Sheffield Vacations from $632

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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.
Webb's Year Round Resort

Webb's Year Round Resort

2.5 out of 5
Price was $664, price is now $632 per person
$632
per person
Mar 5 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Jamestown (JHW)
7.2/10 Good! (198 reviews)
Was great...real relaxing...and hosting was great...they were more then willing to help with all..AAA+++

Reviewed on Nov 23, 2025

The Spencer Hotel & Spa

The Spencer Hotel & Spa

2.5 out of 5
Price was $790, price is now $718 per person
$718
per person
Mar 5 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Jamestown (JHW)
8/10 Very Good! (16 reviews)
This is a historic property. It was quaint, quiet, and clean. We were made to feel very welcome. It was so fun to walk around and see all the homes and amenities in the Chautauqua Institute.

Reviewed on Sep 23, 2025

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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
$61 nightly
The price is $68 total per night from Feb 2 to Feb 3
$68 total
Feb 2 - Feb 3
Total with taxes and fees
6.6/10 (1,002 reviews)
Room was clean, so glad the pool is back up and running. Made my daughter extremely happy for our stay. Staff was nice. Only thing no ice bucket in room.

Reviewed on Jan 10, 2026

Days Inn by Wyndham Warren
MJ Inn and Suites

MJ Inn and Suites

2.5 out of 5
252 Cherry St Marienville PA
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $100 total per night from Feb 1 to Feb 2
$100 total
Feb 1 - Feb 2
Total with taxes and fees
8.6/10 Excellent! (322 reviews)
Everything was very accommodating

Reviewed on Jan 7, 2026

MJ Inn and Suites
Pin Oak Villa: Pet-Friendly Cabin Near Cook Forest & Allegheny National Forest

Pin Oak Villa: Pet-Friendly Cabin Near Cook Forest & Allegheny National Forest

Marienville PA
9/10 Wonderful! (46 reviews)
Very nice and cozy. Great location if you want to do stuff in Cooks or ANF

Reviewed on Jan 13, 2026

Get rates
Pin Oak Villa: Pet-Friendly Cabin Near Cook Forest & Allegheny National Forest
See all 207 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 $632 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.