Winona Vacations from $136

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The Latest Winona vacation packages

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

Motel 6 Youngstown, OH

2 out of 5
per person
Oct 26 - Oct 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Akron (CAK)
7.4/10 Good! (1,003 reviews)
Room was nice and large. Air conditioner works well. Lights didnt work correctly. Floor was swept but not washed, it was black dirty when we wiped up a minor water spill. Beds were very comfortable. Desk person was very kind, friendly and quickly fixed what he was able. I dont think the surrounding area was real welcoming, but we had no problems with noise or people in the area. They dont have breakfast. Great price!!

Reviewed on Aug 13, 2025

Hampton Inn Medina

Hampton Inn Medina

2.5 out of 5
per person
Sep 26 - Sep 29
found 14 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Akron (CAK)
8.8/10 Excellent! (955 reviews)
Was close to restaurants

Reviewed on Aug 11, 2025

The Aurora Inn

The Aurora Inn

3 out of 5
per person
Sep 26 - Sep 29
found 14 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Akron (CAK)
9/10 Wonderful! (499 reviews)
Loved the bath towels!

Reviewed on Aug 12, 2025

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

3.5 out of 5
per person
Sep 26 - Sep 29
found 14 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Akron (CAK)
7.6/10 Good! (171 reviews)
Our room was ok, I was expecting a microwave in our room. The air conditioner was outdated. I had to clean the balcony chairs myself. They gave me cleaner at the front desk. It should have been cleaned. They couldn't can it because housekeeping went home for the evening. I called down to tell them I was done with the cleaner and they told me to bring it down! For that price, I shouldn't have had to clean or take the cleaner to them. I really liked where our room was I was very quiet.

Reviewed on Aug 11, 2025

Baymont by Wyndham Copley Akron

Baymont by Wyndham Copley Akron

2.5 out of 5
per person
Sep 26 - Sep 29
found 14 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Akron (CAK)
6.8/10 (1,010 reviews)
I've frequented this hotel several times when I travel to Ohio and have always enjoyed my stay. The front desk attendant was also kind enough to give me a bagel and coffee after breakfast had ended. Would definitely recommend staying and the prices were very reasonable! Thanks again and see you all nexr year! 💛

Reviewed on Aug 11, 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
$82 nightly
The price is $95 total per night from Aug 21 to Aug 22
$95 total
Aug 21 - Aug 22
Total includes taxes and fees
8/10 Very Good! (901 reviews)
"Floor in elevator was dirty. A pillow that was a little bigger and firmer. Was surprised continental breakfast didn’t have eggs."

Reviewed on Aug 10, 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
$101 nightly
The price is $117 total per night from Sep 1 to Sep 2
$117 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (554 reviews)
"Seamless checkout, friendly service. Nate went the extra mile to get a roll-away bed for my son."

Reviewed on Aug 11, 2025

Hampton Inn & Suites Alliance
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
$85 nightly
The price is $98 total per night from Sep 2 to Sep 3
$98 total
Sep 2 - Sep 3
Total includes taxes and fees
8.2/10 Very Good! (557 reviews)
Good stay
"Good stay nothing bad. Pancake machine didn’t work one day. Same breakfast options as most hotels. The hotel had some nights the parking lot was very dark other nights it was fine. There were several big potholes so the lights would help to see them."

Reviewed on Aug 12, 2025

Holiday Inn Express & Suites Alliance by IHG
See all 88 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 $136 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.