Winona Vacations from $550

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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.
La Quinta Inn & Suites by Wyndham Rochester Mayo Clinic S

La Quinta Inn & Suites by Wyndham Rochester Mayo Clinic S

3 out of 5
Price was $618, price is now $550 per person
$550
per person
Nov 24 - Nov 28
just found
Roundtrip non-stop flight included
Indianapolis (IND) to Rochester (RST)
7.2/10 Good! (1,013 reviews)
It looks like a relatively new hotel. The rooms are big and clean. I asked cor a walk in shower because it is difficult to get ina tub shower. The staff person was very nice and gave me a handicap room without chargi g me more. I will be staying here again

Reviewed on Sep 13, 2025

The Berkman

The Berkman

3 out of 5
Folwell
Price was $894, price is now $707 per person
$707
per person
Nov 24 - Nov 28
just found
Roundtrip non-stop flight included
Indianapolis (IND) to Rochester (RST)
9.6/10 Exceptional! (331 reviews)
Room very clean. Loved the convenience of being able to walk from room straight on to patio with pool, grass areas, and sitting areas. Workout facility very nice also.

Reviewed on Sep 10, 2025

Hotel Indigo Rochester – Mayo Clinic Area by IHG

Hotel Indigo Rochester – Mayo Clinic Area by IHG

3.5 out of 5
Downtown Rochester
Price was $670, price is now $557 per person
$557
per person
Nov 24 - Nov 28
just found
Roundtrip non-stop flight included
Indianapolis (IND) to Rochester (RST)
8.8/10 Excellent! (817 reviews)
For anyone visiting the Mayo Clinic this location is very convenient and easily accessible. Close to good restaurants including Crave right inside the hotel and the Italian restaurant Terza next door. I am usually picky about the quality of beds and cleanliness of the washroom. The bed was extremely comfortable and washroom was very clean. If I return I would stay at Indigo again.

Reviewed on Sep 18, 2025

Aspen Select

Aspen Select

3.5 out of 5
Price was $714, price is now $597 per person
$597
per person
Nov 24 - Nov 28
just found
Roundtrip non-stop flight included
Indianapolis (IND) to Rochester (RST)
8.4/10 Very Good! (1,000 reviews)
Street construction causing parking issues.

Reviewed on Sep 11, 2025

Aspen Suites

Aspen Suites

3 out of 5
Price was $787, price is now $694 per person
$694
per person
Nov 24 - Nov 28
just found
Roundtrip non-stop flight included
Indianapolis (IND) to Rochester (RST)
9/10 Wonderful! (646 reviews)
Convenient to Mayo Clinic. Quiet. A little worn but rooms are nice and beds comfy. Nice breakfast as well as light supper provided.

Reviewed on Sep 11, 2025

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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

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
$110 nightly
The price is $123 total per night from Sep 21 to Sep 22
$123 total
Sep 21 - Sep 22
Total with taxes and fees
8.4/10 Very Good! (1,009 reviews)
"Great staff. Conveniently kicated"

Reviewed on Sep 15, 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
$73 nightly
The price is $82 total per night from Sep 29 to Sep 30
$82 total
Sep 29 - Sep 30
Total with taxes and fees
7.4/10 Good! (1,006 reviews)
"Beds were very uncomfortable!"

Reviewed on Sep 14, 2025

Super 8 by Wyndham Winona MN
AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

2.5 out of 5
303 Pelzer Street, Winona, MN
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Oct 5 to Oct 6
$127 total
Oct 5 - Oct 6
Total with taxes and fees
9/10 Wonderful! (845 reviews)
"Lower the cost to fit the hotel. Was not worth $190 with taxes and fees"

Reviewed on Sep 15, 2025

AmericInn by Wyndham Winona
See all 336 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.

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Frequently asked questions

How much does a Winona vacation package cost?
Offering excellent value package deals from $550 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.