Winona Vacations

Book a Hotel + Flight together to unlock savings

Photo by Kirsten

  • Plan, book, travel with confidence

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    Better together

    Save up to AED 148 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Find the Best Winona Vacation Packages

Winona Hotel Deals

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

3 out of 5
900 Bruski Dr, Winona, MN
Fully refundableReserve now, pay when you stay
The price is AED 364 per night from Jul 31 to Aug 1
AED 364
AED 406 total
Jul 31 - Aug 1
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Comfortable, quiet. Had a nice stay."

Reviewed on 25 July 2025

Express Suites Riverport Inn & Suites
Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

2 out of 5
1025 Sugar Loaf Rd, Winona, MN
Fully refundableReserve now, pay when you stay
The price is AED 257 per night from Jul 31 to Aug 1
AED 257
AED 292 total
Jul 31 - Aug 1
includes taxes & fees
7.4/10 Good! (1,005 reviews)
"Very helpful, friendly staff. :)"

Reviewed on 25 July 2025

Super 8 by Wyndham Winona MN
The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona

3 out of 5
1025 Highway 61 E, Winona, MN
Fully refundableReserve now, pay when you stay
The price is AED 533 per night from Jul 29 to Jul 30
AED 533
AED 595 total
Jul 29 - Jul 30
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
"This hotel was a bit old and could use a little TLC. But the rooms and overall hotel were clean and the staff was friendly and helpful. The kids from 3 to 13yo had a lot of fun in the pool area. The breakfast was so so but had the essentials. This hotel was a little cheaper than Fairfield and Holiday ..."

Reviewed on 27 July 2025

The Plaza Hotel & Suites Winona
See all 342 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.

Discover the most popular places to visit in Winona

Winona State University

Winona State University

Enjoy the collegiate vibe when you visit Winona State University, during your trip to Winona. Stroll along the riverfront or experience the area's museums.

Winona State University
Sugarloaf trail....360 degree views from the top of sugar loaf of the Mississippi River valley. 28 routes for rock climbing to the peak....nice hiking trail to the base!

Sugar Loaf

Explore the great outdoors at Sugar Loaf, a lovely green space in Winona. Stroll along the riverfront or experience the area's museums.

Sugar Loaf
The old mill is also available for tours

Pickwick Mill

Find out about the history of Winona when you spend time at Pickwick Mill. Stroll along the riverfront or experience the area's museums.

Pickwick Mill

Frequently asked questions

How much does a Winona vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Winona costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Winona?
If you're hoping to snag a cheap Winona vacation package, consider traveling in December, January and February. You'll generally find better prices on flights and accommodations during these months — perfect for a budget-friendly getaway.
How to find the best Winona package deals?
Begin your search for a Winona package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Winona package deal straight 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 escape underway.
Is it cheaper to book a Winona vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights separately. Better still, you can tailor your Winona getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Winona?
If you've got your Winona travel dates locked in, book early to snap up some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Winona?

  1. Choose your travel dates: What you plan to do in Winona and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that may arise during your trip to Winona.
  3. Decide how long to go for: Now that you know more about Winona, you can figure out the perfect length of your vacation. Pull together a draft plan and give yourself enough time for all the things you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Winona vacation package that brings all your bookings together.