Winona Vacation Packages

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Your Winona Vacation

Its rich history, friendly locals and spectacular views are only a few of the reasons to book a vacation package to Winona. Whatever brings you to this riverside city, you're sure to have a fantastic experience. Any trip to Winona needs a well-designed itinerary. Fill yours with major attractions such as Winona State University, St. Marys University of Minnesota and Minnesota Marine Art Museum. No matter your travel plans or budget, organizing a tailored Winona vacation is a cinch with Expedia.

Top Winona Vacation Deals

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

Prairie Voyager

2.5 out of 5
Southside
per person
Jul. 16 - Jul. 21
found 19 hours ago
Roundtrip non-stop flight included
Deer Lake (YDF) to La Crosse (LSE)
8.6/10 Excellent! (56 reviews)
Our hotel manager quit like the day before we stayed went to check out and nobody was there.

Reviewed on Mar. 16, 2025

Microtel Inn & Suites by Wyndham Prairie du Chien

Microtel Inn & Suites by Wyndham Prairie du Chien

2.5 out of 5
Southside
per person
Jul. 16 - Jul. 21
found 19 hours ago
Roundtrip non-stop flight included
Deer Lake (YDF) to La Crosse (LSE)
8.4/10 Very Good! (521 reviews)
Property appeared clean. Pool was warm and hot tub was HOT. There was only about 12 pool towels out on a Friday night of a holiday weekend? And none were in the dirty bin... bit odd. Our room appeared clean, but the fridge was not cleaned and had the last guests beer still there, we did notify the front desk.

Reviewed on Apr. 22, 2025

Gundersen Hotel & Suites

Gundersen Hotel & Suites

2.5 out of 5
Powell-Poage-Hamilton
per person
Jul. 16 - Jul. 21
found 19 hours ago
Roundtrip non-stop flight included
Deer Lake (YDF) to La Crosse (LSE)
9.4/10 Exceptional! (1,001 reviews)
Friendly check in. Pool area, work out room, breakfast. Close to where my boyfriend had 4 hours of appointments the next morning so very convenient. Clean and quiet. I was able to work from my room.

Reviewed on Apr. 22, 2025

AmericInn by Wyndham West Salem

AmericInn by Wyndham West Salem

2.5 out of 5
per person
Jul. 16 - Jul. 21
found 19 hours ago
Roundtrip non-stop flight included
Deer Lake (YDF) to La Crosse (LSE)
8.6/10 Excellent! (878 reviews)
It was quiet with good breakfast options and very pet friendly.

Reviewed on Apr. 23, 2025

AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel

2.5 out of 5
per person
Jul. 16 - Jul. 21
found 19 hours ago
Roundtrip non-stop flight included
Deer Lake (YDF) to La Crosse (LSE)
8.8/10 Excellent! (403 reviews)
It was reasonably priced and very god for y needs,

Reviewed on Apr. 24, 2025

Ready to book your vacation to Winona?

 

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Winona Hotel Deals

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 $194 per night from May 4 to May 5
CA $194
CA $216 total
includes taxes & fees
May 4 - May 5
8.8/10 Excellent! (1,003 reviews)
"The toilet in our room 230 was very short, almost like using a toilet in an elementary school. I have stayed at your hotel several times but never had a toilet that short."

Reviewed on Apr. 27, 2025

The Plaza Hotel & Suites Winona
AmericInn by Wyndham Winona
AmericInn by Wyndham Winona
2.5 out of 5
303 Pelzer Street, Winona, MN
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from May 4 to May 5
CA $178
CA $199 total
includes taxes & fees
May 4 - May 5
9/10 Wonderful! (781 reviews)
"This is our typical stay to visit our son at college. Convenient, comfortable, clean, and friendly. Offers several amenities, and free breakfast is always a perk to get your morning started."

Reviewed on Apr. 27, 2025

AmericInn by Wyndham 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 $89 per night from May 11 to May 12
CA $89
CA $101 total
includes taxes & fees
May 11 - May 12
7.4/10 Good! (1,000 reviews)
"Fair price"

Reviewed on Apr. 28, 2025

Super 8 by Wyndham Winona MN
See all 329 properties in Winona
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 vacation package cost?
You can pick up a vacation package to this top destination from CA $886 on Expedia. However, how much your vacation to Winona costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Winona?
You can generally find lower prices and better availability in December, January and February. Explore our cheap Winona vacation packages and you could score some excellent off-season deals.
How many days is enough for Winona?
With a well-organized schedule, you can easily visit the top Winona attractions in a handful of days. But if you prefer to discover hidden spots or take day trips, consider booking your Winona vacation for longer.
Is it worth booking a vacation package to Winona?
Winona offers everything you need for a wonderful trip. Begin your Winona vacation on a high note by exploring major attractions like Lake Park.
How to find the best Winona package deals?
Use Expedia’s handy filters to help you find some tempting Winona package deals. When you begin your search, just set your maximum budget and then order the results by “Price: low to high.” If you want to save, plan your break for midweek, or look for Winona package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it’s usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Winona vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can customize your Winona getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Winona?
Secure incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Winona break.
How to plan a trip to Winona?

  1. Choose your dates: The things you want to do in Winona and your preferred season can help you decide when to get away.
  2. Set a budget: Factor in expenses such as transportation, flights and meals when calculating how much to put aside for your trip to Winona. Then, select a property that works with your budget, whether that’s an affordable stay or a lavish getaway.
  3. Decide your trip length: Think about how long you’d like to spend discovering Winona. Plan your itinerary so you can get to all the attractions and experiences you’re interested in at a comfortable pace.
  4. Combine your accommodations and airfare: After you’ve nailed down your trip dates and duration, book the perfect Winona vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.