Winona Vacations from $575

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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.
Rose City Inn & Suites

Rose City Inn & Suites

2 out of 5
Price was $621, price is now $575 per person
$575
per person
Apr 30 - May 4
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Tyler (TYR)
5.8/10 (360 reviews)
The hallways had a horrendous smell but the room didn't. The property is very old but they're working on it. Value for the money.

Reviewed on Feb 26, 2026

Greyhound Inn

Greyhound Inn

2 out of 5
Price was $835, price is now $719 per person
$719
per person
Apr 30 - May 4
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Tyler (TYR)
9.6/10 Exceptional! (52 reviews)
Very nice room and facilities! Room was spacious, clean, and unique

Reviewed on Sep 9, 2025

The Thomas Hotel

The Thomas Hotel

2 out of 5
Price was $816, price is now $719 per person
$719
per person
Apr 30 - May 4
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Tyler (TYR)
9.6/10 Exceptional! (97 reviews)
Super clean suites that feel cozy. Everything was beautifully done and the bed was really comfortable. Would absolutely stay there again.

Reviewed on Feb 27, 2026

OYO Hotel Tyler Lindale

OYO Hotel Tyler Lindale

2 out of 5
Price was $655, price is now $586 per person
$586
per person
Apr 30 - May 4
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Tyler (TYR)
7.8/10 Good! (113 reviews)
Hotel appears to be very rundown, can’t tell that from pictures when you book. It was raining and freezing cold, had to stand outside and called four times before someone came to the window to check in. Bed was comfortable, bathroom was filthy. Hair in the shower, and the base of the toilet looked like it had never been clean. It served his purpose for one night, but I won’t be back.

Reviewed on Dec 4, 2025

Courtyard by Marriott Tyler

Courtyard by Marriott Tyler

3 out of 5
Price was $779, price is now $713 per person
$713
per person
Apr 30 - May 4
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Tyler (TYR)
8.4/10 Very Good! (718 reviews)
Great motel to rest. The staff is wonderful and very helpful.

Reviewed on Feb 27, 2026

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Discover the most popular places to visit in Winona

Mrs. Lee's Daffodil Garden

3.5/5(2 reviews)

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

Mrs. Lee's Daffodil Garden

Winona Hotel Deals

Tru by Hilton Longview

Tru by Hilton Longview

2.5 out of 5
3037 N. Eastman Rd. Longview TX
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $68 total per night from Mar 29 to Mar 30
$68 total
Mar 29 - Mar 30
Total with taxes and fees
8.8/10 Excellent! (850 reviews)
Rooms were clean for the most part. Toilet wasnt flushed when got to one of our rooms. Breakfast was great.

Reviewed on Mar 15, 2026

Tru by Hilton Longview
La Quinta Inn & Suites by Wyndham Tyler South

La Quinta Inn & Suites by Wyndham Tyler South

3 out of 5
6702 S Broadway Ave Tyler TX
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $98 total per night from Apr 5 to Apr 6
$98 total
Apr 5 - Apr 6
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
Great

Reviewed on Mar 18, 2026

La Quinta Inn & Suites by Wyndham Tyler South
Courtyard by Marriott Tyler

Courtyard by Marriott Tyler

3 out of 5
7424 S Broadway Ave Tyler TX
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $128 total per night from Mar 24 to Mar 25
$128 total
Mar 24 - Mar 25
Total with taxes and fees
8.4/10 Very Good! (724 reviews)
The staff were very friendly and enviting. Made us feel at home. The booking, checkin, checkout were quick and easy. We thoroughly enjoyed our stay.

Reviewed on Mar 14, 2026

Courtyard by Marriott Tyler
See all 556 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.

Find the Best Winona Vacation Packages

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 $575 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.