Williamsport Vacations from $631

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Your Williamsport Vacation

Simplify your travel planning by booking a Williamsport vacation package. A great neighborhood to stay in this exciting city is Fountainhead-Orchard Hills, which is great for golfing and a lot more. Maryland Theater, Hagerstown Premium Outlets and Hagerstown Speedway are just some of the many attractions you'll want to explore during your trip to Williamsport. Expedia will help you escape your routine. Tailor your vacation to Williamsport to suit your travel style, whatever that may be.

The Latest Williamsport vacation packages

Price found within the past 48 hours. Click for updated prices.
John's Place by Taylor Made Deep Creek

John's Place by Taylor Made Deep Creek

4 out of 5
Price was $669, price is now $631 per person
$631
per person
May 16 - May 18
found 3 hours ago
Roundtrip flight included
Washington (WAS) to Hagerstown (HGR)
9/10 Wonderful! (2 reviews)
Amazing property. Nice and very clean and only 8 minutes from the resort.

Reviewed on Jan 13, 2026

Lake Life HQ by Taylor Made Deep Creek

Lake Life HQ by Taylor Made Deep Creek

3.5 out of 5
Price was $836, price is now $792 per person
$792
per person
May 16 - May 18
found 3 hours ago
Roundtrip flight included
Washington (WAS) to Hagerstown (HGR)
No reviews
Retro Lake Landing by Taylor Made Deep Creek

Retro Lake Landing by Taylor Made Deep Creek

4 out of 5
Price was $707, price is now $670 per person
$670
per person
May 16 - May 18
found 3 hours ago
Roundtrip flight included
Washington (WAS) to Hagerstown (HGR)
No reviews
Canopy Escape by Taylor Made Deep Creek

Canopy Escape by Taylor Made Deep Creek

3.5 out of 5
Price was $734, price is now $696 per person
$696
per person
May 16 - May 18
found 3 hours ago
Roundtrip flight included
Washington (WAS) to Hagerstown (HGR)
9/10 Wonderful! (2 reviews)
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Williamsport Hotel Deals

Red Roof Inn Hagerstown - Williamsport, MD

Red Roof Inn Hagerstown - Williamsport, MD

2 out of 5
310 E Potomac St, Building A Williamsport MD
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $81 total per night from Apr 16 to Apr 17
$81 total
Apr 16 - Apr 17
Total with taxes and fees
7.2/10 Good! (952 reviews)
Nice staff

Reviewed on Apr 8, 2026

Red Roof Inn Hagerstown - Williamsport, MD
HomeTowne Studios Hagerstown - Williamsport, MD

HomeTowne Studios Hagerstown - Williamsport, MD

3 out of 5
310 East Potomac Street, Building B Williamsport MD
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Apr 14 to Apr 15
$80 total
Apr 14 - Apr 15
Total with taxes and fees
7.6/10 Good! (47 reviews)
Great

Reviewed on Mar 30, 2026

HomeTowne Studios Hagerstown - Williamsport, MD
Hampton Inn Martinsburg

Hampton Inn Martinsburg

2.5 out of 5
975 Foxcroft Ave Martinsburg WV
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Apr 16 to Apr 17
$110 total
Apr 16 - Apr 17
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
Retired couple. Love this place and stop here often - great staff, breakfast and convenience. Great stay every time.

Reviewed on Apr 6, 2026

Hampton Inn Martinsburg
See all 765 properties in Williamsport
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 Williamsport Vacation Packages

Williamsport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hagerstown Regional Airport (HGR)
Population
2,200
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Greenbrier State Park, Maryland Theater and Crystal Grottoes Caverns

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Frequently asked questions

How much does a Williamsport vacation package cost?
You'll find cheap prices from $631 on Expedia for your Williamsport break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Williamsport costs.
What are the cheapest months to go to Williamsport?
If you'd like to snag a cheap Williamsport vacation package, consider visiting in November, December and January. You'll generally find better rates on accommodations and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Williamsport?
With a well-organized travel plan, you can easily visit the most popular Williamsport sights in a few days. But if you want to discover hidden gems or go on day trips, consider booking your Williamsport vacation for longer.
How to find the best Williamsport package deals?
Use Expedia's filter tool to help you find some tempting Williamsport package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Williamsport package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Williamsport vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Williamsport vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Williamsport?
If you've got your Williamsport travel dates finalized, book early to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Williamsport vacation packages?
Your Williamsport break should be a relaxing escape from your busy life, not a reason for money worries. So to give you that extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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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.