Jul - 15 Jul
includes taxes & fees
8.4/10 Very Good! (137 reviews)
"The breakfast was fresh and pleasing to the eye. The gentleman, wish I would have got his name, was very attentive to task at hand. Who would have biscuits and gravy at a hotel buffet would rate 5 stars! It did. Thank you"

Reviewed on 11 Jul 2025

Baymont By Wyndham South Bend
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.

Frequently asked questions

How much does an Osceola holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Osceola costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Osceola?
The off-season is the best time to head to Osceola if you're hoping to keep costs down. Another tip for finding cheap Osceola holiday packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Osceola?
With a well-planned schedule, you can easily tick off the most popular Osceola attractions in a few days. But if you'd like to discover hidden spots or go on day trips, consider booking your Osceola holiday for longer.
How to find the best Osceola package deals?
Start your search for an Osceola package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Osceola package deal straight away, just switch up 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 holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking accommodation and flights individually. Better still, you can personalise your Osceola trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Osceola?
Score fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Osceola escape.
How to plan a trip to Osceola?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Osceola.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to activities and airfares. Your hotel will likely be the biggest expense during your trip to Osceola.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to get to in Osceola. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find an Osceola holiday package that brings all your bookings together.

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