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Winona Vacations

Pack those stellar shades. We have Winona vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Winona – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Winona vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Winona

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Winona vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Winona well.

Top Hotel Deals

See all 47 Hotels in Winona
The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona

1025 Highway 61 E, Winona
3.0 out of 5.0

Situated in Winona, this hotel is 0.8 mi (1.2 km) from Sugar Loaf and within 3 mi (5 km) of St. Stanislaus Kostka Basilica and Lake Lodge Recreation Center. ...

$124

$124
Days Inn Winona

Days Inn Winona

420 Cottonwood Dr, Winona
2.5 out of 5.0

Situated in Winona, this hotel is 1 mi (1.7 km) from St. Mary's University of Minnesota and within 3 mi (5 km) of Minnesota Marine Art Museum and Lake Lodge ...

$51

$51
AmericInn Hotel & Suites Winona

AmericInn Hotel & Suites Winona

303 Pelzer Street, Winona
2.5 out of 5.0

Situated in Winona, this hotel is within 3 mi (5 km) of St. Mary's University of Minnesota, Minnesota Marine Art Museum, and Winona County Historical Society. ...

$115

$115
Holiday Inn Express & Suites Winona

Holiday Inn Express & Suites Winona

1128 Homer Rd, Winona
3.0 out of 5.0

This family-friendly Winona hotel is within 2 mi (3 km) of Sugar Loaf and St. Stanislaus Kostka Basilica. Lake Lodge Recreation Center and Polish Cultural Institute ...

$114

$114
Super 8 Winona MN

Super 8 Winona MN

1025 Sugar Loaf Rd, Winona
2.5 out of 5.0

Situated in Winona, this hotel is 0.5 mi (0.8 km) from Sugar Loaf and within 3 mi (5 km) of St. Stanislaus Kostka Basilica and Lake Lodge Recreation Center. ...

$50

$50
Alexander Mansion Historic Bed and Breakfast

Alexander Mansion Historic Bed and Breakfast

274 East Broadway Street, Winona
4.0 out of 5.0

Located in the heart of Winona, this historic bed & breakfast is within a 15-minute walk of Polish Cultural Institute & Museum Annex, St. Stanislaus Kostka Basilica, ...

$99

$99
Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

900 Bruski Dr, Winona
3.5 out of 5.0

Located in the heart of Winona, this hotel is within 2 mi (3 km) of Sugar Loaf, St. Stanislaus Kostka Basilica, and Lake Lodge Recreation Center. Polish Cultural ...

$115

$115
Carriage House Bed and Breakfast

Carriage House Bed and Breakfast

420 Main St, Winona
3.5 out of 5.0

Situated in Winona, this bed & breakfast is within a 10-minute walk of Winona County Historical Society and Lake Lodge Recreation Center. Winona County Courthouse ...

$89

$89
Microtel Inn by Wyndham Onalaska/La Crosse

Microtel Inn by Wyndham Onalaska/La Crosse

3240 N Kinney Coulee Rd, Onalaska
2.0 out of 5.0

Situated in Onalaska, this hotel is 1.5 mi (2.3 km) from Valley View Mall and within 6 mi (10 km) of La Crosse Fairgrounds Speedway and Riverside Amusement Park. ...

$49

$49
Holiday Inn Hotel & Suites La Crosse

Holiday Inn Hotel & Suites La Crosse

200 Pearl Street, La Crosse
3.5 out of 5.0

Located in Historic Downtown La Crosse, this hotel is within a 10-minute walk of La Crosse Center, Mississippi Explorer Cruise Dock, and Children's Museum of ...

$88

$88

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.