Winona Vacations from $919

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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.
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 $1,079, price is now $919 per person
$919
per person
Apr 5 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Rochester (RST)
9.2/10 Wonderful! (469 reviews)
We have stayed here often in the past year. The staff is so kind. Rooms are extremely comfortable and clean. Breakfast is excellent.

Reviewed on Jan 31, 2026

Aspen Select

Aspen Select

3.5 out of 5
Kutzky Park
Price was $1,197, price is now $952 per person
$952
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Rochester (RST)
8.4/10 Very Good! (1,003 reviews)
The room was clean the hotel itself is old, there was a large window in our room out to the hallway. Didn’t feel as private as I would like. Nothing hot at breakfast

Reviewed on Jan 28, 2026

The Berkman

The Berkman

3 out of 5
Folwell
Price was $1,553, price is now $1,237 per person
$1,237
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Rochester (RST)
9.6/10 Exceptional! (363 reviews)
Everything was excellent, second time staying there.

Reviewed on Jan 25, 2026

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 $1,305, price is now $1,101 per person
$1,101
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Rochester (RST)
8.8/10 Excellent! (867 reviews)
Nice staff. The room is shaped a bit weird and cramped but it was clean and cozy.

Reviewed on Jan 30, 2026

Aspen Suites

Aspen Suites

3 out of 5
Price was $1,278, price is now $1,086 per person
$1,086
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Rochester (RST)
9/10 Wonderful! (677 reviews)
Did not have breakfast… but had awesome evening meal…quiet…clean very informed front desk…helpful

Reviewed on Jan 24, 2026

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Discover the most popular places to visit in Winona

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 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

Winona Hotel Deals

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
$103 nightly
The price is $115 total per night from Feb 8 to Feb 9
$115 total
Feb 8 - Feb 9
Total with taxes and fees
9/10 Wonderful! (905 reviews)
Staff was very friendly when we arrived. Our room wasn’t quite ready for us to check in early, she told us to enjoy the pool and she would let us know as soon as it was ready. It was still ready earlier than the check in time.

Reviewed on Jan 26, 2026

AmericInn by Wyndham Winona
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
$63 nightly
The price is $70 total per night from Feb 9 to Feb 10
$70 total
Feb 9 - Feb 10
Total with taxes and fees
7.6/10 Good! (1,005 reviews)
Friendly staff, quiet rooms

Reviewed on Jan 27, 2026

Super 8 by Wyndham Winona MN
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 Feb 2 to Feb 3
$134 total
Feb 2 - Feb 3
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
The room was very clean and the staff very friendly and quick to respond! Very pleased with our stay!

Reviewed on Jan 3, 2026

Express Suites Riverport Inn & Suites
See all 347 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 $919 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.