Winona Vacations from $361

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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.

The Latest Winona vacation packages

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Tyler Lindale

OYO Hotel Tyler Lindale

2 out of 5
Price was $421, price is now $361 per person
$361
per person
Nov 20 - Nov 23
found 9 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Tyler (TYR)
6/10 (341 reviews)
My stay here was simply outstanding. Loved how quiet and clean everything was.

Reviewed on Oct 15, 2025

Greyhound Inn

Greyhound Inn

2 out of 5
Price was $687, price is now $532 per person
$532
per person
Nov 20 - Nov 23
found 9 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Tyler (TYR)
9.4/10 Exceptional! (46 reviews)
Very nice room and facilities! Room was spacious, clean, and unique

Reviewed on Sep 9, 2025

Candlewood Suites Tyler by IHG

Candlewood Suites Tyler by IHG

2.5 out of 5
Price was $481, price is now $398 per person
$398
per person
Nov 20 - Nov 23
found 9 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Tyler (TYR)
8.2/10 Very Good! (260 reviews)
No breakfast offered here.

Reviewed on Aug 13, 2025

Staybridge Suites University Area by IHG

Staybridge Suites University Area by IHG

3 out of 5
Price was $535, price is now $445 per person
$445
per person
Nov 20 - Nov 23
found 9 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Tyler (TYR)
8.8/10 Excellent! (714 reviews)
Very clean. Love the option to have a suite with a kitchen.

Reviewed on Sep 29, 2025

The Thomas Hotel

The Thomas Hotel

2 out of 5
Price was $693, price is now $578 per person
$578
per person
Nov 20 - Nov 23
found 9 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Tyler (TYR)
9.2/10 Wonderful! (70 reviews)
Like having a small quiet apartment. Love the access code rather than fooling around checking in at a front desk. Love the little lobby bar and the little perks. Really feels like I am using a friend’s place without the friend being home. This is my new place to stay when I am in Tyler.

Reviewed on Oct 12, 2025

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Discover the most popular places to visit in Winona

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

Winona Hotel Deals

Relaxing Country Stay with Events Welcome!

Relaxing Country Stay with Events Welcome!

Winona
$151 nightly
The price is $159 total per night from Oct 19 to Oct 20
$159 total
Oct 19 - Oct 20
Total with taxes and fees
9.8/10 Exceptional! (19 reviews)
Peace and quite, very comfortable, every convenience at hand
"Loved being out in the country! The pound and ducks were entertaining to watch. Very quite , close to several earring places or could cook there. It was a very nice place. Would stay again. Thank you."

Reviewed on Jun 22, 2025

Relaxing Country Stay with Events Welcome!
Hilton Garden Inn Tyler

Hilton Garden Inn Tyler

3 out of 5
220 East Grande, Tyler, TX
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Nov 16 to Nov 17
$122 total
Nov 16 - Nov 17
Total with taxes and fees
8.4/10 Very Good! (1,010 reviews)
"The gentleman at night was fantastic!"

Reviewed on Oct 14, 2025

Hilton Garden Inn Tyler
Magnuson Grand Hotel & Conference Center Tyler

Magnuson Grand Hotel & Conference Center Tyler

3 out of 5
3310 Troup Highway, Tyler, TX
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $58 total per night from Oct 19 to Oct 20
$58 total
Oct 19 - Oct 20
Total with taxes and fees
5.4/10 (214 reviews)
"Everything was fine as usual. Thank you!"

Reviewed on Oct 10, 2025

Magnuson Grand Hotel & Conference Center Tyler
See all 502 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.

Winona Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pounds Regional Airport (TYR)
Population
600
Max Temp Winter
55ºF
Max Temp Summer
95ºF
Top Sights
Tyler State Park, Caldwell Zoo and Liberty Hall

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Frequently asked questions

How much does a Winona vacation package cost?
You can grab a vacation package to this destination from $361 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?
January, October and December are great times to look for cheap Winona vacation packages. Opting to travel in quieter periods means you can typically find lower prices on accommodations and flights.
How many days is enough for Winona?
With a well-organized itinerary, you can easily visit the main Winona attractions in a handful of days. But if you prefer to discover hidden gems or take day trips, think about booking your Winona vacation for longer.
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.
Does Expedia offer Book Now, Pay Later Winona vacation packages?
Your Winona getaway is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.