Winona Vacation Packages 2025/2026 from $699

Winona flight + hotel vacation packages

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

Super 8 by Wyndham La Crosse

Northside

$699

per person

Nov 18 - Nov 24

found 10 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to La Crosse (LSE)

This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Gundersen Hotel & Suites

Powell-Poage-Hamilton

$877

per person

Nov 18 - Nov 24

found 10 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to La Crosse (LSE)

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. Guests will appreciate freebies like buffet breakfast and free self parking.

Hatchery Riverside Hotel & Event Venue

Historic Downtown La Crosse

$1,193

per person

Nov 18 - Nov 24

found 10 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to La Crosse (LSE)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free self-serve breakfast each morning. A garden, free newspapers, and wedding services are also on offer.

Little Bluff Inn

Downtown Trempealeau

$737

per person

Nov 18 - Nov 24

found 10 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to La Crosse (LSE)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A lobby fireplace, a communal living room, and a library are also on offer.

Stoney Creek Hotel La Crosse - Onalaska

$853

per person

Nov 18 - Nov 24

found 10 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to La Crosse (LSE)

This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the gym and free perks like continental breakfast and free self parking.

Top Winona hotels deals

Express Suites Riverport Inn & Suites

900 Bruski Dr, Winona, MN

$110 nightly

$123 total

Sep 11 - Sep 12

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

Super 8 by Wyndham Winona MN

1025 Sugar Loaf Rd, Winona, MN

$73 nightly

$82 total

Sep 11 - Sep 12

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

$160 nightly

$179 total

Sep 11 - Sep 12

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

AmericInn by Wyndham Winona

303 Pelzer Street, Winona, MN

$118 nightly

$132 total

Sep 21 - Sep 22

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

Days Inn by Wyndham Winona

420 Cottonwood Dr, Hwy 14 and Hwy 61, Winona, MN

$75 nightly

$84 total

Oct 5 - Oct 6

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Breakfast included

Pet friendly

Fairfield Inn & Suites by Marriott Winona

925 Bruski Drive, Winona, MN

$143 nightly

$160 total

Sep 14 - Sep 15

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

Don't see what you're looking for?

See all available properties in Winona

View all properties

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 $699. 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.