Williamsport Vacations from $909

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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.
LakeFront Lodge

LakeFront Lodge

2 out of 5
Price was $976, price is now $909 per person
$909
per person
May 14 - May 17
found 1 hour ago
Roundtrip non-stop flight included
New York (NYC) to Hagerstown (HGR)
9.6/10 Exceptional! (4 reviews)
Very clean, view of ski area was great!

Reviewed on Mar 9, 2026

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5

2 out of 5
The Woods
Price was $1,424, price is now $1,283 per person
$1,283
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Bozeman (BZN) to Hagerstown (HGR)
9.4/10 Exceptional! (3 reviews)
This is a cute little cottage that could use a little love. The hot tub was nice and very hot, but quite public. You're surrounded by houses. Overall, it's a cheap place that feels cheap. Also checkout is actually at 11, though the listing says 12.

Reviewed on Mar 16, 2026

John's Place by Taylor Made Deep Creek

John's Place by Taylor Made Deep Creek

4 out of 5
Price was $1,278, price is now $1,216 per person
$1,216
per person
May 14 - May 17
found 1 hour ago
Roundtrip non-stop flight included
New York (NYC) 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

SureStay Plus Hotel by Best Western Berkeley Springs

SureStay Plus Hotel by Best Western Berkeley Springs

2.5 out of 5
Price was $1,155, price is now $1,102 per person
$1,102
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Bozeman (BZN) to Hagerstown (HGR)
8.6/10 Excellent! (954 reviews)
Pleasant Staff and clean.

Reviewed on Mar 24, 2026

Canopy Escape by Taylor Made Deep Creek

Canopy Escape by Taylor Made Deep Creek

3.5 out of 5
Price was $1,333, price is now $1,273 per person
$1,273
per person
May 14 - May 17
found 1 hour ago
Roundtrip non-stop flight included
New York (NYC) 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
$77 nightly
The price is $86 total per night from Mar 29 to Mar 30
$86 total
Mar 29 - Mar 30
Total with taxes and fees
7.2/10 Good! (939 reviews)
The room was clean but very out dated. The bathroom door did not latch shut, no coffee maker but coffee was offered in the lobby, the ice maker on the second floor was very old & not working. The bed was comfortable & the staff was helpful & pleasant. That’s the only good thing of this Red Roof Inn. ...

Reviewed on Mar 16, 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
$69 nightly
The price is $77 total per night from Mar 29 to Mar 30
$77 total
Mar 29 - Mar 30
Total with taxes and fees
7.4/10 Good! (46 reviews)
The only thing in the kitchen was a microwave and a refrigerator , no coffee pot, no dishes, no stove. Parking was standard, staff was pleasant and accommodating .

Reviewed on Mar 17, 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
$94 nightly
The price is $106 total per night from Apr 6 to Apr 7
$106 total
Apr 6 - Apr 7
Total with taxes and fees
8.8/10 Excellent! (1,011 reviews)
The front desk worker was very kind to me and my family :)

Reviewed on Mar 24, 2026

Hampton Inn Martinsburg
See all 740 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 $909 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.