Osceola Holidays from £1,229
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Your Osceola Holiday
Uncover the best of Osceola with a tailor-made Osceola holiday 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 holiday to Osceola to suit your style of travel, whatever that may be.
Top Osceola Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Osceola Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 2,500 |
Max Temp Winter | -6.67ºC |
Max Temp Summer | 24ºC |
Top Sights | Interstate State Park- Wisconsin, Fawn Doe Rosa Wildlife Educational Park and Dancing Dragonfly Winery |
Top hotels in Osceola
River Valley Inn & Suites
1030 N Cascade Street Osceola WI
Fully refundableReserve now, pay when you stay
£66
5 Oct - 6 Oct
includes taxes & fees
7.8/10 Good! (508 reviews)
"on second day, our key card didn't work. we had to get another. carpet in our room was quite stained. gping back a bit, we were charged a $50 deposit fee. is this normal? also, this morning upon wake up, our tv didnt work. stated no service?"
Reviewed on 26 Sept 2026
Historic 1880s Home
Osceola WI
£171
6 Oct - 7 Oct
includes taxes & fees
10/10 Exceptional! (84 reviews)
"We loved the location as it was near all the sites we wanted to attend. It was within walking distance to the downtown and the falls. The house was great for the five of us. The kids liked the large variety of games available in the house."
Reviewed on 23 Sept 2026
Water Street Inn
101 Water St South Stillwater MN
Fully refundableReserve now, pay when you stay
£107
29 Sept - 30 Sept
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"Great location but out dated and worn. Staff was friendly and helpful but the carpet throughout hotel and our room was not clean and old."
Reviewed on 27 Sept 2026
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.
Stay near popular Osceola attractions
Osceola & St. Croix Valley Railway
8.6/10 (14 reviews)
Journey through the St. Croix River Valley on vintage railcars with the Osceola Railway. Autumn excursions showcase spectacular foliage while you experience the charm of historic rail travel.
Farmington Bottoms State Natural Area
This pristine floodplain forest along the St. Croix River offers an untouched wilderness experience amid old-growth trees. Bring a compass to navigate while spotting bald eagles and rare wildflowers.
Rice Lake
Commune with nature and explore the great outdoors at Rice Lake during your travels in Osceola. Amble around the area's riverfront or experience its entertainment choices.
Riverwood Canoe
8.0/10 (6 reviews)
Glide through the St. Croix River's pristine waters on a 7-mile scenic paddle suitable for all skill levels. Morning trips offer the calmest conditions and best wildlife viewing opportunities.
Big Lake
Commune with nature and explore the great outdoors at Big Lake during your travels in Osceola. Take in the entertainment choices and waterfalls in the area.
Church Pine Lake
Commune with nature and explore the great outdoors at Church Pine Lake during your travels in Osceola. Wander the riverfront or discover the area's waterfalls.
Frequently asked questions
How much does an Osceola travel package cost?
Be ready to book, because a trip to Osceola starts from an affordable £1,229. When you combine your flights, hotels and car rentals into a travel package, you'll score the best deals.
If I'm not able to travel, can I cancel my Osceola travel package?
Whether it's your hotel or flight, you can cancel or amend it. Locked in your Osceola travel package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may incur a charge from your airline, hotel or car rental company. For more details, take a look at our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to Osceola?
Booking an Osceola travel package with Expedia is one of the best ways to save. We have over 550 partner airlines and 1,000,000 hotels across the globe. With such a fantastic range to select from, you'll have no hassles creating your dream trip.
Does Expedia offer Book Now, Pay Later Osceola holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book your dream getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month sounds right for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
- Pay in instalments holidays: If you'd prefer to pay for your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: When you want to grab an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock it in.
Where should I stay in Osceola?
An escape to Osceola wouldn't be complete without checking out Osceola & St. Croix Valley Railway. Why not choose a hotel near this interesting attraction?
What are the top hotels in Osceola?
Get your holiday off to a fantastic start by booking a room at Holiday Inn Express St. Croix Valley, an IHG Hotel. It's one of most popular properties in Osceola. Another welcoming option is AmeriVu Inn and Suites - St. Croix Falls.
How far in advance should I book my Osceola holiday?
While prices change frequently, we generally recommend booking your spot as soon as possible. Most international airfares are found on Expedia up to a year in advance. If circumstances have left you booking late, you may still get lucky. Low prices to Osceola sometimes appear just weeks before departure.
What does an Expedia Osceola travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your dream Osceola escape. You can also add on fun stuff like experiences and activities once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking an Osceola travel package?
Booking all the parts of your trip together is a terrific way to save. Combine your flights, car rentals and hotels into a tidy little package. But your options don't end at hotels. Expedia has all sorts of properties, including holiday rentals such as oceanfront condos and serviced residences. You've got choices galore!
Can I choose my airline with an Osceola Expedia travel package?
Most definitely. We offer more than 550 airlines across the globe, so you can customize your Osceola adventure according to your budget and style.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
