Winona Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 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

Find the Best Winona Vacation Packages

Winona Hotel Deals

Hilton Garden Inn Tyler

Hilton Garden Inn Tyler

3 out of 5
220 East Grande, Tyler, TX
Fully refundableReserve now, pay when you stay
The price is ￥16,887 per night from Aug 24 to Aug 25
￥16,887
￥19,420 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"The staff was very kind. Unfortunately, the hotel itself had an Oder. The bed was quite uncomfortable. My back hurt the whole trip. My husband had the same problem. The bathroom wasn’t cleaned very well, had long black hairs in the shower and on the toilet seat. They just need to improve their cleaning ..."

Reviewed on Aug 8, 2025

Hilton Garden Inn Tyler
Hampton Inn & Suites Tyler-South

Hampton Inn & Suites Tyler-South

2.5 out of 5
8962 S. Broadway Avenue, Tyler, TX
Fully refundableReserve now, pay when you stay
The price is ￥12,883 per night from Aug 17 to Aug 18
￥12,883
￥14,814 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Property is in a shopping mall parking area. If I wasn't so tired from my trip I could have gone shopping!"

Reviewed on Aug 6, 2025

Hampton Inn & Suites Tyler-South
Sleep Inn & Suites Tyler South

Sleep Inn & Suites Tyler South

2.5 out of 5
5555 Donnybrook Avenue, Tyler, TX
Fully refundableReserve now, pay when you stay
The price is ￥11,635 per night from Sep 2 to Sep 3
￥11,635
￥13,380 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Great place to stay
"We stayed here a week ago and liked it so much that we used it a week later when we were driving home."

Reviewed on Aug 8, 2025

Sleep Inn & Suites Tyler South
See all 485 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.

Frequently asked questions

How much does a Winona vacation package cost?
You can grab a vacation package to this destination on Expedia. But how much your vacation to Winona costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Winona?
You can typically find lower prices and better availability in January, February and November. Explore our cheap Winona vacation packages and you could land some great off-season discounts.
How many days is enough for Winona?
Typically, a handful of days is enough to check out the main sights during your Winona vacation. However, if you'd like to have more time to unwind or go on day tours, consider extending your trip.
How to find the best Winona package deals?
Landing a cheap Winona package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Winona package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Winona vacation as a package?
You can enjoy significant savings on your Winona getaway by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winona?
If you're planning a spur-of-the-moment Winona trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Winona?

  1. Choose your dates: What you'd like to do in Winona and your preferred season can help you decide when to go.
  2. Set your budget: Consider expenses like transportation, flights and meals when working out how much to save for your trip to Winona. Then, choose a hotel that matches your budget, whether that's an affordable option or a high-end retreat.
  3. Decide how long to go for: Now that you know more about Winona, you can work out the right length of your break. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Winona vacation package.

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