Greencastle Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

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

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

Find the Best Greencastle Vacation Packages

Greencastle Hotel Deals

Inn at DePauw
Inn at DePauw
3.5 out of 5
2 West Seminary Street, Greencastle, IN
Fully refundableReserve now, pay when you stay
The price is ₩197,593 per night from Jul 27 to Jul 28
₩197,593
₩221,300 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (269 reviews)
"The property is in the middle of a small town, very quiet. But my neighbors kids were"

Reviewed on Jul 6, 2025

Inn at DePauw
Charming Greencastle Home < 1 Mi to Depauw!
Charming Greencastle Home < 1 Mi to Depauw!
3 out of 5
Greencastle
Charming Greencastle Home < 1 Mi to Depauw!
Holiday Inn Express & Suites Martinsville by IHG
Holiday Inn Express & Suites Martinsville by IHG
2.5 out of 5
2233 Burton Ln, Martinsville, IN
Fully refundable
The price is ₩114,276 per night from Jul 20 to Jul 21
₩114,276
₩127,989 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (511 reviews)
"We had a great time at the hotel."

Reviewed on Jul 5, 2025

Holiday Inn Express & Suites Martinsville by IHG
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 getaway. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Greencastle costs.
What are the cheapest months to go to Greencastle?
You're likely to find reduced prices and greater availability in January, March and August. Explore our cheap Greencastle vacation packages and you could get some great off-season discounts.
How many days is enough for Greencastle?
Typically, a handful of days is enough to explore the major attractions during your Greencastle vacation. However, if you want to have more time to kick back or take day trips, think about extending your trip.
Is it worth booking a vacation package to Greencastle?
Well known for its walking trails, hiking and festivals, a Greencastle vacation is a hit with all kinds of travelers. Be sure to check out leading sights like DePauw Nature Park and Putnam County Fairgrounds, and consider renting some wheels for day trips to discover even more.
How to find the best Greencastle package deals?
Begin your search for a Greencastle package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Greencastle package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Greencastle getaway off to a flying start.
Is it cheaper to book a Greencastle vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can customize your Greencastle escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Greencastle?
Land amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Greencastle adventure.
How to plan a trip to Greencastle?

  1. Pick your travel dates: The things you plan to do in Greencastle and your preferred season will help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and flights. Your hotel will probably be the largest expense during your trip to Greencastle.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Greencastle. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: Once you've nailed down your travel dates and duration, book the ideal 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.