Winona Vacation Packages 2026

Top Winona hotels deals

Express Suites Riverport Inn & Suites

900 Bruski Dr Winona MN

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$123 total

Dec 21 - Dec 22

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.

Pool

Hot Tub

AmericInn by Wyndham Winona

303 Pelzer Street Winona MN

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$112 total

Dec 28 - Dec 29

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.

Pool

Hot Tub

Holiday Inn Express & Suites Winona by IHG

1128 Homer Rd Winona MN

Free Cancellation

$123 nightly

$137 total

Jan 4 - Jan 5, 2026

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.

Pool

Hot Tub

Super 8 by Wyndham Winona MN

1025 Sugar Loaf Rd Winona MN

Free Cancellation

Reserve now, pay when you stay

$54 nightly

$60 total

Jan 1 - Jan 2, 2026

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.

Breakfast included

Pet friendly

The Plaza Hotel & Suites Winona

1025 Highway 61 E Winona MN

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$134 total

Dec 21 - Dec 22

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.

Pool

Hot Tub

Fairfield Inn & Suites by Marriott Winona

925 Bruski Drive Winona MN

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$113 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

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

Pool

Hot Tub

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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

Winona State University

4.5/5(94 reviews)

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.

Sugar Loaf

4/5(62 reviews)

Explore the great outdoors at Sugar Loaf, a lovely green space in Winona. Stroll along the riverfront or experience the area's museums.

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.

Frequently asked questions

How much are vacation packages to Winona?

You can find a fantastic hotel + flight bundle for an affordable . 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.