Winona Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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

Ready to book your vacation to Winona?

 

Choose your dates

Winona 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 $137 per night from Aug 25 to Aug 26
CA $137
CA $153 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Great property had so much fun food at the grill was fantastic our waitress Megan rocks"

Reviewed on Aug. 22, 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 $83 per night from Sep 1 to Sep 2
CA $83
CA $94 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"The hotel is getting some updates. Bigger patio area, a place to bbq, updating some of the rooms."

Reviewed on Aug. 23, 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 $221 per night from Aug 26 to Aug 27
CA $221
CA $247 total
Aug 26 - Aug 27
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Great clean place. Close to restaurants, gas & stores. Great price too. Would stay again."

Reviewed on Aug. 11, 2025

The Plaza Hotel & Suites Winona
See all 340 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 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.