Winona Vacation Packages 2026 from $797

Winona flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Aspen Select

Kutzky Park

$797

per person

Jul 6 - Jul 8

found 6 hours ago

Roundtrip flight included

Jackson (JAN) to Rochester (RST)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

The Towers At Kahler Grand Hotel

Downtown Rochester

$1,096

per person

Jul 6 - Jul 8

found 6 hours ago

Roundtrip flight included

Jackson (JAN) to Rochester (RST)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Relax with a drink at the bar/lounge and enjoy the free self-serve breakfast each morning.

The Berkman

Folwell

$907

per person

Jul 6 - Jul 8

found 6 hours ago

Roundtrip flight included

Jackson (JAN) to Rochester (RST)

This aparthotel features a gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free WiFi. Self parking, a 24-hour business center, and a terrace are also offered.

Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

Kutzky Park

$872

per person

Jul 6 - Jul 8

found 6 hours ago

Roundtrip flight included

Jackson (JAN) to Rochester (RST)

This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and WiFi in public areas. Self parking, a 24-hour business center, and a terrace are also offered.

Hampton Inn & Suites Rochester-North

$818

per person

Jul 6 - Jul 8

found 6 hours ago

Roundtrip flight included

Jackson (JAN) to Rochester (RST)

This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a snack bar/deli are also on offer.

Top Winona hotels deals

Express Suites Riverport Inn & Suites

900 Bruski Dr Winona MN

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$134 total

May 24 - May 25

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like full breakfast and free self parking.

AmericInn by Wyndham Winona

303 Pelzer Street Winona MN

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$132 total

Jun 14 - Jun 15

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Super 8 by Wyndham Winona MN

1025 Sugar Loaf Rd Winona MN

Free Cancellation

Reserve now, pay when you stay

$65 nightly

$73 total

May 31 - Jun 1

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Express check-out and laundry facilities are also provided.

The Plaza Hotel & Suites Winona

1025 Highway 61 E Winona MN

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$162 total

May 24 - May 25

Total with taxes and fees

This smoke-free hotel features an attached winery, 2 indoor pools, and a restaurant. Enjoy the gym and free perks like continental breakfast and free self parking. You'll appreciate the hot tub, bar/lounge, and laundry facilities.

Holiday Inn Express & Suites Winona by IHG

1128 Homer Rd Winona MN

Free Cancellation

$130 nightly

$145 total

Jun 21 - Jun 22

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Bring the family and enjoy the children's pool, waterslide, and arcade/game room. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Days Inn by Wyndham Winona

420 Cottonwood Dr Winona MN

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$76 total

May 26 - May 27

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and free newspapers.

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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.

Popular places to visit

Sugar Loaf Bluff

Learn about the local history of Winona with a stop at Sugar Loaf Bluff. Stroll along the riverfront or experience the area's museums.

Lake Park

Lake Park is just one of the places to see in Winona, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the area's museums.

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.

Frequently asked questions

How much are vacation packages to Winona?

You can find a fantastic hotel + flight bundle for an affordable $797. With a Travelocity vacation package, an escape to Winona has never looked so good! Save both time and money and get an early start with packing your suitcases.

How long should my Winona vacation be?

Generally, 2 nights is how long the majority of people spend exploring the sights of Winona. Not sure if that'll be enough time to do everything on your to-do list? Stay a few more nights to make the most of your trip.

Where can I get the best vacation package deals for Winona?

Head straight to Travelocity. With access to 400 airlines and a whopping 1,000,000 properties worldwide, selecting the perfect Winona package deal couldn't be simpler.

Why should I purchase my Winona vacation package with Travelocity?

With our Price Match Guarantee, we'll match any cheaper price you find. Add on our 24/7 customer support and top-quality service and the vacation of your dreams is well within reach.

Can I save money on my Winona car rental if I bundle it with hotels and flights?

With a Winona vacation package, you can bundle your flight, hotel and car bookings and save some serious money. If you want to explore the best of this awesome part of the world, why not check out Mall of America? This top attraction is 95 mi from Winona. With your own rental car, you'll be there soon enough.

Which airport is best for Winona?

Rochester Intl. Airport (RST) is one of the best airports for Winona. It's around 40 mi west of the city center. Your other choices are La Crosse Municipal Airport (LSE) (25 mi away from central Winona) and Chippewa Valley Regional Airport (EAU) (55 mi away from central Winona).

What is there to do in Winona?

While veering off the tourist trail is rewarding, you really shouldn't miss the popular attractions that make a destination famous. Winona State University and St. Mary's University of Minnesota are a couple of them in Winona.

Where should I stay when visiting Winona?

If you're searching for someplace comfortable to lay your head, check out the Express Suites Riverport Inn & Suites. It's the top pick for many visitors.