Winona Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Your Winona Vacation

Entertainment, history, art and more … There's a whole lot to discover with a Winona vacation package. And with the ability to easily customize your city adventure, it's guaranteed to be one to remember. A trip to Winona wouldn't be complete without swinging by some popular attractions, like Tiger Creek Wildlife Refuge. Your ideal Winona vacation is just clicks away. Explore airfares, hotels and more on Expedia for an adventure that's tailored to suit your travel style.

Top Winona Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Tyler South

Sleep Inn & Suites Tyler South

2.5 out of 5
Price was CA $1,718, price is now CA $1,647 per person
CA $1,647
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Québec (YQB) to Tyler (TYR)
9.4/10 Exceptional! (1,009 reviews)
Booked this hotel over the July 4th week because of the raving reviews of cleanliness and the fact that I wanted to enjoy their attractive outdoor pool during my 6 days stay. I’ll start by giving praise to the housekeeping for their politeness & consideration. Unfortunately, the carpet in the room was soiled with grime leaving my white socks filthy within minutes. It was brought to the manager’s attention. His response was “it’s a public place.” Another disappointment was that the gleamingly clean pool was closed the entire 6 days I was there. Manager informed me that booking through a third party source, not directly with Sleep Inn, would not give me info on pool closures. Okay then. Complimentary breakfast was very good.

Reviewed on Jul 8, 2026

Motel 6 Tyler, TX

Motel 6 Tyler, TX

2 out of 5
Price was CA $1,761, price is now CA $1,686 per person
CA $1,686
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Québec (YQB) to Tyler (TYR)
8.6/10 Excellent! (621 reviews)
They need to update pictures on website. It shows a jetted tub in the room and it was a regular bathtub and only gave us two towels. Definitely need at least four.

Reviewed on Jun 8, 2026

La Quinta Inn & Suites by Wyndham Lindale

La Quinta Inn & Suites by Wyndham Lindale

3 out of 5
Price was CA $1,743, price is now CA $1,677 per person
CA $1,677
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Québec (YQB) to Tyler (TYR)
8.2/10 Very good! (992 reviews)
Above average stay. Pool was inop so was exercise room.

Reviewed on Jul 6, 2026

Best Western Plus Chandler

Best Western Plus Chandler

2.5 out of 5
Price was CA $1,802, price is now CA $1,735 per person
CA $1,735
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Québec (YQB) to Tyler (TYR)
9.4/10 Exceptional! (308 reviews)
I didn’t eat there. But it all looked very delicious.

Reviewed on Jul 7, 2026

Best Western Mineola Inn

Best Western Mineola Inn

2.5 out of 5
Price was CA $1,780, price is now CA $1,717 per person
CA $1,717
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Québec (YQB) to Tyler (TYR)
8.4/10 Very good! (704 reviews)
The room was clean and well stocked. The staff was friendly.

Reviewed on Jul 5, 2026

Ready to book your vacation to Winona?

 

Choose your dates

Winona Hotel Deals

Sleep Inn & Suites Tyler South

Sleep Inn & Suites Tyler South

2.5 out of 5
5555 Donnybrook Avenue Tyler TX
Fully refundable
The price is CA $126 per night from Aug 5 to Aug 6
CA $126
CA $145 total
Aug 5 - Aug 6
includes taxes & fees
9.6/10 Exceptional! (1,008 reviews)
"Booked this hotel over the July 4th week because of the raving reviews of cleanliness and the fact that I wanted to enjoy their attractive outdoor pool during my 6 days stay. I’ll start by giving praise to the housekeeping for their politeness & consideration. Unfortunately, the carpet in the room ..."

Reviewed on Jul 8, 2026

Sleep Inn & Suites Tyler South
Days Inn & Suites by Wyndham Tyler

Days Inn & Suites by Wyndham Tyler

2.5 out of 5
3130 Troup Hwy Tyler TX
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Jul 14 to Jul 15
CA $98
CA $112 total
Jul 14 - Jul 15
includes taxes & fees
7.4/10 Good! (1,010 reviews)
"The beds were big and soft. Check-in was easy and the front desk clerk was very friendly and helpful. Easy to find and plenty of parking spaces."

Reviewed on Jul 9, 2026

Days Inn & Suites by Wyndham Tyler
La Quinta Inn & Suites by Wyndham Tyler - University Area

La Quinta Inn & Suites by Wyndham Tyler - University Area

3 out of 5
2552 SSE Loop 323 Tyler TX
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Jul 26 to Jul 27
CA $124
CA $143 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Everything is good there"

Reviewed on Jul 7, 2026

La Quinta Inn & Suites by Wyndham Tyler - University Area
See all 559 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

Stay near popular Winona attractions

Mrs. Lee's Daffodil Garden

5.4/10 (3 reviews)
Explore the great outdoors at Mrs. Lee's Daffodil Garden, a lovely green space in Winona.
See properties

Frequently asked questions

How much does a Winona vacation package cost?
You'll find cheap prices from CA $1,647 on Expedia for your Winona getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Winona costs.
What are the cheapest months to go to Winona?
You're likely to find lower prices and greater availability in January, February and November. Explore our cheap Winona vacation packages and you could get some excellent off-season deals.
How many days is enough for Winona?
The ideal duration of your Winona vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to hit all the main sights and discover some hidden gems along the way.
How to find the best Winona package deals?
Begin your search for a Winona package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Winona package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Winona escape underway.
Is it cheaper to book a Winona vacation as a package?
You can enjoy significant savings on your next Winona escape by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
How to plan a trip to Winona?

  1. Choose your dates: What you'd like to do in Winona and your favourite season will help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and activities. Your accommodations will probably be the largest expense during your trip to Winona.
  3. Decide how long to go for: Now that you're up to speed on Winona, you can figure out the ideal length of your vacation. Pull together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the right Winona vacation package for you.

Explore a world of travel with Expedia

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