Sheffield Vacations from $579

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Your Sheffield Vacation

Skip the stress of planning your next epic adventure with a Sheffield vacation package. Whether you're interested in its food, entertainment or something else, you'll find countless exciting experiences to delve into. During your trip to Sheffield, take all the time you need for sightseeing. An excellent place to start is Allegheny National Forest. Expedia has what you need to escape the everyday. Tailor your vacation to Sheffield to suit your travel style, whatever that may be.

The Latest Sheffield vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG

2.5 out of 5
Price was $625, price is now $579 per person
$579
per person
Jul 23 - Jul 25
found 24 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Jamestown (JHW)
9/10 Wonderful! (822 reviews)
Excellent Room and nice quiet surroundings. The pool looked inviting but didn't get the opportunity to enjoy. I had only one thing come up - in the morning around 5 am, I smelled an unpleasant odor that came from - the kitchen, I believe or the exhaust. I could smell a mix of smells, and I just turned the fan on consistently and it seemed to be some better, but maybe an exhaust thing or a "new filter" needed? I really don't know. Please check out rm 105 at the time mentioned above.

Reviewed on Jun 11, 2026

Webb's Year Round Resort

Webb's Year Round Resort

2.5 out of 5
Price was $1,554, price is now $1,262 per person
$1,262
per person
Aug 23 - Aug 29
found 19 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Jamestown (JHW)
7/10 Good! (225 reviews)
Webb's was perfect for our stay with the dogs in the lake area. Conviently located with a great jacuzzi in the room and a fenced in patio that the dogs loved to sit on and people watch. As the manager said, we may not be a 5 star resort but we are friendly and make you feel at home!

Reviewed on Jun 9, 2026

Deer Creek Winery at Brooks Estate

Deer Creek Winery at Brooks Estate

3 out of 5
Price was $846, price is now $750 per person
$750
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to DuBois (DUJ)
9.4/10 Exceptional! (47 reviews)
We had a wonderful stay! The place is so beautiful and comfortable!

Reviewed on May 27, 2026

Kane Manor Inn

Kane Manor Inn

3 out of 5
Price was $810, price is now $743 per person
$743
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to DuBois (DUJ)
9.4/10 Exceptional! (80 reviews)
It was a pleasure to stay at this historical place. Service was excellent.

Reviewed on Jun 7, 2026

Best Western Plus Executive Inn

Best Western Plus Executive Inn

3 out of 5
Price was $788, price is now $727 per person
$727
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to DuBois (DUJ)
8.4/10 Very Good! (579 reviews)
Staff was very friendly and helpful. The room was nice, comfortable beds and pillows. Awesome water pressure in the shower.

Reviewed on May 5, 2026

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Sheffield Hotel Deals

Days Inn by Wyndham Warren

Days Inn by Wyndham Warren

3 out of 5
210 Ludlow Street Warren PA
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $87 total per night from Jun 16 to Jun 17
$87 total
Jun 16 - Jun 17
Total with taxes and fees
6.6/10 (1,008 reviews)
"Staff was excellent responded right away to our concerns. Hotel needs updating though."

Reviewed on Jun 9, 2026

Days Inn by Wyndham Warren
Custom Hot Tub Cabin Near Cook Forest+ANF: Knotty Pine Lodge

Custom Hot Tub Cabin Near Cook Forest+ANF: Knotty Pine Lodge

Marienville PA
8.4/10 Very Good! (68 reviews)
"Had no contact with staff. Hot tub was completely useless as it was so small. Couch/ futon so uncomfortable. Inside of cabin was completely not handicapped friendly. Wifi would not connect and unable to watch TV. Bed not short person friendly. Over- chlorinated water."

Reviewed on May 28, 2026

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Custom Hot Tub Cabin Near Cook Forest+ANF: Knotty Pine Lodge
Hominy Ridge Cabins and Gift Shop

Hominy Ridge Cabins and Gift Shop

3 out of 5
13964 Pennsylvania 36 Clarington PA
Get rates
Hominy Ridge Cabins and Gift Shop
See all 209 properties in Sheffield
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 Sheffield Vacation Packages

Sheffield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradford Regional Airport (BFD)

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Frequently asked questions

How much does a Sheffield vacation package cost?
Offering excellent value package deals from $579 on Expedia, you'll be surprised at how little a vacation to Sheffield costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Sheffield?
November, December and January are the best times to look for cheap Sheffield vacation packages. Choosing to travel in less busy months means you'll typically find better prices on flights and accommodations.
How many days is enough for Sheffield?
With a well-planned itinerary, you can easily visit the most popular Sheffield sights in a few days. But if you'd like to explore off the beaten track or go on day tours, consider booking your Sheffield vacation for longer.
How to find the best Sheffield package deals?
Bagging a cheap Sheffield package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few 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 discover the most wallet-friendly Sheffield package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Sheffield vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights individually. Better still, you can personalize your Sheffield escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Sheffield?
Land amazing discounts by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Sheffield trip.
Does Expedia offer Book Now, Pay Later Sheffield vacation packages?
Set off on your dream getaway to Sheffield with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next paycheck — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.