Williamsport Vacations from $791

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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.
Deep Creek Village #20

Deep Creek Village #20

3.5 out of 5
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hagerstown (HGR)
No reviews
Lake Pointe Inn

Lake Pointe Inn

3 out of 5
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hagerstown (HGR)
9.6/10 Exceptional! (154 reviews)
This lakefront bed and breakfast is the perfect relaxing lake retreat! It is a modern but rustic oasis. The breakfasts were amazing and all of the staff were friendly and efficient. They have really thought of everything!

Reviewed on Jul 2, 2025

Ski Harbor 16

Ski Harbor 16

3.5 out of 5
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hagerstown (HGR)
10/10 Exceptional! (1 review)
Villages of Wisp 66 Bright Passage

Villages of Wisp 66 Bright Passage

4 out of 5
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hagerstown (HGR)
10/10 Exceptional! (1 review)
Bearbnb

Bearbnb

3.5 out of 5
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hagerstown (HGR)
No 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
$63 nightly
The price is $71 total per night from Jul 9 to Jul 10
$71 total
Jul 9 - Jul 10
Total includes taxes and fees
7/10 Good! (862 reviews)
"Everything is very simple to do and for what you’re paying for. It’s a nice hotel."

Reviewed on Jul 4, 2025

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
$71 nightly
The price is $80 total per night from Jul 13 to Jul 14
$80 total
Jul 13 - Jul 14
Total includes taxes and fees
8/10 Very Good! (24 reviews)
"They were very accomodating"

Reviewed on Jun 29, 2025

HomeTowne Studios Hagerstown - Williamsport, MD
Super 8 by Wyndham Hagerstown/Halfway Area
Super 8 by Wyndham Hagerstown/Halfway Area
2 out of 5
16805 Blake Rd, I 70 & I 81, Hagerstown, MD
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $76 total per night from Jul 13 to Jul 14
$76 total
Jul 13 - Jul 14
Total includes taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Convenient access to and from I81"

Reviewed on Jul 4, 2025

Super 8 by Wyndham Hagerstown/Halfway Area
See all 701 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 $791 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.