Winona Vacations from $669
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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.
Trade Wind Motel Jacksonville TX US 69
Price was $758, price is now $669 per person
$669
per person
May 5 - May 9
found 1 day ago
Roundtrip flight included
Medford (MFR) to Tyler (TYR)
6/10 (4 reviews)
The hotel’s placement made arrival and departure smooth. The room was tidy and calming. Staff behavior was dependable.
Reviewed on Feb 8, 2026
Rose City Inn & Suites
Save 100% on your flight
Price was $2,080, price is now $1,512 per person
$1,512
per person
May 5 - May 9
found 1 day ago
Roundtrip flight included
Medford (MFR) to Tyler (TYR)
5.8/10 (359 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
Kiepersol Bed and Breakfast
Price was $1,076, price is now $953 per person
$953
per person
May 5 - May 9
found 1 day ago
Roundtrip flight included
Medford (MFR) to Tyler (TYR)
9.4/10 Exceptional! (59 reviews)
The property was excellent for a quiet weekend getaway. The setting was in back of a gated community and the area surrounding the B&B was wooded which added to the sense of privacy. The private hot tub in our suite was well maintained and a perfect place to relax in evening.
The breakfast options were great and the two we selected were well prepared and quite tasty.
Reviewed on Aug 16, 2025
Woldert-Spence Manor
Price was $932, price is now $844 per person
$844
per person
May 5 - May 9
found 1 day ago
Roundtrip flight included
Medford (MFR) to Tyler (TYR)
9.6/10 Exceptional! (23 reviews)
Historical old house with lots of character and charm. Room was nice and clean. Hosts were great, with a good breakfast both mornings we were there.
Reviewed on Feb 15, 2026
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.
Winona Hotel Deals
Tru by Hilton Longview
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
La Quinta Inn & Suites by Wyndham Tyler South
6702 S Broadway Ave Tyler TX
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $95 total per night from Apr 5 to Apr 6
$95 total
Apr 5 - Apr 6
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
The staff was friendly & the check in process went quickly. The room was large, clean, & comfortable, with a large stall shower in the bathroom.
Reviewed on Mar 13, 2026
Courtyard by Marriott Tyler
7424 S Broadway Ave Tyler TX
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $128 total per night from Mar 23 to Mar 24
$128 total
Mar 23 - Mar 24
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
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
