Greencastle Trips (flight + hotel)

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Top hotels in 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 P5,134 per night from Aug 17 to Aug 18
P5,134
P5,699 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (531 reviews)
"The rooms were clean and very nicely decorated."

Reviewed on Aug 11, 2025

Holiday Inn Express Greencastle by IHG
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 P3,799 per night from Aug 14 to Aug 15
P3,799
P4,218 total
Aug 14 - Aug 15
includes taxes & fees
8/10 Very Good! (502 reviews)
"Bed slept good"

Reviewed on Aug 8, 2025

Super 8 by Wyndham Greencastle
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 P6,012 per night from Aug 31 to Sep 1
P6,012
P6,734 total
Aug 31 - Sep 1
includes taxes & fees
8.4/10 Very Good! (1,132 reviews)
"Great location"

Reviewed on Aug 10, 2025

Country Inn & Suites by Radisson, Hagerstown, MD
See all 530 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.

Frequently asked questions

How much does a Greencastle vacation package cost?
You'll find cheap prices 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?
You can generally find reduced prices and better availability in January, February and November. Take a look at our cheap Greencastle vacation packages and you could score some great off-season deals.
How many days is enough for Greencastle?
The ideal length of your Greencastle vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to tick off all the leading attractions and explore some hidden gems along the way.
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.
How to plan a trip to Greencastle?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Greencastle.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you'll need to factor in other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that could arise during your trip to Greencastle.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to get to in Greencastle. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your accommodations and airfare: After you've settled on your dates and duration, lock in the perfect Greencastle vacation package for you.

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