Greencastle Vacation Packages

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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.

Top Greencastle Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Westgate Inn

Best Western Westgate Inn

2.5 out of 5
Price was CA $1,029, price is now CA $912 per person
CA $912
per person
Sep 24 - Sep 29
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Harrisburg (MDT)
7.6/10 Good! (1,002 reviews)
The staff was SO wonderful. I have family close by that I visit regularly and because of that, I will definitely stay here again. My ONLY complaint is the carpet in my room was absolutely disgusting. We had to leave our shoes on the entire time

Reviewed on Jul 10, 2026

Wyndham Garden York

Wyndham Garden York

3 out of 5
Price was CA $1,090, price is now CA $950 per person
CA $950
per person
Sep 24 - Sep 29
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Harrisburg (MDT)
8.4/10 Very good! (1,006 reviews)
Our room would not cool down, the equipment in the gym was broken, the ice machine room always smelled like dirty diapers

Reviewed on Jul 12, 2026

The Yorktowne Hotel, Tapestry Collection by Hilton

The Yorktowne Hotel, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $1,469, price is now CA $1,283 per person
CA $1,283
per person
Sep 24 - Sep 29
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Harrisburg (MDT)
9/10 Wonderful! (625 reviews)
I don’t think my rug was vacuumed either day. There was mildew in the corner in my shower. The towels were a nice size for drying - however, not very soft. I would have liked a cleaner room for the $$$. The bistro staff were beyond phenomenal and the food was excellent!

Reviewed on Jul 12, 2026

The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP

The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP

3.5 out of 5
Price was CA $1,740, price is now CA $1,576 per person
CA $1,576
per person
Sep 24 - Sep 29
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Harrisburg (MDT)
No reviews

Cozy Cape Cod Bungalow

Cozy Cape Cod Bungalow

3.5 out of 5
Price was CA $1,125, price is now CA $1,034 per person
CA $1,034
per person
Sep 24 - Sep 29
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Harrisburg (MDT)
10/10 Exceptional! (4 reviews)
Cozy cottage vibe. Well stocked kitchen.

Reviewed on May 12, 2026

Ready to book your vacation to Greencastle?

 

Choose your dates

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 CA $99 per night from Jul 16 to Jul 17
CA $99
CA $110 total
Jul 16 - Jul 17
includes taxes & fees
8/10 Very good! (616 reviews)
"Yes"

Reviewed on Jul 12, 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 CA $123 per night from Jul 26 to Jul 27
CA $123
CA $145 total
Jul 26 - Jul 27
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 CA $150 per night from Jul 26 to Jul 27
CA $150
CA $168 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,304 reviews)
"Room was fairly clean but could use a little more cleaning in areas that were overlooked… needs an upgrade… hall carpet dirty and patched in areas"

Reviewed on Jul 12, 2026

Country Inn & Suites by Radisson, Hagerstown, MD
See all 554 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Greencastle attractions

Martins Mill Bridge

7.8/10 (6 reviews)
You can find out about the history of Greencastle with a visit to Martins Mill Bridge. While you're in the area, find time to visit its shops.
See properties

Frequently asked questions

How much does a Greencastle vacation package cost?
Offering great value package deals from CA $912 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 many days is enough for Greencastle?
The ideal duration of your Greencastle vacation depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to tick off all the main attractions and explore some hidden spots along the way.
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," "Traveller 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 travelling 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 favourite 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.

Explore a world of travel with Expedia

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