Winona Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Winona Holiday

Winona Essential Information

Language
English
Currency
U.S dollars
Population
1,350
Max Temp Winter
7ºC
Max Temp Summer
32ºC

Our pick of the best Winona Hotel Deals

“The Cabin”@ Serenity Ranch. Centrally located to all the wonders of Shannon co.

“The Cabin”@ Serenity Ranch. Centrally located to all the wonders of Shannon co.

Winona
9.8/10 Exceptional! (8 reviews)
"This is such a cute VRBO! It has all the ammenities you need for a weekend away, and they're all nicer than most VRBOs. The kitchen is perfect. We has no issues checking in, and the owner was very friendly. Just beware that the road is quite rustic and the drive is quite steep. A truck would be ..."

Reviewed on 10 Aug. 2025

Get rates
“The Cabin”@ Serenity Ranch. Centrally located to all the wonders of Shannon co.
Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!

Eminence
9.8/10 Exceptional! (68 reviews)
"Great"

Reviewed on 15 Aug. 2025

Get rates
Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!
Current River Inn

Current River Inn

3 out of 5
602 Main St, Van Buren, MO
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 20 Aug to 21 Aug
AU$152
20 Aug - 21 Aug
includes taxes & fees
8/10 Very Good! (149 reviews)
"Need to trim bushes back in front of rooms. Otherwise nice, clean place."

Reviewed on 13 Aug. 2025

Current River Inn
See all 144 properties in Winona
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Winona

Rocky Falls

Rocky Falls

Commune with nature and explore the great outdoors at Rocky Falls during your travels in Winona. While you're in the area, wander around the natural setting.

Rocky Falls

Frequently asked questions

How much does a Winona holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Winona costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Winona?
January, February and November are great times to search for cheap Winona holiday packages. Opting to travel in less busy periods means you'll typically find reduced prices on flights and hotels.
How many days is enough for Winona?
Usually, a handful of days is enough to tick off the major sights during your Winona holiday. But if you want to have time to unwind or take day tours, think about extending your itinerary.
How to find the best Winona package deals?
Begin your search for a Winona package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Winona package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Winona adventure off to a flying start.
Is it cheaper to book a Winona holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a customised Winona holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Winona?
If you've got your Winona holiday dates finalized, book early to grab some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Winona?

  1. Choose your dates: The things you'd like to do in Winona and your favourite season can help you decide when to go.
  2. Budget wisely: On top of the cost of your hotel, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could arise during your trip to Winona.
  3. Work out your trip length: Think about how long you'd like to spend exploring Winona. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Winona holiday package.

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