Osceola Holidays

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Top hotels in Osceola

Four Winds Casino South Bend
Four Winds Casino South Bend
3 out of 5
3000 Prairie Ave, South Bend, IN
Fully refundableReserve now, pay when you stay
The price is S$172 per night from 30 Jun to 1 Jul
S$172
30 Jun - 1 Jul
includes taxes & fees
9.6/10 Exceptional! (527 reviews)
"Excellent"

Reviewed on 17 Jun, 2025

Four Winds Casino 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 S$104 per night from 23 Jun to 24 Jun
S$104
23 Jun - 24 Jun
includes taxes & fees
8.8/10 Excellent! (83 reviews)
"Clean new room"

Reviewed on 14 Jun, 2025

Baymont By Wyndham South Bend
Hilton Vacation Club Varsity Club South Bend, IN
Hilton Vacation Club Varsity Club South Bend, IN
3 out of 5
3800 N Main St, Mishawaka, IN
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 29 Jun to 30 Jun
S$152
29 Jun - 30 Jun
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"The property was in a great location to everything we were needing. We had the 2 bedroom and it was great. Very spacious and we loved having a washer and dryer in our room as well. Everything was clean and the staff were all wonderful."

Reviewed on 13 Jun, 2025

Hilton Vacation Club Varsity Club South Bend, IN
See all 1,047 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.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.