Winona Vacations from $605
Book a Hotel + Flight or Car together to unlock savings
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.
Hatchery Riverside Hotel & Event Venue
Historic Downtown La Crosse
$1,041
per person
Nov 21 - Nov 25
found 7 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to La Crosse (LSE)
10/10 Exceptional! (101 reviews)
The room and property were very elegant and welcoming. Beautiful location and very nice amenities such as the steam shower and heated floor.
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 11 - Oct 12
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
"The food at the bar was good Breakfast was good for a hotel Breakfast"
Reviewed on Oct 7, 2026
Super 8 by Wyndham Winona MN
1025 Sugar Loaf Rd Winona MN
Fully refundableReserve now, pay when you stay
$57 nightly
$63 total
Nov 8 - Nov 9
Total with taxes and fees
The Plaza Hotel & Suites Winona
1025 Highway 61 E Winona MN
Fully refundableReserve now, pay when you stay
$145 nightly
$162 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
"The shower curtain had mold on the bottom. The bathroom needed a good wipe down around the bottom of the walls and door . The two chairs at the table were scraping the paint off the wall. But overall I would stay again ."
Reviewed on Oct 4, 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
What's included in a Winona vacation package?
A Winona vacation package typically bundles your round-trip flights, hotel stays, and rental cars. Many hotels in Winona offer free breakfast, providing a convenient start to your day. Some properties also provide airport shuttle services to and from Minneapolis - St. Paul Intl. Airport (MSP), adding ease to your travel plans.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Winona vacation package?
When you bundle, you can save up to 30%*. To save money on a Winona package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Winona?
For couples seeking a romantic Winona vacation package, consider a stay at the 3.5-star Alexander Mansion Bed and Breakfast. Rated 9.8 out of 10, this property costs around $140 per night and offers amenities like free breakfast, a game room, and a kitchen, with travelers frequently praising its beautiful rooms and knowledgeable staff.Families will find a strong option in a Winona vacation package built around the AmericInn by Wyndham Winona. Rated 8.6 out of 10 and costing around $200 per night, it features family rooms, an indoor pool, and a hot tub, with travelers often highlighting the spacious rooms and amazing staff.If you're looking for the best value, a Winona vacation package with a stay at Super 8 by Wyndham Winona MN is a great choice. Priced around $100 per night, this hotel includes free breakfast and is pet friendly, with travelers noting its clean rooms and easy check-in experience.*Package availability and prices may change depending on dates and demand.
Can I change or cancel my Winona vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Winona vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Winona vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Winona vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Winona?
To find last-minute vacation packages to Winona, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Winona vacation packages?
Free cancellation on a Winona vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Winona vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Winona getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Winona vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
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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.