Osceola Vacation Packages

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Your Osceola Vacation

Uncover the best of Osceola with a tailor-made Osceola vacation package. From its small-town feel and friendly locals to its rich history, you'll love discovering this riverfront city in the way that you want. If visiting the sights is a priority during your trip to Osceola, make sure you find your way to popular attractions like Osceola & St. Croix Valley Railway and Riverwood Canoe. Expedia has what you need to escape your routine. Tailor your vacation to Osceola to suit your style of travel, whatever that may be.

Top Osceola Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Mall of America - MSP Airport

Quality Inn & Suites Mall of America - MSP Airport

2.5 out of 5
East Bloomington
Price was CA $578, price is now CA $421 per person
CA $421
per person
Nov 6 - Nov 11
found 20 hours ago
Roundtrip flight included
Saskatoon (YXE) to Minneapolis (MSP)
6.6/10 (1,203 reviews)
The pool was freezing. Our sheets were clearly not fitted for our bed, they kept coming off the mattress and we had to get up multiple times a day and night to fix them. Not a great election for breakfast.

Reviewed on Aug. 24, 2025

Hilton Minneapolis/Bloomington

Hilton Minneapolis/Bloomington

4 out of 5
West Bloomington
Price was CA $799, price is now CA $530 per person
CA $530
per person
Nov 6 - Nov 11
found 20 hours ago
Roundtrip flight included
Saskatoon (YXE) to Minneapolis (MSP)
9/10 Wonderful! (1,010 reviews)
Amazing staff especially Jana! Loved free breakfast and late evening soups! Gym was always stocked with towels and clean. Would def stay here again. Thank you Jana for your great customer service and hospitality !

Reviewed on Aug. 27, 2025

Hampton Inn Minneapolis/Shakopee

Hampton Inn Minneapolis/Shakopee

2.5 out of 5
Price was CA $721, price is now CA $499 per person
CA $499
per person
Nov 6 - Nov 11
found 20 hours ago
Roundtrip flight included
Saskatoon (YXE) to Minneapolis (MSP)
9.2/10 Wonderful! (826 reviews)
The hotel charged their rate and Expedia charged us their amount/quite the commission Expedia makes. Thank goodness I questioned it at the front desk.

Reviewed on Aug. 24, 2025

Home2 Suites by Hilton Minneapolis Downtown, MN

Home2 Suites by Hilton Minneapolis Downtown, MN

3 out of 5
Downtown Minneapolis
Price was CA $1,315, price is now CA $965 per person
CA $965
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Minneapolis (MSP)
8.6/10 Excellent! (453 reviews)
Easy check in, complimentary breakfast, walkable in downtown. Bus station right outside

Reviewed on Aug. 18, 2025

Country Inn & Suites by Radisson, Brooklyn Park - Brooklyn Center, MN

Country Inn & Suites by Radisson, Brooklyn Park - Brooklyn Center, MN

3 out of 5
Price was CA $693, price is now CA $510 per person
CA $510
per person
Nov 6 - Nov 11
found 20 hours ago
Roundtrip flight included
Saskatoon (YXE) to Minneapolis (MSP)
8/10 Very Good! (1,006 reviews)
Modern feel, I like pool and my Kid loved it even more

Reviewed on Aug. 26, 2025

Ready to book your vacation to Osceola?

 

Choose your dates

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 CA $136 per night from Sep 1 to Sep 2
CA $136
CA $150 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (399 reviews)
"Liked very much."

Reviewed on Aug. 10, 2025

River Valley Inn & Suites
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 CA $165 per night from Sep 14 to Sep 15
CA $165
CA $178 total
Sep 14 - Sep 15
includes taxes & fees
8/10 Very Good! (1,005 reviews)
"Clean, spacious rooms. Friendly staff."

Reviewed on Aug. 23, 2025

Comfort Inn & Suites St. Paul Northeast
Stillwater Inn & Suites

Stillwater Inn & Suites

2 out of 5
1750 Frontage Rd W, Stillwater, MN
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Aug 31 to Sep 1
CA $92
CA $103 total
Aug 31 - Sep 1
includes taxes & fees
Stillwater Inn & Suites
See all 452 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Osceola vacation package cost?
You can pick up a vacation package to this popular destination from CA $421 on Expedia. However, how much your vacation to Osceola costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Osceola?
October, November and December are the best times to look for cheap Osceola vacation packages. Opting to travel in less busy months means you can generally find better prices on flights and accommodations.
How many days is enough for Osceola?
The ideal duration for your Osceola vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to check out all the leading attractions and discover some hidden gems along the way.
Is it worth booking a vacation package to Osceola?
Osceola is a good vacation destination with attractions like Osceola & St. Croix Valley Railway among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, an Osceola vacation promises a good time for everyone.
How to find the best Osceola package deals?
Use Expedia's filters to help you find some tempting Osceola package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Osceola package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book an Osceola vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the freedom to create a customized Osceola vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Osceola?
Secure amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Osceola vacation.
How to plan a trip to Osceola?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Osceola.
  2. Calculate your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and airfares. Your hotel will likely be the biggest expense during your trip to Osceola.
  3. Decide how long to go for: Now that you're up to speed on Osceola, you can figure out the right length of your vacation. Put together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Osceola vacation package.

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