Osceola Trips (flight + hotel)

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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 P5,244 per night from Jul 13 to Jul 14
P5,244
P6,030 total
Jul 13 - Jul 14
includes taxes & fees
8/10 Very Good! (960 reviews)
"Nice hotel. Easy to get to, check in was quick and easy. Room was spacious and clean. There was a robotics tournament nearby as well as a lacrosse tournament, so a lot of younger guests. Got a bit loud at times. Not the hotel’s fault in any way, just timing. Overall, great experience."

Reviewed on Jun 23, 2025

Larkspur Landing South Bend
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 P6,073 per night from Jun 30 to Jul 1
P6,073
P7,592 total
Jun 30 - Jul 1
includes taxes & fees
9.6/10 Exceptional! (534 reviews)
Wonderful surprise
"We had to be close by for business and stayed here because of the high ratings. We were pleasantly surprised. This is a beautiful and clean property. We ate at Timbers once and the food was very good. The bed was comfortable and the shower was hot, water pressure good. Elevators were fast."

Reviewed on Jun 23, 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 P3,973 per night from Jun 30 to Jul 1
P3,973
P4,569 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (94 reviews)
"Fine"

Reviewed on Jun 21, 2025

Baymont By Wyndham South Bend
See all 1,060 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 vacation package cost?
You can pick up a vacation package to this destination on Expedia. But how much your vacation 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 vacation 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 vacation 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 vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights individually. Better still, you can personalize 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 vacation 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 vacation 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.