Winona Vacations from $201

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The Latest Winona vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Medina, OH - Cleveland

Motel 6 Medina, OH - Cleveland

2 out of 5
Price was $231, price is now $201 per person
$201
per person
Nov 14 - Nov 16
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Akron (CAK)
6.4/10 (510 reviews)
Loved our stay. Jay at the front desk for check-in/out was so helpful and friendly. The room was very clean, and we had no issues at all. The parking lot was very well lit at nite when I walked my pup. And they do not charge for pets, that was a huge bonus.

Reviewed on Sep 5, 2025

Bertram Inn at Glenmoor

Bertram Inn at Glenmoor

3.5 out of 5
Price was $497, price is now $407 per person
$407
per person
Nov 26 - Nov 28
found 20 hours ago
Roundtrip non-stop flight included
Palm Springs (PSP) to Akron (CAK)
8.6/10 Excellent! (288 reviews)
I felt comfortable there and I liked the history I felt there

Reviewed on Sep 21, 2025

Hilton Garden Inn Akron Canton Airport

Hilton Garden Inn Akron Canton Airport

3 out of 5
Price was $453, price is now $379 per person
$379
per person
Nov 26 - Nov 28
found 20 hours ago
Roundtrip non-stop flight included
Palm Springs (PSP) to Akron (CAK)
9.2/10 Wonderful! (1,004 reviews)
The front desk receptionist Trenise is absolutely amazing. I felt right at home with her warm welcome and smile

Reviewed on Sep 26, 2025

Country Inn & Suites - by Choice Hotels , Canton near Hall of Fame

Country Inn & Suites - by Choice Hotels , Canton near Hall of Fame

2.5 out of 5
Price was $401, price is now $362 per person
$362
per person
Nov 26 - Nov 28
found 20 hours ago
Roundtrip non-stop flight included
Palm Springs (PSP) to Akron (CAK)
5.6/10 (70 reviews)
Loved the room and the staff. Was amazed that a proper breakfast is served only on weekends.

Reviewed on Sep 25, 2025

Hampton Inn Akron-South

Hampton Inn Akron-South

2.5 out of 5
Price was $443, price is now $401 per person
$401
per person
Nov 26 - Nov 28
found 20 hours ago
Roundtrip non-stop flight included
Palm Springs (PSP) to Akron (CAK)
8.6/10 Excellent! (797 reviews)
Was a pleasant quick stay all around.

Reviewed on Sep 22, 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
$84 nightly
The price is $97 total per night from Oct 5 to Oct 6
$97 total
Oct 5 - Oct 6
Total with taxes and fees
8/10 Very Good! (954 reviews)
"Owner and staff very cordial and helpful. Owner was very helpful when our stay had to be extended due to a medical emergency. Good place to stay if you just need a place to sleep. Breakfast was a basic continental style. Rooms are small but efficient and clean, overall we will stay there again when ..."

Reviewed on Sep 24, 2025

Quality Inn & Suites North Lima - Boardman
Hampton Inn & Suites Alliance

Hampton Inn & Suites Alliance

2.5 out of 5
1831 West State Street, Alliance, OH
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $136 total per night from Oct 2 to Oct 3
$136 total
Oct 2 - Oct 3
Total with taxes and fees
8.6/10 Excellent! (574 reviews)
"Very clean, wry"

Reviewed on Sep 20, 2025

Hampton Inn & Suites Alliance
FairBridge Inn Express North Lima

FairBridge Inn Express North Lima

2 out of 5
10076 Market St, North Lima, OH
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $69 total per night from Sep 29 to Sep 30
$69 total
Sep 29 - Sep 30
Total with taxes and fees
6.8/10 (399 reviews)
"For the price can’t be beat. Staff was helpful and friendly. Would stay again"

Reviewed on Sep 23, 2025

FairBridge Inn Express North Lima
See all 89 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.

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Frequently asked questions

How much does a Winona vacation package cost?
You'll find cheap prices from $201 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.