Osceola Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Osceola

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 S$322 per night from 8 Dec to 9 Dec
S$322
includes taxes & fees
8 Dec - 9 Dec
9.2/10 Wonderful! (776 reviews)
"Hotel Crosby is great - 5 stars all around."

Reviewed on 16 Nov,2024

Hotel Crosby
AmericInn by Wyndham Hudson
AmericInn by Wyndham Hudson
2.5 out of 5
2400 Center Dr, Hudson, WI
Fully refundableReserve now, pay when you stay
The price is S$100 per night from 23 Dec to 24 Dec
S$100
includes taxes & fees
23 Dec - 24 Dec
7.6/10 Good! (669 reviews)
"Thank you for another quietn comfortable stay."

Reviewed on 19 Nov,2024

AmericInn by Wyndham Hudson
Country Inn & Suites by Radisson, Forest Lake, MN
Country Inn & Suites by Radisson, Forest Lake, MN
2.5 out of 5
1954 West Broadway Avenue, Forest Lake, MN
Fully refundable
The price is S$141 per night from 4 Dec to 5 Dec
S$141
includes taxes & fees
4 Dec - 5 Dec
7.8/10 Good! (748 reviews)
"The staff are very helpful and very kind. The pool is open 6am to midnight. We had a very nice stay."

Reviewed on 1 Nov,2024

Country Inn & Suites by Radisson, Forest Lake, MN
See all 407 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?
Discover the best of Osceola from as low as . We offer a great selection of flights, rental cars and hotels to suit every budget. Pick up even better deals when you add a couple of sightseeing activities to your holiday package.
How do I get a cheap travel package to Osceola?
You’ll save loads of cash if you bundle your car rentals, hotels and flights into an Osceola travel package. Sometimes cheap means fewer choices. But that’s not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 hotels throughout the world, which means you’ll always have plenty of options to choose from. Want to save even more? Add some exciting activities to your package deal to unlock even more discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Osceola?
If you’ll be checking out Osceola & St. Croix Valley Railway, skip commuting and stay close by. It’s one of the most popular attractions in Osceola.
What are the top hotels in Osceola?
Secure a room at Historic Beauty W Modern Updates Near Taylor’s Falls. It’s one of this area’s most in-demand hotels. Another top option in Osceola is River Valley Inn & Suites.
How far in advance should I book my Osceola holiday?
To land rock-bottom prices, book early. Air carriers usually advertise flight tickets, along with some of the lowest fares, up to 12 months ahead of time. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Osceola, there are always plenty of great deals on Expedia. Check them out now!
What does an Expedia Osceola travel package include?
It comes down to what you’re after. If you’re travelling alone, you might decide to bundle flights and hotels. Taking the whole family to Osceola? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking an Osceola travel package?
So many places to travel to, so many things to do. With a travel package, you can tick more of them off your list. Combine your flights, hotels and rental cars and enjoy big savings.
Can I choose my airline with an Osceola Expedia holiday package?
Yes, and with over 550 airlines to pick from globally, you’ve got lots of choice. Browse the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Osceola holiday package?
Yes, you can cancel your Osceola booking if your travel plans have changed. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

* 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.