Winona Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Winona

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 S$170 per night from 24 Aug to 25 Aug
S$170
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"Everything was very clean, the property is very well maintained and spacious with several sitting areas in the lobby. Staff at front desk was nice and willing to help different persons whole stay. The food at diner was good. Staff at the bar area /kitchen was not welcoming and service was not great. ..."

Reviewed on 9 Aug, 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 S$129 per night from 12 Sept to 13 Sept
S$129
12 Sept - 13 Sept
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Clean and seemed newly updated. Parking and location was great. Breakfast was fine. Overall no complaints."

Reviewed on 11 Aug, 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 S$116 per night from 2 Sept to 3 Sept
S$116
2 Sept - 3 Sept
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 8 Aug, 2025

Sleep Inn & Suites Tyler South
See all 486 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.

Popular places to visit

Mrs. Lee's Daffodil Garden

Explore the great outdoors at Mrs. Lee's Daffodil Garden, a lovely green space in Winona.

Mrs. Lee's Daffodil Garden

Frequently asked questions

How much does a Winona holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday 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 holiday 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 holiday. 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 personalise 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 holiday as a package?
You can enjoy significant savings on your Winona getaway by booking a tailored holiday package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday 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 customised Winona holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.