Search Osceola Flights

Change your flight without a fee on select flights

Money Saving Bundle when you purchase Hotel + Flight! 

Get mobile alerts about flight delays, gate changes and more with the FREE Wotif app

Flight Info
Destination airport
Osceola

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Hotels in Osceola

Hotel Crosby

Hotel Crosby

2.5 out of 5
232 Main St N, Stillwater, MN
The price is NZ$392 per night from 18 Nov to 19 Nov
NZ$392
18 Nov - 19 Nov
includes taxes & fees
Stay at this hotel in Stillwater. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,004 reviews)
Was was spotless! Staff was very courteous! Vibe was incredible!

Reviewed on 3 Nov 2025

Hotel Crosby
Best Western Plus Hudson I-94

Best Western Plus Hudson I-94

2.5 out of 5
1200 Gateway Blvd, Hudson, WI
The price is NZ$168 per night from 23 Nov to 24 Nov
NZ$168
23 Nov - 24 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Hudson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (582 reviews)
The room was stuffy, we slept with air conditioning on, the temperature outside was in the 40’s. No house keeping for one of the days. Some confusion about are room, both by maintenance and the person at the desk.

Reviewed on 27 Oct 2025

Best Western Plus Hudson I-94
Water Street Inn

Water Street Inn

3.5 out of 5
101 Water St South, Stillwater, MN
Stay at this 3.5-star business-friendly hotel in Stillwater. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in ...
7.8/10 Good! (891 reviews)
Clean, great location, fun historical elements

Reviewed on 30 Oct 2025

Get rates
Water Street Inn
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.

Airport

^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.