Winona Holidays

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    Find the right fit

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

Top hotels in Winona

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! (64 reviews)
Fantastic for a Float Trip
"This was a perfect place to stay for doing day floats on the Current and Jack's Fork rivers. A great location less than 10 minutes outside Eminence that's secluded and quiet for some peaceful evenings after a day on the river.The house is stocked with all the typical things needed for cooking and ..."

Reviewed on 5 Jul 2025

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Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!
Honeysuckle Inn - Mountain View
Honeysuckle Inn - Mountain View
3 out of 5
1207 E Hwy 60, Mountain View, MO
Fully refundableReserve now, pay when you stay
The price is €103 per night from 16 Jul to 17 Jul
€103
16 Jul - 17 Jul
includes taxes & fees
8.4/10 Very Good! (297 reviews)
"It was good, but not pet friendly."

Reviewed on 12 Jul 2025

Honeysuckle Inn - Mountain View
Current River Inn
Current River Inn
3 out of 5
602 Main St, Van Buren, MO
The price is €95 per night from 16 Jul to 17 Jul
€95
16 Jul - 17 Jul
includes taxes & fees
8/10 Very Good! (142 reviews)
"This place is a treasure! So much attention to detail in the room. Comfortable, safe, quiet with wonderful staff! Highly recommend!"

Reviewed on 10 Jun 2025

Current River Inn
See all 142 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.

Popular places to visit

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.