Winona Vacations from $693

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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.
Holiday Inn Express Rochester South - Mayo Area by IHG

Holiday Inn Express Rochester South - Mayo Area by IHG

2.5 out of 5
Price was $877, price is now $693 per person
$693
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Rochester (RST)
8.8/10 Excellent! (1,001 reviews)
Staff is friendly. Room size is reasonably good, especially mine was really big size. Breakfast options are good, meeting my needs. Target store is at walking distance in case you forget something to pack. Overall very good at this price. I will probably stay here if visit Rochester again.

Reviewed on Oct 30, 2026

The Berkman

The Berkman

3 out of 5
Folwell
Price was $1,144, price is now $891 per person
$891
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Rochester (RST)
9.6/10 Exceptional! (449 reviews)

Centerstone Plaza Hotel Soldiers Field - Mayo Clinic Area

Centerstone Plaza Hotel Soldiers Field - Mayo Clinic Area

3 out of 5
Historic Southwest
Price was $925, price is now $737 per person
$737
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Rochester (RST)
8.6/10 Excellent! (1,014 reviews)
I was told that since I used Hotels.com to book my room I was subject to get my room choice bumped to what ever was available. And I got bumped to a double bed room next to the stairwell. All in all it was a good stay. Room was clean.

Reviewed on Oct 31, 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 $892, price is now $715 per person
$715
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Rochester (RST)
8.8/10 Excellent! (1,004 reviews)
Property was well maintained. The shower had poor pressure and the shower head appeared to be defective inthat only part of it dispersed a small amount of water.

Reviewed on Oct 26, 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 $963, price is now $773 per person
$773
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Rochester (RST)
9.2/10 Wonderful! (539 reviews)

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Stay near popular Winona attractions

A river winding through a valley with a highway running alongside it.
Photo by Amy Jo Marks
Open Photo by Amy Jo Marks

Sugar Loaf Bluff

9.0/10 (193 reviews)
This striking 85-foot rock formation atop a 500-foot bluff offers panoramic views of Winona and the Mississippi River. Hikers and climbers can explore its bolted routes while experiencing Minnesota's geological heritage.
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 Nov 1 to Nov 2
$134 total
Nov 1 - Nov 2
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"The soda and ice machine on 2nd floor did not work; and the bar patrons could see directly into the hot tub and pool area through a door…please consider putting a curtain on that door."

Reviewed on Oct 30, 2026

Express Suites Riverport Inn & Suites
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
$125 nightly
The price is $140 total per night from Dec 1 to Dec 2
$140 total
Dec 1 - Dec 2
Total with taxes and fees
The Plaza Hotel & Suites 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
$60 nightly
The price is $67 total per night from Nov 1 to Nov 2
$67 total
Nov 1 - Nov 2
Total with taxes and fees
Super 8 by Wyndham Winona MN
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.

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

What's included in a Winona vacation package?
A Winona vacation package typically bundles your round-trip flights, hotel stays, and rental cars. Many hotels in Winona offer free breakfast, providing a convenient start to your day. Some properties also provide airport shuttle services to and from Minneapolis - St. Paul Intl. Airport (MSP), adding ease to your travel plans.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Winona vacation package?
When you bundle, you can save up to 30%*. To save money on a Winona package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Winona?
For couples seeking a romantic Winona vacation package, consider a stay at the 3.5-star Alexander Mansion Bed and Breakfast. Rated 9.8 out of 10, this property costs around $140 per night and offers amenities like free breakfast, a game room, and a kitchen, with travelers frequently praising its beautiful rooms and knowledgeable staff.

Families will find a strong option in a Winona vacation package built around the AmericInn by Wyndham Winona. Rated 8.6 out of 10 and costing around $200 per night, it features family rooms, an indoor pool, and a hot tub, with travelers often highlighting the spacious rooms and amazing staff.

If you're looking for the best value, a Winona vacation package with a stay at Super 8 by Wyndham Winona MN is a great choice. Priced around $100 per night, this hotel includes free breakfast and is pet friendly, with travelers noting its clean rooms and easy check-in experience.

*Package availability and prices may change depending on dates and demand.
Can I change or cancel my Winona vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Winona vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Winona vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Winona vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Winona?
To find last-minute vacation packages to Winona, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Winona vacation packages?
Free cancellation on a Winona vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Winona vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Winona getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Winona vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.