Greencastle Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Greencastle Vacation Packages

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
The price is SARĀ 267 per night from Aug 3 to Aug 4
SARĀ 267
SARĀ 296 total
3 Aug - 4 Aug
includes taxes & fees
8/10 Very Good! (616 reviews)
"Yes"

Reviewed on 12 July 2026

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
The price is SARĀ 329 per night from Aug 9 to Aug 10
SARĀ 329
SARĀ 388 total
9 Aug - 10 Aug
includes taxes & fees
Holiday Inn Express Greencastle by IHG
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
The price is SARĀ 386 per night from Aug 11 to Aug 12
SARĀ 386
SARĀ 433 total
11 Aug - 12 Aug
includes taxes & fees
8.6/10 Excellent! (1,294 reviews)
"Staff was very friendly. Room was as clean but dated. Carpet was old and walls needed some fresh paint. Room was kinda dark could use some better lighting. Good location off highway and good options"

Reviewed on 16 July 2026

Country Inn & Suites by Radisson, Hagerstown, MD
See all 558 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.

Stay near popular Greencastle attractions

Greencastle Coffee Roasters

7.8/10 (14 reviews)
Inhale the aroma of over 180 coffee varieties at this specialty roaster with global offerings. Sample single-origin beans while browsing their unique selection of Southeast Asian groceries and freshly roasted peanuts.
See properties

Frequently asked questions

How much does a Greencastle vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Greencastle costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Greencastle?
You can usually find lower prices and better availability in January, February and November. Browse our cheap Greencastle vacation packages and you could land some great off-season discounts.
How to find the best Greencastle package deals?
Finding a cheap Greencastle package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a few 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 pocket-friendly Greencastle package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Greencastle vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can customize your Greencastle trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Greencastle?
Score incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Greencastle getaway.
How to plan a trip to Greencastle?

  1. Choose your dates: What you'd like to do in Greencastle and your favorite season can help you decide when to travel.
  2. Plan your budget wisely: In addition to the price of your accommodations, you'll need to consider other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that could crop up during your trip to Greencastle.
  3. Determine how many days away: Start by listing all the sights and activities you want to experience in Greencastle. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Greencastle vacation package that brings all your bookings together.