Williamsport Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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.

Top Williamsport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Villages of Wisp 14 Winding Way

Villages of Wisp 14 Winding Way

4 out of 5
Price was CA $1,683, price is now CA $1,617 per person
CA $1,617
per person
Oct 5 - Oct 11
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Hagerstown (HGR)
No reviews
Solar Delight

Solar Delight

3.5 out of 5
Price was CA $3,226, price is now CA $3,024 per person
CA $3,024
per person
Oct 5 - Oct 11
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Hagerstown (HGR)
No reviews
All About Me

All About Me

3.5 out of 5
Price was CA $2,689, price is now CA $2,543 per person
CA $2,543
per person
Oct 5 - Oct 11
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Hagerstown (HGR)
No reviews
Ski Harbor 16

Ski Harbor 16

3.5 out of 5
Price was CA $1,861, price is now CA $1,776 per person
CA $1,776
per person
Oct 5 - Oct 11
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Hagerstown (HGR)
10/10 Exceptional! (1 review)
Bearbnb

Bearbnb

3.5 out of 5
Price was CA $1,901, price is now CA $1,828 per person
CA $1,828
per person
Oct 5 - Oct 11
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Hagerstown (HGR)
No reviews

Ready to book your vacation to Williamsport?

 

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Williamsport Hotel Deals

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
The price is CA $94 per night from Sep 1 to Sep 2
CA $94
CA $105 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (34 reviews)
"RAS"

Reviewed on Jul. 20, 2025

HomeTowne Studios Hagerstown - Williamsport, MD
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
The price is CA $94 per night from Aug 31 to Sep 1
CA $94
CA $105 total
Aug 31 - Sep 1
includes taxes & fees
7/10 Good! (882 reviews)
"Nice"

Reviewed on Aug. 19, 2025

Red Roof Inn Hagerstown - Williamsport, MD
Quality Inn

Quality Inn

2.5 out of 5
25 Union St, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Sep 7 to Sep 8
CA $113
CA $126 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"The location was convenient, easy parking in a safe area. The lobby area was neat and clean and the check in staff very helpful. The breakfast server Norma did an excellent job keeping the food available and the room clean. We struggled with internet connectivity throughout our stay while not a major ..."

Reviewed on Aug. 21, 2025

Quality Inn
See all 697 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Williamsport vacation package cost?
Offering excellent value package deals from CA $1,617 on Expedia, you'll be surprised at how little a vacation to Williamsport costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Williamsport?
You can usually find lower rates and better availability in January, March and December. Browse our cheap Williamsport vacation packages and you could land some great off-season discounts.
How many days is enough for Williamsport?
We'd suggest booking a Williamsport vacation for around 2 days. This gives you plenty of time to visit top attractions such as Maryland Theatre and Hagerstown Suns Municipal Stadium, as well as check out neighbourhoods like Halfway and Funkstown. You might even be able to squeeze in a day trip or two from Williamsport.
How to find the best Williamsport package deals?
Bagging a cheap Williamsport package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Williamsport package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Williamsport vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can personalize your Williamsport trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Williamsport?
If you're considering a spur-of-the-moment Williamsport trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Williamsport?

  1. Choose when to travel: Check your calendar and get packing. Your favourite season and the type of activities on offer will also help you decide when to vacation in Williamsport.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your accommodations will probably be the largest expense during your trip to Williamsport.
  3. Decide how long to go for: Now that you're more familiar with Williamsport, you can work out the perfect length of your break. Create a draft plan and allocate enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Williamsport vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.