Greencastle Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Baymont by Wyndham Chambersburg

Baymont by Wyndham Chambersburg

2.5 out of 5
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Harrisburg (MDT)
7.4/10 Good! (828 reviews)
Property was clean and great towels! Had to leave at 5 am and no one at the desk to buy water except a phone number to call..only issue I see 🌻

Reviewed on Jul. 12, 2025

The Lodges at Gettysburg

The Lodges at Gettysburg

3 out of 5
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Harrisburg (MDT)
9.2/10 Wonderful! (1,002 reviews)
The place itself was wonderful. The rooms were pretty spacious and clean. The shower was wonderful and the extra room made even better. The back patio overlooked Gettysburg and the view was amazing. Loved the little pond for fishing and the restaurant on site was pretty good.

Reviewed on Aug. 4, 2025

Days Inn by Wyndham Gettysburg

Days Inn by Wyndham Gettysburg

3 out of 5
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Harrisburg (MDT)
8.8/10 Excellent! (1,098 reviews)
Great value and great staff!

Reviewed on Aug. 4, 2025

Super 8 by Wyndham Gettysburg

Super 8 by Wyndham Gettysburg

2 out of 5
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Harrisburg (MDT)
8.8/10 Excellent! (1,017 reviews)
Everything was fantastic. Only opportunity was a quick sweep of the bathroom floor.

Reviewed on Aug. 2, 2025

Wyndham Gettysburg Hotel & Conference Center

Wyndham Gettysburg Hotel & Conference Center

3.5 out of 5
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Harrisburg (MDT)
8.6/10 Excellent! (1,451 reviews)
Two years in a row the elevator didn’t work and we had to use stairs.

Reviewed on Aug. 4, 2025

Ready to book your vacation to Greencastle?

 

Choose your dates

Greencastle Hotel Deals

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 $132 per night from Aug 17 to Aug 18
CA $132
CA $147 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (527 reviews)
Biscuits and gravy yum.
"The hotel room was great The bed was a little hard. Maybe a little softer mattress? The pancake machine didn't work. Despite the efforts of the excellent server, it just wouldn't work.Issues with the batter bag. But there was biscuits and gravy to make up for it. Otherwise it was an enjoyable ..."

Reviewed on Jul. 26, 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 CA $94 per night from Aug 19 to Aug 20
CA $94
CA $105 total
Aug 19 - Aug 20
includes taxes & fees
8/10 Very Good! (500 reviews)
"Everything is good"

Reviewed on Aug. 3, 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 CA $143 per night from Aug 17 to Aug 18
CA $143
CA $160 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (1,123 reviews)
"Quiet and clean"

Reviewed on Jul. 31, 2025

Country Inn & Suites by Radisson, Hagerstown, MD
See all 525 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

Frequently asked questions

How much does a Greencastle vacation package cost?
Offering great value package deals from CA $673 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.

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