Osceola Vacations

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Find the Best Osceola Vacation Packages

Osceola Hotel Deals

River Valley Inn & Suites
River Valley Inn & Suites
2.5 out of 5
1030 N Cascade Street, Osceola, WI
Fully refundableReserve now, pay when you stay
The price is AED 331 per night from Apr 27 to Apr 28
AED 331
AED 365 total
includes taxes & fees
27 Apr - 28 Apr
7.8/10 Good! (382 reviews)
"Drain in bathroom needs to be fixed. Other than that clean"

Reviewed on 8 April 2025

River Valley Inn & Suites
Hotel Crosby
Hotel Crosby
2.5 out of 5
232 Main St N, Stillwater, MN
Fully refundableReserve now, pay when you stay
The price is AED 790 per night from May 4 to May 5
AED 790
AED 884 total
includes taxes & fees
4 May - 5 May
9.2/10 Wonderful! (877 reviews)
"Property and staff were amazing. Elevator was broken but the staff was more than happy to help carry items up and down the stairs. Was still a bit inconvenient but would stay there again for sure. Location was amazing!"

Reviewed on 14 April 2025

Hotel Crosby
Comfort Inn & Suites St. Paul Northeast
Comfort Inn & Suites St. Paul Northeast
2.5 out of 5
3505 Vadnais Center Dr., White Bear Lake, MN
Fully refundableReserve now, pay when you stay
The price is AED 340 per night from May 4 to May 5
AED 340
AED 369 total
includes taxes & fees
4 May - 5 May
8/10 Very Good! (1,000 reviews)
"Great place!! Unfortunately the breakfast was cold??? My hubby got his only ten minutes before me, but my sausage was lukewarm to cold But the rest of my stay was great"

Reviewed on 13 April 2025

Comfort Inn & Suites St. Paul Northeast
See all 436 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?
Offering great value package deals on Expedia, you’ll be thrilled with how little a vacation to Osceola costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Osceola?
October, November and December are great times to search for cheap Osceola vacation packages. Opting to travel in quieter months means you can generally find lower prices on flights and hotels.
How to find the best Osceola package deals?
Use Expedia’s filters to find some fabulous Osceola package deals. When you begin your search, just set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your escape for midweek, or look for Osceola package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it’s usually best to lock in your vacation package as soon as possible.
Is it cheaper to book an Osceola vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You’ll usually snag a better deal than booking each component individually. And you’ll still have the freedom to create a personalized Osceola vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Osceola?
If you have your Osceola vacation dates confirmed, book as soon as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Osceola?

  1. Pick your travel dates: What you plan to do in Osceola and your favorite season can help you decide when to get away.
  2. Budget wisely: Besides the cost of your stay, you’ll need to consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that may arise during your trip to Osceola.
  3. Set the duration of your trip: Start by making a list of all the attractions you want to get to in Osceola. Then, estimate how long you’ll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that’s left now is to find an Osceola vacation package that brings all your bookings together.

Discover the most popular places to visit in Osceola

Osceola & St. Croix Valley Railway

5/5(1 review)

Enjoy a stop at Osceola & St. Croix Valley Railway, an entertaining place to visit in Osceola. Discover the waterfalls in this relaxing area.

Osceola & St. Croix Valley Railway

Riverwood Canoe

You can take time to visit Riverwood Canoe during your travels to Osceola. Discover the waterfalls in this relaxing area.

Riverwood Canoe