Williamson Vacations from $452

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Your Williamson Vacation

Take the stress out of organizing your next great adventure with a Williamson vacation package. Whether you're here for its art, food, architecture or something else, there's an inexhaustible array of experiences to be had. Need some inspiration on what to see or do first during your trip to Williamson? Check off leading attractions like Greencastle Coffee Roasters. Check out Expedia's wide range of travel options and start organizing your ultimate vacation to Williamson now.

The Latest Williamson vacation packages

Price found within the past 48 hours. Click for updated prices.
Potomac River Motel

Potomac River Motel

2 out of 5
Price was $474, price is now $452 per person
$452
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Hagerstown (HGR)
7.2/10 Good! (457 reviews)
Older but very well maintained motel with very friendly and helpful staff. Will stay there again when in that area.

Reviewed on Aug 25, 2025

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3 out of 5
Price was $691, price is now $615 per person
$615
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Hagerstown (HGR)
9/10 Wonderful! (1,270 reviews)
Love it! Beautiful and fun!

Reviewed on Aug 30, 2025

Stoner's Mansion House

Stoner's Mansion House

2 out of 5
Price was $593, price is now $563 per person
$563
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Hagerstown (HGR)
8.8/10 Excellent! (72 reviews)
E now stayed here 2 times; during last years road trip & again yesterday. So comfy & excellent food options

Reviewed on Jun 13, 2025

Holiday Inn Express & Suites Shippensburg by IHG

Holiday Inn Express & Suites Shippensburg by IHG

2.5 out of 5
Price was $932, price is now $891 per person
$891
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hagerstown (HGR)
9.2/10 Wonderful! (700 reviews)
Amazing staff that took care of our needs as soon as we walked in the front door. Brice made sure we felt special 🙂 The breakfast was solid, with plenty of protein and nutrients. Definitely high quality food that isn’t heavily advertised

Reviewed on Aug 29, 2025

The Mercersburg Inn

The Mercersburg Inn

4 out of 5
Price was $820, price is now $786 per person
$786
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Hagerstown (HGR)
8.4/10 Very Good! (300 reviews)
Nice meals and staff. Best dining option in the area. Would gladly stay here again.

Reviewed on Aug 23, 2025

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Williamson Hotel Deals

La Quinta Inn & Suites by Wyndham Chambersburg

La Quinta Inn & Suites by Wyndham Chambersburg

3 out of 5
199 Walker Rd, Chambersburg, PA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $112 total per night from Sep 4 to Sep 5
$112 total
Sep 4 - Sep 5
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Chambersburg
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd, Hagerstown, MD
Fully refundable
$103 nightly
The price is $116 total per night from Sep 14 to Sep 15
$116 total
Sep 14 - Sep 15
Total with taxes and fees
Country Inn & Suites by Radisson, Hagerstown, MD
Tru By Hilton Chambersburg, PA

Tru By Hilton Chambersburg, PA

2.5 out of 5
101 Walker Road, Chambersburg, PA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $136 total per night from Sep 21 to Sep 22
$136 total
Sep 21 - Sep 22
Total with taxes and fees
Tru By Hilton Chambersburg, PA
See all 206 properties in Williamson
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.

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Frequently asked questions

How much does a Williamson vacation package cost?
You'll find cheap prices from $452 on Expedia for your Williamson getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Williamson costs.
What are the cheapest months to go to Williamson?
If you'd like to score a cheap Williamson vacation package, consider planning a trip in January, June and December. You'll generally find better prices on accommodations and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Williamson?
Typically, a handful of days is enough to check out the top attractions during your Williamson vacation. But if you want to have some time to chill out or take day trips, consider extending your itinerary.
How to find the best Williamson package deals?
Begin your search for a Williamson package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Williamson package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Williamson getaway off to a flying start.
Is it cheaper to book a Williamson vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still get the freedom to create a tailored Williamson vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Williamson?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Williamson break.
Does Expedia offer Book Now, Pay Later Williamson vacation packages?
Secure your dream trip to Williamson with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until the next payday — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your 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.