Winona Vacations from $629

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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 Suites

Aspen Suites

3 out of 5
per person
Aug 28 - Sep 1
found 2 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Rochester (RST)
9/10 Wonderful! (606 reviews)
Staff very friendly and helpful. Room is very spacious and clean.

Reviewed on Jul 14, 2025

Aspen Select

Aspen Select

3.5 out of 5
per person
Aug 14 - Aug 19
found 7 hours ago
Roundtrip non-stop flight included
Minot (MOT) to Rochester (RST)
8.6/10 Excellent! (1,001 reviews)
Lots of construction around property! Hard to walk much less drive. Can’t blame hotel for that. Place was different, rooms had glass walls that faced hallways. With curtain drawn no problem. Good restaurant right next door. With low price we paid pretty satisfied.

Reviewed on Jul 14, 2025

The Towers At Kahler Grand Hotel

The Towers At Kahler Grand Hotel

4 out of 5
Downtown Rochester
per person
Aug 14 - Aug 19
found 7 hours ago
Roundtrip non-stop flight included
Minot (MOT) to Rochester (RST)
9.4/10 Exceptional! (84 reviews)
Great place to stay if going to Mayo. You don’t have to go outside to get to the buildings at Mayo with the subway level. Food is good for 2 meals a day. There’s room service & deliveries from Instacart if needed for groceries or outside food/beverage source. Personalized concierge service is good. Our stay was 10 days - they accommodated our extended stay flawlessly. My only complaint is the room temperature everywhere; it can be stuffy moving place to place. Take a fan to cool off in your room.

Reviewed on Jun 18, 2025

Hotel Indigo Rochester – Mayo Clinic Area by IHG

Hotel Indigo Rochester – Mayo Clinic Area by IHG

3.5 out of 5
Downtown Rochester
per person
Aug 14 - Aug 19
found 7 hours ago
Roundtrip non-stop flight included
Minot (MOT) to Rochester (RST)
8.8/10 Excellent! (781 reviews)
Nice place will stay again

Reviewed on Jul 13, 2025

Hyatt House Rochester/Mayo Clinic Area

Hyatt House Rochester/Mayo Clinic Area

3 out of 5
Downtown Rochester
per person
Aug 14 - Aug 19
found 7 hours ago
Roundtrip non-stop flight included
Minot (MOT) to Rochester (RST)
9.2/10 Wonderful! (940 reviews)
The room was clean and spacious, beds were comfortable and it had a little kitchenette. The parking garage was full, and we had to park on the street where we could see broken bottles and intoxicated people walking around. It wasn’t the safest area to leave a vehicle.

Reviewed on Jul 12, 2025

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Discover the most popular places to visit in Winona

Winona State University

Winona State University

4.5/5(94 reviews)

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

4/5(62 reviews)

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

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 20 to Jul 21
$134 total
Jul 20 - Jul 21
Total includes taxes and fees
8.4/10 Very Good! (1,005 reviews)
"Property was convenient and there was a bar connecting. Pool and hot tub were warm!"

Reviewed on Jul 10, 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
$74 nightly
The price is $83 total per night from Jul 20 to Jul 21
$83 total
Jul 20 - Jul 21
Total includes taxes and fees
7.4/10 Good! (1,007 reviews)
Review
"Clean and well located, friendly staff"

Reviewed on Jul 6, 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
$145 nightly
The price is $162 total per night from Jul 15 to Jul 16
$162 total
Jul 15 - Jul 16
Total includes taxes and fees
8.8/10 Excellent! (1,008 reviews)
Pretty Decent Stay
"Remote control for TV did not work. Took two trips to the front desk to address the issue. I would suggest having staff bring the new remote or fresh batteries to the room. There were two people at the front desk that were not busy at all. Most places I stay at would have delivered to my room."

Reviewed on Jul 12, 2025

The Plaza Hotel & Suites Winona
See all 333 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 $629 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.