Winona Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Winona Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Econo Lodge Cleveland Southeast - Kent
Price was CA $1,221, price is now CA $1,153 per person
CA $1,153
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Akron (CAK)
7.6/10 Good! (1,002 reviews)
They could use a breakfast bar. I thought they had one so I was on a quandary about what to do.
My desk person was very helpful.
Reviewed on Mar 31, 2026
The Aurora Inn
Price was CA $1,482, price is now CA $1,352 per person
CA $1,352
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Akron (CAK)
9/10 Wonderful! (614 reviews)
I had a great stay at this hotel, but what really stood out was the exceptional service from Dayton. She went above and beyond to make sure everything was taken care of and made us feel genuinely welcomed. It’s rare to come across someone who puts that much care and effort into guest experience. Dayton truly made a difference in our stay, and I hope her hard work is recognized!
Reviewed on Apr 6, 2026
DoubleTree by Hilton Akron Fairlawn
Price was CA $1,550, price is now CA $1,435 per person
CA $1,435
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Akron (CAK)
8.6/10 Excellent! (796 reviews)
Great place with solid, fresh service and cleanliness! So good~ try for yourself!!
Reviewed on Mar 15, 2026
Hampton Inn Medina
Price was CA $1,486, price is now CA $1,377 per person
CA $1,377
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Akron (CAK)
8.8/10 Excellent! (1,009 reviews)
Yes, plenty of choices for breakfast. Daily menu changes too. Parking was close and well lit.
Reviewed on Apr 2, 2026
Comfort Inn & Suites Cuyahoga Falls - Akron
Price was CA $1,377, price is now CA $1,286 per person
CA $1,286
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Akron (CAK)
8.8/10 Excellent! (1,004 reviews)
While the staff was great, the facility is older. The flooring had cracked pieces, especially in the elevator. The AC unit in our room was very loud, which we informed them of as we left. Rooms are large. Overall it was fine for just one night. The breakfast was great.
Reviewed on Apr 7, 2026
Winona Hotel Deals
Quality Inn & Suites North Lima - Boardman
9988 Market St North Lima OH
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Apr 26 to Apr 27
CA $117
CA $135 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (1,002 reviews)
THE room was unacceptable. the room smelled had a thumb size hole in the wall and 50-100 nail holes. A/C not working temp was set at 78 and could adjust. We never unpack we went back down and checked out and had problems wanting to charge us for the room. Notified Expedia to get refund had problems ...
Reviewed on Apr 4, 2026
Hampton Inn & Suites Youngstown-Canfield
6690 Ironwood Blvd Canfield OH
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Apr 19 to Apr 20
CA $149
CA $172 total
Apr 19 - Apr 20
includes taxes & fees
9.2/10 Wonderful! (706 reviews)
Check in staff helpful. Rooms were clean, breakfast good.
Reviewed on Mar 30, 2026
Comfort Inn Alliance
2222 Quality Dr. Alliance OH
Fully refundable
The price is CA $114 per night from May 6 to May 7
CA $114
CA $131 total
May 6 - May 7
includes taxes & fees
8/10 Very Good! (752 reviews)
Property is decent, location is good. I keep coming back because the staff is outstanding
Reviewed on Mar 29, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
