Wintersville Vacation Packages
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Your Wintersville Vacation
The vibrant city of Wintersville is calling your name. Immerse yourself in everything it has to offer with a Wintersville vacation package that's custom made for you. Make your trip to Wintersville even more exciting by going sightseeing. Franciscan University of Steubenville, East Gateway Community College and Williams Country Club are some of the leading attractions you'll want to explore. Stop daydreaming and start traveling. Browse the multitude of options on Expedia today and put your Wintersville vacation plans into action!
Top Wintersville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Pittsburgh SW - Southpointe by IHG
Price was CA $1,085, price is now CA $1,034 per person
CA $1,034
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,009 reviews)
Rooms were large and clean
Breakfast had freshly ground coffee and food selection was wonderful.
Reviewed on May 24, 2026
Hilton Garden Inn Pittsburgh Airport
Price was CA $1,251, price is now CA $1,108 per person
CA $1,108
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,004 reviews)
Rooms were clean, staff was excellent and pool was awesome. Elevators during our stay broke; we were actually 4 of the individuals stuck in it for 5-7 minutes. Breakfast is minimal, and non complimentary. No complaints otherwise. Close to airport and convenient
Reviewed on May 24, 2026
Courtyard Pittsburgh Airport Settlers Ridge
Price was CA $1,205, price is now CA $1,085 per person
CA $1,085
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,001 reviews)
We enjoyed our stay. Blaze was absolutely amazing. His customer service was outstanding, and he was really personable.
Reviewed on May 11, 2026
Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG
Price was CA $1,139, price is now CA $1,086 per person
CA $1,086
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,006 reviews)
Absolutely amazing!!!
Reviewed on May 25, 2026
Wintersville Hotel Deals
Beautiful 3-bd Country Smart Home with Private surroundings in Steubenville
Steubenville OH
9.6/10 Exceptional! (8 reviews)
"I could tell the host had thought about everything. My group of girl friends went and was pleasantly surprised to find the space, specifically the rooms, bigger than we thought. House is connected to a lot of smart things like Alexa and TVs but that was very ideal for us as it made the check in process ..."
Reviewed on Sep 26, 2025
Mountaineer Casino Resort
1420 Mountaineer Circle New Cumberland WV
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from May 26 to May 27
CA $166
CA $244 total
May 26 - May 27
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"I enjoy the amenities and will come back again. Hopefully next time they’ll replace the maraschino cherries with a good dark cherries that you use in an old-fashioned. I had dinner at the fine dining restaurant L VK. It was hard to get a reservation yet. No one was really there when I arrived it ..."
Reviewed on May 22, 2026
Oglebay Resort
465 Lodge Dr. Wheeling WV
8.8/10 Excellent! (1,002 reviews)
"Nice clean rooms and a beautiful setting. The way we were treated was disappointing. One Example - My family were asked to stand to the side after ordering In coffee shop while locals were served and their food prepared and then after sometime we were told our items were no longer available. Please ..."
Reviewed on May 24, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
