Greencastle Vacations from $593

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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.
Days Inn by Wyndham Hershey

Days Inn by Wyndham Hershey

2.5 out of 5
Downtown Hershey
Price was $708, price is now $593 per person
$593
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Harrisburg (MDT)
8.6/10 Excellent! (1,837 reviews)
Property is very clean. Staff was not mean but was also not very welcoming. The shower situation was terrible as the water did not drain after 1 person taking a shower. Had to wait 35mins for it to go down.

Reviewed on Oct 23, 2025

Hilton Garden Inn Hershey

Hilton Garden Inn Hershey

3 out of 5
Price was $780, price is now $617 per person
$617
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Harrisburg (MDT)
8/10 Very Good! (1,003 reviews)
Clean ,convenient and near all attractions. Every food choice possible in walming distance

Reviewed on Sep 26, 2025

Days Inn by Wyndham Lancaster PA Dutch Country

Days Inn by Wyndham Lancaster PA Dutch Country

2.5 out of 5
Price was $734, price is now $627 per person
$627
per person
Jan 1 - Jan 6
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Harrisburg (MDT)
6.6/10 (1,008 reviews)
The rooms were nice but no one ever cleaned our room the 4 days we were there. We had to go get our own clean towels and washcloths

Reviewed on Oct 20, 2025

Red Roof Inn Lancaster - Strasburg

Red Roof Inn Lancaster - Strasburg

2 out of 5
Price was $712, price is now $609 per person
$609
per person
Jan 1 - Jan 6
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Harrisburg (MDT)
5.2/10 (928 reviews)
Clean Room Shops near by

Reviewed on Oct 19, 2025

Homewood Suites by Hilton Harrisburg-West Hershey Area

Homewood Suites by Hilton Harrisburg-West Hershey Area

3 out of 5
Price was $720, price is now $628 per person
$628
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Harrisburg (MDT)
9.2/10 Wonderful! (748 reviews)
Everything is great so far!

Reviewed on Oct 9, 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

Greencastle Hotel Deals

Super 8 by Wyndham Greencastle

Super 8 by Wyndham Greencastle

2 out of 5
735 Buchanan Trl E, Greencastle, PA
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $74 total per night from Nov 2 to Nov 3
$74 total
Nov 2 - Nov 3
Total with taxes and fees
8/10 Very Good! (545 reviews)
As Promised
Check-in was easy. The person who assigned me a room was very accommodating.

Reviewed on Oct 18, 2025

Super 8 by Wyndham Greencastle
Holiday Inn Express Greencastle by IHG

Holiday Inn Express Greencastle by IHG

2.5 out of 5
50 Pine Dr, Greencastle, PA
Fully refundable
$78 nightly
The price is $87 total per night from Nov 2 to Nov 3
$87 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (550 reviews)
CLEAN

Reviewed on Oct 16, 2025

Holiday Inn Express Greencastle by IHG
Hawthorn Extended Stay by Wyndham Chambersburg

Hawthorn Extended Stay by Wyndham Chambersburg

2.5 out of 5
1123 Lincoln Way East, Chambersburg, PA
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $73 total per night from Nov 4 to Nov 5
$73 total
Nov 4 - Nov 5
Total with taxes and fees
8/10 Very Good! (45 reviews)
Nice clean rooms, very friendly and helpful staff. Thanks for the hospitality - highly recommended.

Reviewed on Oct 16, 2025

Hawthorn Extended Stay by Wyndham Chambersburg
See all 541 properties in Greencastle
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 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 $593 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.