Winona Vacations from $490

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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.
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 $719, price is now $490 per person
$490
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rochester (RST)
8.8/10 Excellent! (801 reviews)
Generally, we found the staff at Mayo Clinic and others met in Rochester very friendly and helpful. The Indigo hotel staff not so much.

Reviewed on Aug 18, 2025

Comfort Inn & Suites West - Medical Center

Comfort Inn & Suites West - Medical Center

3 out of 5
Price was $697, price is now $527 per person
$527
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rochester (RST)
9/10 Wonderful! (477 reviews)
Stayed just overnght to meet family. Very comfortable stay with everything we needed. I did wish they had some streaming options, however.

Reviewed on Aug 12, 2025

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 $737, price is now $567 per person
$567
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rochester (RST)
9.2/10 Wonderful! (439 reviews)
I did'nt like the parking very tight spaces. My room was nice and clean later at night our AC started leaking water. They would fix next day but the dripping was too noisy and had to get moved to another room.

Reviewed on Aug 16, 2025

Aspen Select

Aspen Select

3.5 out of 5
Price was $715, price is now $553 per person
$553
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rochester (RST)
8.4/10 Very Good! (1,001 reviews)
great receptionist !

Reviewed on Aug 18, 2025

Days Inn by Wyndham Austin

Days Inn by Wyndham Austin

2 out of 5
Price was $625, price is now $494 per person
$494
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rochester (RST)
8/10 Very Good! (670 reviews)
I was absolutely amazed at how cleaned this room was!! I could smell the cleanliness.

Reviewed on Aug 19, 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 Aug 24 to Aug 25
$123 total
Aug 24 - Aug 25
Total includes taxes and fees
8.4/10 Very Good! (1,007 reviews)
"Great staff. Bed comfortable."

Reviewed on Aug 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
$61 nightly
The price is $68 total per night from Sep 1 to Sep 2
$68 total
Sep 1 - Sep 2
Total includes taxes and fees
7.4/10 Good! (1,001 reviews)
"It was clean but very old looks like they are updating rooms but all the old stuff is in the hallways just sitting there....breakfast is lacking would be nice to have warm breakfast options like eggs and a protien. They really only offer waffles and muffins and ceral"

Reviewed on Aug 9, 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
$160 nightly
The price is $179 total per night from Aug 20 to Aug 21
$179 total
Aug 20 - Aug 21
Total includes taxes and fees
8.6/10 Excellent! (1,002 reviews)
"Great clean place. Close to restaurants, gas & stores. Great price too. Would stay again."

Reviewed on Aug 11, 2025

The Plaza Hotel & Suites Winona
See all 338 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 $490 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.