Winona County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Kirsten

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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 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
per person
Sep 8 - Sep 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rochester (RST)
8.8/10 Excellent! (787 reviews)
This is a pleasant place to stay if you’re being seen at the Mayo Clinic. It’s a 5 minute walk to the subway level, via the skyway. There are numerous restaurants nearby. The restaurant in the hotel, Crave, is convenient and very good. Disappointed that the hotel did not provide bottled water in the room and no microwave .

Reviewed on Jul. 17, 2025

Broadway Plaza, Trademark Collection by Wyndham

Broadway Plaza, Trademark Collection by Wyndham

3 out of 5
Downtown Rochester
per person
Sep 8 - Sep 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rochester (RST)
9.2/10 Wonderful! (156 reviews)
Kitchen was good for an extended stay. We were here for almost 3 weeks. It was more convenient to be able to prepare our own meals instead of going out for each. The skywalks made the walk to the clinic easy so we did not have to rent a car, worry about parking and we saved a lot of money by dping that. It also provided us with a good workout going back and forth. The staff was friendly and always helpful. We will come back again.

Reviewed on Jul. 10, 2025

Aspen Select

Aspen Select

3.5 out of 5
per person
Sep 8 - Sep 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rochester (RST)
8.6/10 Excellent! (1,000 reviews)
This hotel was an interesting find. The room was nice and had the basic amenities, but since it didn't have an outside window, it had big windows to the hallway, which allowed sunlight to come through from the hallway windows. Breakfast was OK but didn't have the waffle options that many places have. Parking is tight. If you have a large vehicle, you better be a good driver.

Reviewed on Jul. 22, 2025

The Towers At Kahler Grand Hotel

The Towers At Kahler Grand Hotel

4 out of 5
Downtown Rochester
per person
Sep 8 - Sep 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rochester (RST)
9.4/10 Exceptional! (84 reviews)
Great place to stay if going to Mayo. You don’t have to go outside to get to the buildings at Mayo with the subway level. Food is good for 2 meals a day. There’s room service & deliveries from Instacart if needed for groceries or outside food/beverage source. Personalized concierge service is good. Our stay was 10 days - they accommodated our extended stay flawlessly. My only complaint is the room temperature everywhere; it can be stuffy moving place to place. Take a fan to cool off in your room.

Reviewed on Jun. 18, 2025

Hyatt House Rochester/Mayo Clinic Area

Hyatt House Rochester/Mayo Clinic Area

3 out of 5
Downtown Rochester
per person
Sep 8 - Sep 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rochester (RST)
9.2/10 Wonderful! (960 reviews)
The room was clean and spacious, beds were comfortable and it had a little kitchenette. The parking garage was full, and we had to park on the street where we could see broken bottles and intoxicated people walking around. It wasn’t the safest area to leave a vehicle.

Reviewed on Jul. 12, 2025

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 $136 per night from Jul 28 to Jul 29
CA $136
CA $151 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Comfortable, quiet. Had a nice stay."

Reviewed on Jul. 25, 2025

Express Suites Riverport Inn & Suites
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 $97 per night from Jul 31 to Aug 1
CA $97
CA $111 total
Jul 31 - Aug 1
includes taxes & fees
7.4/10 Good! (1,003 reviews)
"Very helpful, friendly staff. :)"

Reviewed on Jul. 25, 2025

Super 8 by Wyndham Winona MN
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 $199 per night from Jul 28 to Jul 29
CA $199
CA $222 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"Overall great location and restaurant connection to the hotel Pool is amazing"

Reviewed on Jul. 24, 2025

The Plaza Hotel & Suites Winona
See all 582 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Winona County vacation package cost?
From as little as CA $811. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.