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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $872, price is now CA $762 per person
CA $762
per person
Aug 21 - Aug 23
found 15 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,551 reviews)
Super clean. Comfy beds. Staff was wonderful!

Reviewed on Jul 11, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $1,793, price is now CA $1,412 per person
CA $1,412
per person
Sep 11 - Sep 14
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Pittsburgh (PIT)
8/10 Very good! (302 reviews)
Affordable

Reviewed on Jul 4, 2026

Crowne Plaza Suites Pittsburgh South by IHG

Crowne Plaza Suites Pittsburgh South by IHG

3.5 out of 5
Price was CA $1,275, price is now CA $1,095 per person
CA $1,095
per person
Sep 11 - Sep 15
found 22 hours ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
We enjoyed our two-night stay. The room was spacious and clean and comfy. The staff was very friendly and helpful. Breakfast was great.

Reviewed on Jul 11, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $1,694, price is now CA $1,458 per person
CA $1,458
per person
Sep 11 - Sep 14
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Pittsburgh (PIT)
8.6/10 Excellent! (146 reviews)
Property is a beautiful, historic building in a convenient location off the freeway. Our rooms were spacious, clean, and comfortable with the exception of no central air. A loud, mobile air unit was in two of the rooms. The blinds in one room could not close because of a missing wand. Also the roku was not working. Keep in mind hotel room is near train tracks. Staff was kind enough to meet us at the parking area door to let us into the building so that we could conveniently check in (some parking is near an amtrak station).

Reviewed on Jul 10, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was CA $1,776, price is now CA $1,549 per person
CA $1,549
per person
Sep 11 - Sep 14
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Pittsburgh (PIT)
8.4/10 Very good! (1,078 reviews)
Room was clean

Reviewed on Jul 12, 2026

Ready to book your vacation to Wintersville?

 

Choose your dates

Wintersville Hotel Deals

Beautiful 3-bd Country Smart Home with Private surroundings in Steubenville

Beautiful 3-bd Country Smart Home with Private surroundings in Steubenville

Steubenville OH
9/10 Wonderful! (10 reviews)
"Easily accessible property off the main road. Plenty of modern appliances and big, comfy beds."

Reviewed on Jun 24, 2026

Get rates
Beautiful 3-bd Country Smart Home with Private surroundings in Steubenville
Mountaineer Casino Resort

Mountaineer Casino Resort

4 out of 5
1420 Mountaineer Circle New Cumberland WV
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Jul 27 to Jul 28
CA $160
CA $206 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very good! (1,008 reviews)
"Staff was terrible! Housekeeping was very rude. And over charge!"

Reviewed on Jul 12, 2026

Mountaineer Casino Resort
Best Western Plus Franciscan Square Inn and Suites

Best Western Plus Franciscan Square Inn and Suites

2.5 out of 5
200 Franciscan Square Steubenville OH
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Jul 19 to Jul 20
CA $170
CA $192 total
Jul 19 - Jul 20
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"The property was very well kept and the rooms were clean. Nothing to complain about!"

Reviewed on Jul 6, 2026

Best Western Plus Franciscan Square Inn and Suites
See all 83 properties in Wintersville
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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Wintersville vacation package cost?
Offering excellent value package deals from CA $762 on Expedia, you'll be surprised at how little a vacation to Wintersville costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Wintersville?
January, February and March are the best times to look for cheap Wintersville vacation packages. Choosing to travel in less busy months means you can typically find reduced prices on flights and hotels.
How many days is enough for Wintersville?
Typically, a handful of days is enough to see the top attractions during your Wintersville vacation. However, if you want to have time to unwind or go on day tours, think about extending your trip.
How to find the best Wintersville package deals?
Use Expedia's filters to help you find some of the best Wintersville package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Wintersville package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Wintersville vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Wintersville vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Wintersville?
Land amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Wintersville trip.
How to plan a trip to Wintersville?

  1. Choose when to get away: Check your diary and get your bags packed. Your preferred season and the type of activities available will also help you decide when to visit Wintersville.
  2. Plan your budget wisely: As well as the cost of your accommodations, you'll need to consider other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Wintersville.
  3. Determine how many days away: Start by listing all the sights and activities you want to get to in Wintersville. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Wintersville vacation package.

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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.