Winona Vacations 2025

Top Winona hotels deals

AmericInn by Wyndham Winona

303 Pelzer Street, Winona, MN

Free cancellation

Reserve now, pay when you stay

CA $161

CA $179 total

includes taxes & fees

2 Jan - 3 Jan 2025

Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Remlinger Muscle Cars and Westfield Golf Club are located nearby.

Pool

Hot tub

Super 8 by Wyndham Winona MN

1025 Sugar Loaf Rd, Winona, MN

Free cancellation

Reserve now, pay when you stay

CA $90

CA $100 total

includes taxes & fees

22 Dec - 23 Dec

Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sugar Loaf Trailhead and Sugar Loaf are located nearby.

Breakfast included

Pet-friendly

The Plaza Hotel & Suites Winona

1025 Highway 61 E, Winona, MN

Free cancellation

Reserve now, pay when you stay

CA $173

CA $193 total

includes taxes & fees

22 Dec - 23 Dec

Stay at this 3-star hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sugar Loaf Trailhead and Sugar Loaf are located nearby.

Pool

Hot tub

Holiday Inn Express & Suites Winona, an IHG Hotel

1128 Homer Rd, Winona, MN

Free cancellation

CA $175

CA $195 total

includes taxes & fees

24 Dec - 25 Dec

Book a stay at this family-friendly hotel in Winona. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Sugar Loaf Trailhead and Sugar Loaf are located nearby.

Pool

Hot tub

Express Suites Riverport Inn & Suites

900 Bruski Dr, Winona, MN

Free cancellation

Reserve now, pay when you stay

CA $145

CA $161 total

includes taxes & fees

22 Dec - 23 Dec

Stay at this 3-star business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sugar Loaf Trailhead and Sugar Loaf are located nearby.

Pool

Hot tub

Fairfield Inn & Suites by Marriott Winona

925 Bruski Drive, Winona, MN

Free cancellation

Reserve now, pay when you stay

CA $194

CA $216 total

includes taxes & fees

22 Dec - 23 Dec

Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sugar Loaf Trailhead and Sugar Loaf are located nearby.

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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

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.

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.

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.

Winona Vacations

A bit of research and planning can mean the difference between a run-of-the-mill vacation and a sensational one! Wander wisely in Winona by knowing some basic facts about it before you hurry off.

The state capital of Minnesota, St. Paul, is located 100 miles (161 kilometers) to the northwest. What's more, you'll find La Crosse 25 miles (40 kilometers) to the southeast.

This area of Southeast Minnesota has a population of about 28,000 people.

Places to visit in Winona

As time goes by, forces of nature sculpt the ground into breathtaking structures like Sugar Loaf. Check out this renowned attraction and discover what makes it so outstanding. Seeking more options? If the kids are tired of sightseeing and need to run around a bit, why not take them to Garvin Heights City Park? It's the ideal spot to have a game of catch and kick a ball around.

Where do you fly into for Winona?

Touching down at Rochester International Airport (RST)? Once you hop off the plane, the middle of Winona is about 45 miles (72 kilometers) east from here. Hail down a taxi and enjoy the drive — your vacation has just begun!

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 153 kilometers 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 64 kilometers west of the city center. Your other choices are La Crosse Municipal Airport (LSE) (40 kilometers away from central Winona) and Chippewa Valley Regional Airport (EAU) (88 kilometers 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.