Winona Vacation Packages
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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.
Top Winona Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Aspen Select
Kutzky Park
Price was CA $1,040, price is now CA $925 per person
CA $925
per person
Mar 24 - Mar 28
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rochester (RST)
8.4/10 Very Good! (1,003 reviews)
The staff was incredible. Super friendly and accommodating. My reason for “ok” was the boiler was not working so the temperature in our room could not be adjusted from 77 degrees. So our room was like a sauna. It was facility wide so they couldn’t move us. They did provide us with a fan but that was on the final night. Room was nice and clean. Breakfast was good. Again staff were A+
Reviewed on Feb 3, 2026
The Towers At Kahler Grand Hotel
Downtown Rochester
Price was CA $2,117, price is now CA $1,778 per person
CA $1,778
per person
Mar 24 - Mar 28
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rochester (RST)
9.4/10 Exceptional! (92 reviews)
Excellent accommodations, amazing staff
Reviewed on Dec 24, 2025
Hotel Indigo Rochester – Mayo Clinic Area by IHG
Downtown Rochester
Price was CA $1,168, price is now CA $1,030 per person
CA $1,030
per person
Mar 24 - Mar 28
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rochester (RST)
8.8/10 Excellent! (867 reviews)
clean, great customer service, when asked for towels and toilet paper got them fast, no noise complaints
Reviewed on Feb 2, 2026
The Berkman
Folwell
Price was CA $1,283, price is now CA $1,140 per person
CA $1,140
per person
Mar 24 - Mar 28
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rochester (RST)
9.6/10 Exceptional! (363 reviews)
Everything was excellent, second time staying there.
Reviewed on Jan 25, 2026
Aspen Suites
Price was CA $1,120, price is now CA $1,006 per person
CA $1,006
per person
Mar 24 - Mar 28
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rochester (RST)
9/10 Wonderful! (677 reviews)
Wonderful all the way around. The staff was friendly, the hotel was clean and well kept, the location was perfect, and the hot tub was just what we wanted after a long day.
Reviewed on Feb 2, 2026
Winona Hotel Deals
AmericInn by Wyndham Winona
303 Pelzer Street Winona MN
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Feb 15 to Feb 16
CA $141
CA $157 total
Feb 15 - Feb 16
includes taxes & 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
Super 8 by Wyndham Winona MN
1025 Sugar Loaf Rd Winona MN
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Feb 8 to Feb 9
CA $88
CA $99 total
Feb 8 - Feb 9
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Friendly staff, quiet rooms
Reviewed on Jan 27, 2026
Express Suites Riverport Inn & Suites
900 Bruski Dr Winona MN
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Feb 8 to Feb 9
CA $148
CA $165 total
Feb 8 - Feb 9
includes taxes & 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
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
