Wintersville Vacations from $387

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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!

The Latest Wintersville vacation packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $516, price is now $387 per person
$387
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,142 reviews)
Bars H train everything with in walking

Reviewed on Jan 20, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,645, price is now $1,129 per person
$1,129
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Kitchen was fully equipped with everything you would need. The rooms were clean and spacious, beautiful building and friendly staff. Parking is what you would expect in a downtown area but was very easy and the attendant was great.

Reviewed on Jan 14, 2026

Hilton Garden Inn Pittsburgh/Southpointe

Hilton Garden Inn Pittsburgh/Southpointe

3 out of 5
Price was $618, price is now $451 per person
$451
per person
Feb 25 - Mar 1
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
9/10 Wonderful! (1,001 reviews)
The room was extremely clean one of the cleanest hotel rooms I've stayed in

Reviewed on Jan 18, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $676, price is now $514 per person
$514
per person
Mar 6 - Mar 8
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

DoubleTree by Hilton Pittsburgh - Cranberry

DoubleTree by Hilton Pittsburgh - Cranberry

4 out of 5
Price was $615, price is now $468 per person
$468
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.8/10 Excellent! (913 reviews)
Breakfast was delicious and the entire stay was great! The kids especially loved the indoor pool!

Reviewed on Jan 19, 2026

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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
9.6/10 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

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

Mountaineer Casino Resort

3.5 out of 5
1420 Mountaineer Circle New Cumberland WV
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $141 total per night from Jan 22 to Jan 23
$141 total
Jan 22 - Jan 23
Total with taxes and fees
7.8/10 Good! (1,002 reviews)
Yes

Reviewed on Jan 12, 2026

Mountaineer Casino Resort
Oglebay Resort

Oglebay Resort

3 out of 5
465 Lodge Dr. Wheeling WV
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $223 total per night from Feb 4 to Feb 5
$223 total
Feb 4 - Feb 5
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
The staff was great and helped make our stay wonderful.

Reviewed on Jan 11, 2026

Oglebay Resort
See all 77 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.

Find the Best Wintersville Vacation Packages

Wintersville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pittsburgh Intl. Airport (PIT)
Population
3,800
Top Sights
Jefferson Lake State Park, Franciscan University of Steubenville and Old Fort Steuben

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Frequently asked questions

How much does a Wintersville vacation package cost?
Offering excellent value package deals from $387 on Expedia, you'll be surprised at how little a vacation to Wintersville costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Wintersville?
You can usually find lower rates and better availability in November, December and January. Check out our cheap Wintersville vacation packages and you could land some great off-season discounts.
How many days is enough for Wintersville?
With a well-organized itinerary, you can easily visit the most popular Wintersville sights in a few days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Wintersville vacation for longer.
How to find the best Wintersville package deals?
Landing a cheap Wintersville package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most economical Wintersville package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
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 enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Wintersville vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Wintersville?
Score incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Wintersville escape.
Does Expedia offer Book Now, Pay Later Wintersville vacation packages?
Secure your dream getaway to Wintersville with help from our Book Now, Pay Later vacations. There's no need to save up or wait until payday — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.