Greencastle Vacations from $340

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Your Greencastle Vacation

Come and experience this vibrant city for yourself with a Greencastle vacation package. Consider spending a few days in the neighborhood of Rouzerville, which is good for nature and hiking, and your time here will be nothing short of unforgettable. Eager to see some sights? Spend your days exploring leading attractions like Greencastle Coffee Roasters during your trip to Greencastle. A few clicks is all it takes to build your dream Greencastle vacation on Expedia.

The Latest Greencastle vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Harrisburg Mechanicsburg

Best Western Plus Harrisburg Mechanicsburg

2.5 out of 5
Price was $485, price is now $340 per person
$340
per person
Dec 24 - Dec 31
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to Harrisburg (MDT)
16/10 Exceptional! (1,002 reviews)
Staff is friendly and welcoming.

Reviewed on Nov 19, 2025

Homewood Suites by Hilton Harrisburg-West Hershey Area

Homewood Suites by Hilton Harrisburg-West Hershey Area

3 out of 5
Price was $544, price is now $372 per person
$372
per person
Dec 24 - Dec 31
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to Harrisburg (MDT)
18.4/10 Exceptional! (760 reviews)
Clean and comfortable! Would definitely stay again!

Reviewed on Nov 16, 2025

Hampton Inn & Suites Hershey

Hampton Inn & Suites Hershey

2.5 out of 5
Palmdale
Price was $789, price is now $545 per person
$545
per person
Dec 24 - Dec 31
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to Harrisburg (MDT)
16.8/10 Exceptional! (1,039 reviews)
The staff was friendly and efficient. The property was well maintained and clean

Reviewed on Nov 11, 2025

Days Inn by Wyndham Hershey

Days Inn by Wyndham Hershey

2.5 out of 5
Downtown Hershey
Price was $580, price is now $402 per person
$402
per person
Dec 24 - Dec 31
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to Harrisburg (MDT)
17.2/10 Exceptional! (1,854 reviews)
Clean but facility is need of an update.

Reviewed on Nov 17, 2025

Comfort Inn Lancaster at Rockvale

Comfort Inn Lancaster at Rockvale

2.5 out of 5
Price was $511, price is now $355 per person
$355
per person
Dec 24 - Dec 31
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to Harrisburg (MDT)
17.6/10 Exceptional! (1,007 reviews)
Courteous front desk.. room and eating area was clean and inviting

Reviewed on Nov 18, 2025

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Discover the most popular places to visit in Greencastle

Greencastle Coffee Roasters

Enjoy an outing to Greencastle Coffee Roasters during your stay in Greencastle. Check out the shops and top-notch restaurants in this romantic area.

Greencastle Coffee Roasters

Find the Best Greencastle Vacation Packages

Greencastle Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hagerstown Regional Airport (HGR)
Population
4,000
Max Temp Winter
40ºF
Max Temp Summer
80ºF
Top Sights
Whitetail Ski Resort, Cluggys Family Amusement Center and Capitol Theatre

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Frequently asked questions

How much does a Greencastle vacation package cost?
You'll find cheap prices from $340 on Expedia for your Greencastle break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Greencastle costs.
What are the cheapest months to go to Greencastle?
January, June and December are great times to search for cheap Greencastle vacation packages. Traveling in less busy periods means you can usually find lower prices on flights and hotels.
How many days is enough for Greencastle?
With a well-planned schedule, you can easily hit the most popular Greencastle attractions in a handful of days. But if you want to discover hidden spots or go on day tours, think about booking your Greencastle vacation for longer.
How to find the best Greencastle package deals?
Landing a cheap Greencastle package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most affordable Greencastle package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Greencastle vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays individually. Better still, you can customize your Greencastle trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Greencastle?
If you've got your Greencastle vacation dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Greencastle vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Greencastle break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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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.