Winona County Vacation Packages

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Your Winona County Vacation

When adventure calls, answer it with a tailor-made vacation package to Winona County. Wherever your travels take you and whatever your plans are, get set to discover a destination with plenty to offer. Get your trip to Winona County off to a memorable start by making St. Charles the first stop on your itinerary. This is a popular city with travellers from all over. Expedia has flights, hotels and everything else you need to help you organize your very own customized Winona County vacation today.

Top vacation destinations in Winona County

A large brick building with a central dome and arched windows, surrounded by green grass and trees.
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Minnesota City

Minnesota City

Top Winona County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Rochester – Mayo Clinic Area by IHG

Hotel Indigo Rochester – Mayo Clinic Area by IHG

3.5 out of 5
Downtown Rochester
Price was CA $1,408, price is now CA $1,239 per person
CA $1,239
per person
Dec 22 - Dec 29
found 1 hour ago
Roundtrip non-stop flight included
Edmonton (YEA) to Rochester (RST)
8.8/10 Excellent! (1,004 reviews)
Property was well maintained. The shower had poor pressure and the shower head appeared to be defective inthat only part of it dispersed a small amount of water.

Reviewed on Oct 26, 2026

Hatchery Riverside Hotel & Event Venue

Hatchery Riverside Hotel & Event Venue

3 out of 5
Historic Downtown La Crosse
Price was CA $2,691, price is now CA $2,253 per person
CA $2,253
per person
Jan 3 - Jan 9
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to La Crosse (LSE)
10/10 Exceptional! (101 reviews)
The room and property were very elegant and welcoming. Beautiful location and very nice amenities such as the steam shower and heated floor.

Reviewed on Sep 27, 2026

Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
Price was CA $1,933, price is now CA $1,668 per person
CA $1,668
per person
Jan 3 - Jan 9
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to La Crosse (LSE)
9.2/10 Wonderful! (1,009 reviews)

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

2.5 out of 5
Price was CA $1,754, price is now CA $1,570 per person
CA $1,570
per person
Jan 3 - Jan 9
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to La Crosse (LSE)
9/10 Wonderful! (1,522 reviews)

Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast

3.5 out of 5
Historic Downtown Winona
Price was CA $1,692, price is now CA $1,528 per person
CA $1,528
per person
Jan 3 - Jan 9
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rochester (RST)
9.8/10 Exceptional! (561 reviews)

Winona County Hotel Deals

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

3 out of 5
900 Bruski Dr Winona MN
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Nov 9 to Nov 10
CA $151
CA $169 total
Nov 9 - Nov 10
includes taxes & fees
Express Suites Riverport Inn & Suites
The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona

3 out of 5
1025 Highway 61 E Winona MN
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Nov 2 to Nov 3
CA $203
CA $226 total
Nov 2 - Nov 3
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"It was good, clean, easy"

Reviewed on Oct 27, 2026

The Plaza Hotel & Suites Winona
Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

2 out of 5
1025 Sugar Loaf Rd Winona MN
Fully refundableReserve now, pay when you stay
The price is CA $83 per night from Nov 19 to Nov 20
CA $83
CA $94 total
Nov 19 - Nov 20
includes taxes & fees
7.6/10 Good! (1,010 reviews)
"Was an adequate hotel for the price."

Reviewed on Oct 27, 2026

Super 8 by Wyndham Winona MN
See all 567 properties in Winona County
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.
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All Inclusive Vacations
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Frequently asked questions

How much does a Winona County vacation package cost?
From as little as CA $1,239. Yes, you read that correctly. Our Winona County packages are a simple way to make your budget last longer. Bundle your hotels, flights and car rentals and discover this top destination.
How do I get a cheap travel package to Winona County?
Track down flights that fit your busy schedule, add a hotel to your booking and watch the savings stack up with a Winona County vacation package. It's that simple! From flights and hotels to activities and rental cars, Expedia makes traveling on the cheap easy. And with more than 550 airlines and 1,000,000 properties around the globe to pick from, you'll never be short of choice.
What are the top hotels in Winona County?
Have a look at Express Suites Riverport Inn & Suites and The Plaza Hotel & Suites Winona. They're top picks for many travelers to Winona. If Altura is on your itinerary, Days Inn by Wyndham Winona and Super 8 by Wyndham Winona MN are both popular options.
How far in advance should I book my Winona County vacation?
Reserving your flight early with Expedia means one less thing to have to worry about. Most air carriers advertise prices up to 12 months in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Winona County sometimes become available a few weeks before departure.
What does an Expedia Winona County travel package include?
From airfares and hotels to car rentals, Expedia can help you shape a Winona County package that fits you. Heading off for a while? Give some thought to a rental car, hotel and flight bundle. If you can only squeeze in a quick getaway, an airfare and hotel deal may suit you better. Activities can also be added after you've booked. Our vacation packages make it simple to plan and save.
What should I know before booking a Winona County travel package?
You'll enjoy terrific savings when you bundle your flights, hotels and rental cars into a travel package. Not only that, booking everything in one spot will make your trip planning easier. So why waste your money or time? Whether you're putting together an upscale romantic escape or an affordable family break, explore our package deals today.
Can I choose my airline with a Winona County Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you sure can! Just choose the airline you want and put together your ideal Winona County escape.
If I'm not able to travel, can I cancel my Winona County vacation package?
Whether it's your hotel or flight, you can cancel or alter it. Booked your Winona County vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may incur a charge from your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We're here to help you every step of the way.

Stay near popular Winona County attractions

A river winding through a valley with a highway running alongside it.
Photo by Amy Jo Marks
Open Photo by Amy Jo Marks

Sugar Loaf Bluff

9.0/10 (193 reviews)
Learn about the local history of Winona with a stop at Sugar Loaf Bluff. Stroll along the riverfront or experience the area's museums.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.