Winona Vacations from $1,120

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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.
Aspen Select

Aspen Select

3.5 out of 5
Kutzky Park
Price was $1,215, price is now $1,120 per person
$1,120
per person
Aug 6 - Aug 10
found 12 hours ago
Roundtrip flight included
Alexandria (AEX) to Rochester (RST)
8.4/10 Very Good! (1,004 reviews)
The room was very nice and very clean however the air conditioning had gone out in the building and the room was very warm. The front desk admitted they had been working on it all day. They offered a full refund or a stay at their nice Aspen suites hotel next-door at the same price which was a big savings and we accepted. The suite was very nice. I believe the age of the building led to the malfunctioning air conditioning and I would be reluctant to stay there in the future.

Reviewed on Jul 1, 2026

The Towers At Kahler Grand Hotel

The Towers At Kahler Grand Hotel

4 out of 5
Downtown Rochester
Price was $2,456, price is now $2,035 per person
$2,035
per person
Aug 6 - Aug 13
found 23 hours ago
Roundtrip non-stop flight included
Tulsa (TUL) to Rochester (RST)
9.4/10 Exceptional! (110 reviews)
Everyone was very helpful throughout our stay. Our Tower Suite was wonderful and amenities were great.

Reviewed on Jun 29, 2026

Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

3 out of 5
Kutzky Park
Price was $1,289, price is now $1,197 per person
$1,197
per person
Aug 6 - Aug 10
found 12 hours ago
Roundtrip flight included
Alexandria (AEX) to Rochester (RST)
9.2/10 Wonderful! (518 reviews)
The hotel appeared to be under construction, with yellow tape hanging everywhere. The front desk sells snacks but didn't take cash (and was a bit rude about it). The gym has no sauna and the hot tub isn't very hot. The breakfast was great and the room was clean. It's right across from the Mayo Clinic, a convenient walk across the street.

Reviewed on Jun 12, 2026

The Berkman

The Berkman

3 out of 5
Folwell
Price was $1,437, price is now $1,341 per person
$1,341
per person
Aug 6 - Aug 10
found 12 hours ago
Roundtrip flight included
Alexandria (AEX) to Rochester (RST)
9.6/10 Exceptional! (419 reviews)
Absolutely beautiful property with great amenities...perfect for a 10 day stay, with everything you need to be self-sustained. Excellent dining choices very close like the Red Cow and the Canadian Honker restaurants...St Mary's Mayo is directly across the street with an active Shuttle to the other Mayo locations. This stay put my wife at ease during our visit. Such great staff, too. Thank you Nicole!

Reviewed on Jun 19, 2026

Kahler Grand Hotel

Kahler Grand Hotel

3 out of 5
Downtown Rochester
Price was $1,291, price is now $1,208 per person
$1,208
per person
Aug 6 - Aug 10
found 12 hours ago
Roundtrip flight included
Alexandria (AEX) to Rochester (RST)
8.4/10 Very Good! (2,161 reviews)
Great location and clean hotel. The convenience to Mayo was worth every penny

Reviewed on Jun 30, 2026

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Stay near popular Winona attractions

A calm lake reflecting yellow and green trees, surrounded by a forested hillside.

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."
See properties

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
$120 nightly
The price is $134 total per night from Jul 2 to Jul 3
$134 total
Jul 2 - Jul 3
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"The room had not been cleaned and it was 8:00 pm"

Reviewed on Jun 30, 2026

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
$69 nightly
The price is $77 total per night from Jul 20 to Jul 21
$77 total
Jul 20 - Jul 21
Total with taxes and fees
7.8/10 Good! (1,004 reviews)
"Reservations were made for handicap accessible. I was Charged an extra $ 30.00 for three days (2 rooms). Also a poorly lighted ramp was the only handicap accomidation . The rest room was definitely not wheelchair available and barely walker available."

Reviewed on Jun 29, 2026

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
$150 nightly
The price is $167 total per night from Jul 2 to Jul 3
$167 total
Jul 2 - Jul 3
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
"Always a great experience"

Reviewed on Jun 28, 2026

The Plaza Hotel & Suites Winona
See all 340 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.

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 $1,120 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.