Winona Vacations from $590

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The Latest Winona vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Western Plus North Canton Inn & Suites

Best Western Plus North Canton Inn & Suites

2.5 out of 5
Price was $725, price is now $590 per person
$590
per person
Jan 25 - Jan 31
found 22 hours ago
Roundtrip flight included
Lawton (LAW) to Akron (CAK)
17.6/10 Exceptional! (1,005 reviews)
Room was clean. Staff was accommodating.

Reviewed on Nov 13, 2025

DoubleTree by Hilton Akron Fairlawn

DoubleTree by Hilton Akron Fairlawn

3 out of 5
Price was $1,109, price is now $840 per person
$840
per person
Jan 25 - Jan 31
found 22 hours ago
Roundtrip flight included
Lawton (LAW) to Akron (CAK)
17.2/10 Exceptional! (770 reviews)
First time visiting the area and the hotel was great. Lots of restaurants around the area. The rooms were nice and clean and the staff were friendly.

Reviewed on Oct 24, 2025

Rodeway Inn Near Hall of Fame

Rodeway Inn Near Hall of Fame

2 out of 5
Save 100% on your flight
Price was $3,317, price is now $2,599 per person
$2,599
per person
Jan 25 - Jan 31
found 22 hours ago
Roundtrip flight included
Lawton (LAW) to Akron (CAK)
5.6/10 (395 reviews)
Very friendly staff and welcoming

Reviewed on Sep 21, 2025

Comfort Inn & Suites Akron South

Comfort Inn & Suites Akron South

2.5 out of 5
Price was $755, price is now $615 per person
$615
per person
Jan 25 - Jan 31
found 22 hours ago
Roundtrip flight included
Lawton (LAW) to Akron (CAK)
18/10 Exceptional! (1,003 reviews)
The room was quite clean except the carpet had a few spots that should have been cleaned. Staff very nice. I like their breakfast. Treadmill worked fine, they have a good assortment of dumbells.

Reviewed on Nov 15, 2025

Residence Inn by Marriott Akron Fairlawn

Residence Inn by Marriott Akron Fairlawn

3 out of 5
Price was $910, price is now $744 per person
$744
per person
Jan 25 - Jan 31
found 22 hours ago
Roundtrip flight included
Lawton (LAW) to Akron (CAK)
18.4/10 Exceptional! (227 reviews)
The room was very clean and spacious. We had an issue with the TV and they came and fixed it right away!

Reviewed on Sep 29, 2025

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Winona Hotel Deals

Quality Inn & Suites North Lima - Boardman

Quality Inn & Suites North Lima - Boardman

2.5 out of 5
9988 Market St North Lima OH
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $87 total per night from Nov 23 to Nov 24
$87 total
Nov 23 - Nov 24
Total with taxes and fees
8/10 Very Good! (999 reviews)
It was all good

Reviewed on Nov 12, 2025

Quality Inn & Suites North Lima - Boardman
Courtyard by Marriott Youngstown Canfield

Courtyard by Marriott Youngstown Canfield

3 out of 5
4173 Westford Place Canfield OH
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $117 total per night from Nov 30 to Dec 1
$117 total
Nov 30 - Dec 1
Total with taxes and fees
9.4/10 Exceptional! (492 reviews)
Easy access, clean, newer

Reviewed on Oct 18, 2025

Courtyard by Marriott Youngstown Canfield
Holiday Inn Express & Suites Alliance by IHG

Holiday Inn Express & Suites Alliance by IHG

2.5 out of 5
2341 W State St, Alliance, OH
Fully refundable
$86 nightly
The price is $99 total per night from Nov 23 to Nov 24
$99 total
Nov 23 - Nov 24
Total with taxes and fees
8.2/10 Very Good! (572 reviews)
Would stay here again

Reviewed on Oct 26, 2025

Holiday Inn Express & Suites Alliance by IHG
See all 113 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

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Frequently asked questions

How much does a Winona vacation package cost?
You'll find cheap prices from $590 on Expedia for your Winona break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Winona costs.
What are the cheapest months to go to Winona?
You can generally find lower prices and greater availability in January, July and October. Explore our cheap Winona vacation packages and you could land some excellent off-season deals.
How many days is enough for Winona?
The ideal duration for your Winona vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to tick off all the leading sights and discover some hidden treasures along the way.
How to find the best Winona package deals?
Landing a cheap Winona package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Winona package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Winona vacation as a package?
You can enjoy significant savings on your next Winona retreat by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winona?
If you've got your Winona travel dates locked in, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Winona vacation packages?
Set off on your dream trip to Winona with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for the next payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.