Winona Vacations from $730
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Your Winona Vacation
Its rich history, friendly locals and spectacular views are only a few of the reasons to book a vacation package to Winona. Whatever brings you to this riverside city, you're sure to have a fantastic experience. Any trip to Winona needs a well-designed itinerary. Fill yours with major attractions such as Winona State University, St. Marys University of Minnesota and Minnesota Marine Art Museum. No matter your travel plans or budget, organizing a tailored Winona vacation is a cinch with Expedia.
The Latest Winona vacation packages
Price found within the past 48 hours. Click for updated prices.
Kahler Grand Hotel
Downtown Rochester
$822
per person
Dec 14 - Dec 19
found 17 hours ago
Roundtrip non-stop flight included
Bloomington (BMI) to Rochester (RST)
8.4/10 Very Good! (2,293 reviews)
There were cob websites in our room but after a long day and long walk to the room, we were too tired to carry all our things back down to the desk to ask for another. The bathrooms are a bit weird and very cramped but for a one night stay, it did the job. Tim at the front desk was nice and gave us a late check out.
Reviewed on Sep 27, 2026
Stay near popular Winona attractions
Photo by Amy Jo Marks
Sugar Loaf Bluff
9.0/10 (193 reviews)
This striking 85-foot rock formation atop a 500-foot bluff offers panoramic views of Winona and the Mississippi River. Hikers and climbers can explore its bolted routes while experiencing Minnesota's geological heritage.
Lake Park
9.0/10 (43 reviews)
Lake Park encircles Lake Winona with a scenic five-mile trail and diverse recreation areas. Visitors can rent kayaks at the Lake Lodge or enjoy the ADA-accessible playground "Every Child's Dream."
Photo by Jessica Jahnke
Pickwick Mill
8.4/10 (6 reviews)
This six-story stone mill from the 1850s showcases original milling machinery and an operational water wheel. Explore all floors to witness 19th-century flour production techniques preserved in their authentic setting.
Lake Lodge Recreation Center
8.0/10 (32 reviews)
Overlooking Lake Winona, this recreation center offers year-round outdoor adventures from kayaking to ice skating. Rent well-maintained equipment and explore scenic trails for a perfect blend of activity and tranquility.
Garvin Heights City Park
9.4/10 (13 reviews)
Explore the great outdoors at Garvin Heights City Park, a lovely green space in Winona. Stroll along the riverfront or experience the area's museums.
Minnesota Marine Art Museum
9.4/10 (105 reviews)
Perched on the Mississippi River, the Minnesota Marine Art Museum showcases water-inspired masterpieces by Cézanne, Monet, and van Gogh. Explore six thoughtfully curated galleries where maritime heritage meets fine art.
Cedar Valley Golf Course
7.4/10 (13 reviews)
Nestled in Winona's bluffs, Cedar Valley Golf Course offers 27 holes across three distinct courses with rolling terrain. Enjoy a round followed by relaxation at the After Par Pub & Grill.
Winona Mall
You can browse for the perfect souvenirs at Winona Mall during your visit to Winona. Stroll along the riverfront or experience the area's museums.
Winona Hotel Deals
Express Suites Riverport Inn & Suites
900 Bruski Dr Winona MN
Fully refundableReserve now, pay when you stay
$120 nightly
$134 total
Oct 4 - Oct 5
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"Friendly staff, quiet environment. My son particularly liked the pool."
Reviewed on Sep 28, 2026
The Plaza Hotel & Suites Winona
1025 Highway 61 E Winona MN
Fully refundableReserve now, pay when you stay
$165 nightly
$184 total
Sep 29 - Sep 30
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"The breakfast could be better for the price of a hotel room. I loved my spacious room."
Reviewed on Sep 27, 2026
Super 8 by Wyndham Winona MN
1025 Sugar Loaf Rd Winona MN
Fully refundableReserve now, pay when you stay
$65 nightly
$73 total
Oct 11 - Oct 12
Total with taxes and fees
7.6/10 Good! (1,006 reviews)
"!!!!!!!!!!!!!!!!!!!!!!!!!"
Reviewed on Sep 23, 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.
Find the Best Winona Vacation Packages
Winona Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | La Crosse Municipal Airport (LSE) |
Population | 27,100 |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
Top Sights | Minnesota Marine Art Museum, Winona County Historical Society and Garvin Heights Vineyard |
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Frequently asked questions
How much does a Winona vacation package cost?
Offering excellent value package deals from $730 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?
January, February and June are the best times to look for cheap Winona vacation packages. Choosing to travel in less busy periods means you'll typically find better prices on flights and accommodations.
How many days is enough for Winona?
With a well-organized travel plan, you can easily hit the top Winona sights in a handful of days. But if you'd like to discover hidden gems or take day trips, think about booking your Winona vacation for longer.
Is it worth booking a vacation package to Winona?
Winona offers everything you need for an unforgettable escape. Get your Winona vacation off to a flying start by exploring top attractions like Lake Lodge Recreation Center.
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.
Does Expedia offer Book Now, Pay Later Winona vacation packages?
Your Winona trip is meant to be an escape from your daily routine, not a source of money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
